basf productcatalog inorganic-specialties

8/18/2019 BASF ProductCatalog Inorganic-Specialties

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Life Science Intermediatesfor Organic Synthesis

Product Overview

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Table of Contents

Suzuki Coupling Reagents ..............................................................................................................................................1

Borane Complexes .........................................................................................................................................................1

Amine Boranes ................................................................................................................................................................1

Chiral Reagents............................................................................................................................................................... 2

Calselect® Reducing Agents ...........................................................................................................................................2

Alkylboranes....................................................................................................................................................................3

Boroxins and Borates ..................................................................................................................................................... 3

Alkali Metal Alcoholates ..................................................................................................................................................4

Alkali Metal Amides .........................................................................................................................................................5

Other Alkali Metal Compounds .......................................................................................................................................5

Hydroxyacetophenones and Phenyl Acetate ..................................................................................................................5

Hydroxylamine Derivatives ..............................................................................................................................................6

High Purity Iron Salts ...................................................................................................................................................... 6

Index ...............................................................................................................................................................................7


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Suzuki Coupling ReagentsBoronic acids and esters have become very important building blocks in organic synthesis through the Suzuki-Miyaura cross-coupling

protocols. The Suzuki-Miyaura reaction1 is a powerful synthetic tool for the formation of carbon-carbon bonds, dramatically shortening

multistep synthetic routes since this process easily couples large molecular fragments containing functional groups. Trialkylborane and

aryldialkylborane reagents can also participate in these valuable coupling reactions.

1Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.

Name Abbreviation/Trade Name Structure CAS#

FormulaFW (g/mol) Form

Density(g/ml)

Bis(pinacolato)diboron PIN2B2 73183-34-3 C12H24B2O4253.94

Powder

Catecholborane CATB 274-07-7 C6H

5BO

2

119.92

50 wt% in toluene 0.911

Pinacolborane PINB 25015-63-8 C6H

13BO

2

128.00

Neat w/ 1% TEA 0.875

Borane ComplexesBorane complexes are versatile compounds commonly used as regio-, chemo- and stereoselective reducing agents for a variety

of functional groups such as aldehydes, ketones, carboxylic acids, amides and olefins. The high yields and simple isolation of the

reduced products combined with the high selectivities achieved with borane reagents have made these compounds the favorite

reducing agents for a number of applications.



Density(g/ml)

Borane tetrahydrofuran complex BTHF 14044-65-6 C4H

11BO

85.94

1M in THF 0.878

Dimethylsulfide borane complex DMSB 13292-87-0 C2H

9BS

75.97

10M in DMS

2M in THF

0.794

0.865

Amine BoranesComplexation of borane with a strong Lewis base, such as an unhindered amine, produces air and moisture stable amine borane

complexes. The stability, solubility, and ease of handling make them attractive borane sources in many reactions where aqueous,alcoholic or acidic solvents are desirable. 5-Ethyl-2-methylpyridine borane is a new complex which is easily handled and has up to

three hydrides available for reductive amination and reduction.



Density(g/ml)

2-Picoline borane PICB 3999-38-0 C7H

10BN

103.95

30 wt% THF 0.909

5-Ethyl-2-methylpyridine borane PEMB 1006873-58-0 C8H

14BN

135.01

Neat liquid 0.913

Dimethylamine borane DMAB 74-94-2 C2H

10BN

58.92

Neat Solid 0.73 g/cc

N,N-Diethylaniline borane DEANB 13289-97-9 C10

H18

BN

163.07

Neat liquid 0.921

Pyridine borane PYB 110-51-0 C5H

8BN

92.93

Neat liquid 0.921

t-Butylamine borane TBAB 7337-45-3 C4H

14BN

86.97

Powder 0.46 g/cc(bulk)

Triethylamine borane TEAB 1722-26-5 C6H

18BN

115.03

Neat liquid 0.782


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Chiral ReagentsBoth methyl oxazaborolidine (MeCBS) and diisopinocampheylchloroborane (DPC) are excellent choices for the enantioselective

reduction of prochiral ketones. While DPC is a stoichiometric reducing agent, MeCBS (Corey catalyst) is a catalyst that is typically

used in conjunction with a borane source such as borane tetrahydrofuran (BTHF), dimethylsulfide borane (DMSB) or N,N-diethylaniline

borane (DEANB). Both products have proven their advantages over alternative technologies in commercial applications and are

available in both enantiomeric forms from BASF.



