Article Title: Facile Synthesis of 4-Hydroxycinnamaldehydes

Journal Name: BioEnergy Research

Authors: Yimin Zhu*,†,‡ , Allison Mohammadi†, and John Ralph†,‡

Affiliations: †Department of Biochemistry and ‡DOE Great Lakes Bioenergy Research Center,

University of Wisconsin-Madison, 1710 University Ave, Madison, WI 53726

E-mail: zhu6@wisc.edu.

Supplementary Material: Spectra of compounds 1a-d and 2a-d.

 

[ppm] 8 6 4 2

8.82

72

7.57

347.

5526

7.54

917.

5416

7.53

566.

9908

6.95

946.

8876

6.88

396.

8703

3.77

99

3.20

71

[ppm] 200 150 100 50

167.

7515

160.

0857

143.

3217

130.

6689

127.

7832

116.

5725

114.

0697

62.1

679

32.5

305

[ppm] 8 6 4

8.21

95

7.59

507.

5636

7.28

657.

2825

7.17

927.

1753

7.16

287.

1588

7.01

896.

9875

6.88

266.

8663

3.88

883.

7685

3.22

22

[ppm] 200 150 100 50 0

167.

7449

149.

5370

148.

5745

143.

8635

128.

1067

123.

0955

116.

0957

114.

1228

111.

7510

62.1

508

56.2

559

32.5

583

[ppm] 8 6 4

7.79

36

7.57

857.

5471

7.03

156.

9969

3.86

853.

7604

3.22

00

[ppm] 200 150 100 50

167.

6862

148.

8402

144.

2054

138.

9722

126.

8476

114.

3640

106.