Density(g/ml)

(-)-Diisopinocampheylchloroborane (-)-DPC 85116-37-6 C20

H34

BCl

320.80

60-65 wt% heptanes 0.855

(+)-Diisopinocampheylchloroborane (+)-DPC 112246-73-8 C20

H34

BCl

320.80

60-65 wt% heptanes

60-65 wt% hexanes

0.855

0.890

(R)-Methyl oxazaborolidine (R)-MeCBS 112022-83-0 C18

H20

BNO

277.17

1M in toluene 0.927

(S)-Methyl oxazaborolidine (S)-MeCBS 112022-81-8 C18

H20

BNO

277.17

1M in toluene 0.927

Calselect® Reducing Agents Alkali metal trialkylborohydrides have been used in numerous stereoselective and regioselective reductions. The strength and reactivity

of these reducing agents varies with the steric bulk of the alkyl groups and the alkali metal ion. Calselect® STAB is a selective reducing

agent that has proven to be extremely useful in reductive aminations.



Density(g/ml)

Lithium triethylborohydride CALSELECT® LT 22560-16-3 C6H

16BLi

105.95

1M in THF 0.890

Lithium tri-sec- butylborohydride CALSELECT® L i 38721-52-7 C12

H28

BLi

190.11

1M in THF 0.898

Sodium triacetoxyborohydride CALSELECT® STAB 56553-60-7 C6H

10BNaO

6

211.96

Powder

Granular

0.765 g/cc

(bulk)

Sodium tri-sec- butylborohydride CALSELECT® Na 67276-04-4 C12

H28

BNa

206.15

1M in THF 0.898

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Alkylboranes Alkylboranes are versatile products used in different industrial applications such as Pharmaceuticals, Polymers and others. In organic

synthesis triethylborane (TEB) and methoxydiethylborane (MDEB) have proven especially effective as diastereoselective reagents

to produce syn-diols from β-hydroxyketones. Dibutylboron triflate (DBBT) is used to form boron enolates in diastereoselective aldol

condensations following the Evans’ and similar protocols. BASF’s ready-to-use solution of DBBT is now available from lab scale to ton

quantities as solutions in toluene.



Density(g/ml)

9-Borabicyclo[3.3.1]nonane 9BBN 280-64-8 C8H

15B

122.02

0.5M in THF 0.882

Dibutylboron triflate DBBT 60669-69-4 C9H

18BF

3O

3S

274.15

1M in toluene 0.903

Methoxydiethylborane MDEB 7397-46-8 C5H

13BO

99.97

Neat liquid

50 wt% in THF

0.749

0.807

Triethylborane TEB 97-94-9 C6H

15B

98.00

Neat liquid

14 wt% in THF

0.696

0.848

Triethylborane-1,3-diaminopropane complex TEB-DAP 148861-07-8 C9H

25BN

2

172.12

Neat liquid 0.859

Tri-n-butylborane TNBB 122-56-5 C12

H27

B

182.16

Neat liquid 0.748

Tri-n-butylborane-3-methoxypropylamine complex TnBB-MOPA 345269-15-0 C15

H37

BN2

271.25

Neat liquid 0.826

Boroxins and Borates



Density(g/ml)

Trimethoxyboroxin TMBX 102-24-9 C3H

9B

3O

6

173.53

Neat liquid 1.216

Trimethylboroxin MBX 823-96-1 C3H

9B

3O

3

125.53

50 wt% in THF 0.894

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Alkali Metal Alcoholates Alcoholates are moderately strong base reagents that are used in many drug and chemical synthesis applications, such as alkylation,

arylation, acylation, solvolysis of esters, condensation, elimination, isomerization, rearrangements, transfer, hydrogenation, Wittig

reactions, and redox reactions. The reactivity can be fine tuned to the desired reaction by correct choice of alcoholate and counterion.

The wide range of properties and solubilities available from BASF Corporation allows for process optimization and high yields.

Potassium Alcoholates

Name/Synonym Abbreviation/Trade Name Structure CAS #

FormulaFW (g/mol) Forms

Density(g/ml)

Potassium 3,7-Dimethyl-3-octylatePotassium 3,7-Dimethyl-3-octanoxide

KDMO/Heptane 50% 263148-42-1 C10H21KO196.37

50% w/w inn-heptane 0.804

Potassium Ethylate

Potassium Ethoxide

KE 24%

(DN with toluene)

917-58-8 C2H

5KO

84.14

24% w/w in ethanol 0.895

Potassium Methylate

Potassium Methoxide

KM

KM 32% KOMe865-33-8 CH

3KO

70.14

Powder

32% w/w inmethanol

0.978

Potassium tert.- Amylate

Potassium tert.-Pentoxide

KTA

KTA/Cyclohexane 15%

KTA/Toluene 25%

KTA/THF 45%

41233-93-6 C5H

11KO

126.20

Powder

15% w/w incyclohexane

25% w/w in toluene

45% w/w in THF

0.57 g/cc(Bulk)

0.801

0.904

0.951 @21˚C

Potassium tert.- Butylate

Potassium tert-Butoxide

KTB

KTB/TBA 15%

KTB/THF 20%

KTB/TBA 13.7%with THF

865-47-4 C4H

9KO

112.21

Powder

15% w/w in tert.-butanol

20% w/w in THF

13.7% w/w in TBAwith THF

0.813

0.818

0.906

0.838 @25˚C

Sodium Alcoholates



Density(g/ml)

Sodium EthylateSodium Ethoxide

SESE 21%

141-52-6 C2H5NaO68.05

Powder21% w/w in ethanol 0.880

Sodium Mentholate NaM/Hexanes 50% 19321-38-1 C10

H19

NaO

178.25

50% w/w in hexanes 0.815

Sodium Methylate

Sodium Methoxide

SM

SMS 25%

SMS 30%

NaOMe

124-41-4 CH3NaO

54.03

Powder

25% w/w inmethanol

30% w/w inmethanol

0.944

0.969

Sodium n- Butylate

Sodium n-Butoxide

SNB/NBA 19% 2372-45-4 C4H

9NaO

96.1

19% w/w inn-butanol

0.853

Sodium tert.- Amylate

Sodium tert.-Pentoxide

STA

STA/Hexanes 38%

STA/THF 35%

STA/Toluene 25%

14593-46-5 C5H

11NaO

110.13

Powder

38% w/w in hexanes

35% w/w in THF

25% w/w in toluene

0.752

0.926

0.885

Sodium tert.- Butylate

Sodium tert.-Butoxide

STB 865-48-5 C4H

9NaO

96.02

Powder 0.698 g/cc(Bulk)

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Alkali Metal AmidesPotassium hexamethyldisilazane (KHMDS), sodium hexamethyldisilazane (NaHMDS), and lithium hexamethyldisilazane (LiHMDS)

are strong non-nucleophilic base reagents useful in a wide variety of chemical reactions and transformations. Applications include

aklylation, acylation, ring formation, isomerization, rearrangements, aldol condensations, Wittig and Horner-Emmons reactions and

polymerization. Their high selectivity and specificity can lead to simpler, less expensive purification routes to the desired product.



Density(g/ml)

Potassium Hexamethyldisilazane

Potassium bi(trimethylsily)amide

KHMDS/THF 20%

KHMDS/Toluene

15%

40949-94-8 C6H

18KNSi

2

199.5

20% w/w in THF

15% w/w in toluene

0.898

0.879

Lithium Hexamethyldisilazane

Lithium bi(trimethylsily)amide

LiHMDS/THF 24% 4039-32-1 C6H

18LiNSi

2

167.33

24% w/w in THF 0.867

Sodium Hexamethyldisilazane

Sodium bis(trimethylsilyl)amide

NaHMDS/THF 40%

NaHMDS/Toluene13%

1070-89-9 C6H

18NNaSi

2

183.38

40% w/w in THF

13% w/w in toluene

0.889

0.868 @21.0 ˚C

Other Alkali Metal Compounds

Sodium-Potassium Alloy (NaK), essentially a liquid form of Potassium metal, is mainly used for reductions and as a raw material formaking potassium derivatives. Potassium superoxide (KO

2 ) has its main applications as a chemical oxygen source.



Density(g/ml)

Potassium Superoxide KO2 CAT

KO2 UNCAT

KO2 UNCAT fluff

KO2

12030-88-5 KO2

Catalyzed granules

Uncatalyzed granules

Uncatalyzed fluff

Sodium Potassium Alloy NaK NaK 11135-81-2 NaK Liquid 0.855

Hydroxyacetophenones and Phenyl Acetate4-Hydroxyacetophenone (4-HAP) is a versatile building block for a variety of uses including semiconductors, specialty polymers,

pharmaceuticals, agricultural chemicals, flavors and fragrances, cosmetic and other fine chemical applications.

Name/Synonym Abbreviation/Trade Name Structure CAS No.


Density(g/ml)

2-Hydroxyacetophenone 2-HAP

Ortho-Hydroxyacetophenone

118-93-4 C8H

8O

2

136.15

Liquid 1.157

Bulk

4-Hydroxyacetophenone 4-HAP

1-(4-Hydroxyphenyl)ethanone

p-Hydroxyacetophenone

p-Hydroxyphenyl methylketone

99-93-4 C8H

8O

2

136.15

Powder 1.157

Bulk

Phenyl Acetate PhOAc 122-79-2 C7H

14O

2

130.2

Liquid 0.875-

0.877

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Hydroxylamine DerivativesBASF offers a growing range of Hydroxylamine derivatives used to introduce N-O-functionality into a molecule. Recent examples

of our ongoing portfolio expansion include: Hydroxylamine-O-sulfonic acid, a versatile aminating agent; O-Benzylhydroxylamine

hydrochloride, used to introduce an N-O functionality that is protected from other reactions and easily de-protected under mild

conditions; and N,O-Dimethylhydroxylamine hydrochloride that makes production-scale “Weinreb-Chemistry” feasible.



Density(g/ml)

Hydroxylamine-O-sulfonic Acid HOSA 2950-43-8 H3NO

4S

113.09

Solid 2.2 g/cc

O-Benzylhydroxylamine Hydrochloride

O-Benzyhydroxylammonium Chloride

OBHA•HCl 2687-43-6 C7H

10ClNO

159.62

Solid .370 g/cc

O-Methylhydroxylamine Hydrochloride

O-Methylhydroxylammonium Chloride

O-MHA•HCl 593-56-6 CH6ClNO

83.52

30% Solution 1.15 g/ml

N,O-Dimethylhydroxylamine Hydrochloride

N,O-Dimethylhydroxylammonium Chloride

NODMHA•HCl 6638-79-5 C2H

8ClNO

97.54

Solid

N-Hydroxyphtalimide NHPI 524-38-9 C8H

5NO

3

163.13

Solid

2, 3-Butanedione monoxime BDMO 57-71-6 C4H

7NO

2

101.11

Solid

High Purity Iron SaltsBASF reliably helps to fulfill the legal restrictions like the EMEA directive (European Medicine Agency) and recommendations from US

Pharmacopoeia (USP) by offering high purity solutions with trace metal impurities in single digit ppm level. BASF’s high purity iron

salts are based on BASF’s experienced and well-established iron technology. Full backward integration ensures a reliable supply of

raw materials. BASF offers a high variety of different anions and also other high purity metals on request.



Density(g/ml)

Ferric Chloride Solution

High Purity

Iron(III) ChlorideSolution

7705-08-0 FeCl3

162.20

12% Solution (Fe3+ ) 1.36 g/ml

Ferric Sulfate Solution

High Purity

Iron(III) SulfateSolution

10028-20-5 Fe2(SO

4 )

3

399.88

12% Solution (Fe3+ ) 1.50 g/ml

Ferrous Sulfate Solution

High Purity

Iron(II) SulfateSolution

7720-78-7 FeSO4

151.91

9% Solution

BASF offers a large variety of different anions (aqueous and organicsolutions) and other high purity metal salts on request.

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Symbols2, 3-Butanedione monoxime .....................................................................................6

2-Hydroxyacetophenone ...........................................................................................5

2-Picoline borane .....................................................................................................1

4-Hydroxyacetophenone ...........................................................................................5

5-Ethyl-2-methylpyridine borane ..............................................................................1

9-Borabicyclo[3.3.1]nonane ......................................................................................3

(-)-Diisopinocampheylchloroborane ..........................................................................2(+)-Diisopinocampheylchloroborane .........................................................................2

(R)-Methyl oxazaborolidine ........................................................................................2

(S)-Methyl oxazaborolidine ........................................................................................2

BBis(pinacolato)diboron ..............................................................................................1

Borane tetrahydrofuran complex ...............................................................................1

Butylamine borane ....................................................................................................1

CCatecholborane......................................................................................................... 1

DDibutylboron triflate ..................................................................................................3

Dimethylamine borane ..............................................................................................1Dimethylsulfide borane .............................................................................................1

FFerric Chloride Solution .............................................................................................6

Ferric Sulfate Solution ...............................................................................................6

Ferrous Sulfate Solution ............................................................................................6

HHydroxylamine-O-sulfonic Acid .................................................................................6

LLithium Hexamethyldisilazane ...................................................................................5

Lithium triethylborohydride .......................................................................................2

Lithium tri-sec-butylborohydride ...............................................................................2

MMethoxydiethylborane ...............................................................................................3

NN-Hydroxyphtalimide ................................................................................................6

N,N-Diethylaniline borane .........................................................................................1

N, O,-Dimethylhydroxylamine Hydrochloride .............................................................6

OO-Benzylhydroxylamine Hydrochloride ......................................................................6

O-Methylhydroxylamine Hydrochloride ......................................................................6

PPhenyl Acetate ..........................................................................................................5

Pinacolborane ...........................................................................................................1

Potassium 3,7-Dimethyl-3-octylate ...........................................................................4

Potassium Ethylate ...................................................................................................4

Potassium Hexamethyldisilazane ..............................................................................5

Potassium Methylate.................................................................................................4

Potassium superoxide ...............................................................................................5Potassium tert.-Amylate............................................................................................4

Potassium tert.-Butylate ...........................................................................................4

Pyridine borane .........................................................................................................1

SSodium Ethylate ........................................................................................................4

Sodium Hexamethyldisilazane ...................................................................................5

Sodium Mentholate ...................................................................................................4

Sodium Methylate .....................................................................................................4

Sodium n-Butylate ....................................................................................................4

Sodium Potassium Alloy ............................................................................................5

Sodium tert.-Amylate ................................................................................................4

Sodium tert.-Butylate ................................................................................................4

Sodium triacetoxyborohydride ...................................................................................2Sodium tri-sec-butylborohydride ...............................................................................2

TTriethylamine borane ................................................................................................1

Triethylborane ...........................................................................................................3

Triethylborane-1,3-diaminopropane complex ............................................................3

Trimethoxyboroxin ....................................................................................................3

Trimethylboroxin .......................................................................................................3

Tri-n-butylborane ......................................................................................................3

Tri-n-butylborane-3-methoxypropylamine complex ....................................... ............3

Index

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While the descriptions, designs, data and information contained herein are presented in good faith and believed to be accurate, it is provided for your guidance only. Because many factors may affectprocessing or application/use, we recommend that you make tests to determine the suitability of a product for your particular purpose prior to use. NO WARRANTIES OF ANY KIND, EITHER EXPRESS ORIMPLIED, INCLUDING WARRANTIES OF MERCHANTABILITY OR FITNESS FOR A PARTICULAR PURPOSE, ARE MADE REGARDING PRODUCTS DESCRIBED OR DESIGNS, DATA OR INFORMATIONSET FORTH, OR THAT THE PRODUCTS, DESIGNS, DATA OR INFORMATION MAY BE USED WITHOUT INFRINGING THE INTELLECTUAL PROPERTY RIGHTS OF OTHERS. IN NO CASE SHALL THEDESCRIPTIONS, INFORMATION, DATA OR DESIGNS PROVIDED BE CONSIDERED A PART OF OUR TERMS AND CONDITIONS OF SALE.

Rev. 02/2013

BASF Corporation

Life Science Intermediates North America

1424 Mars-Evans City Road

Evans City, PA 16033

USA

Phone: +1-866-4BORANE or

+1-866-426-7263

Fax: +1-800-377-6797

Email: [email protected]

www.intermediates.basf.com

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Life Science Intermediates Europe

67056 Ludwigshafen

Germany

Phone: +49 621 60-43942

Fax: +49 621 60-6643942


www.intermediates.basf.com

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45th Floor, Jardine House

No. 1 Connaught Place

Central, Hong Kong

Phone: +(852) 2731 3704

Fax: +(852) 2734 5678


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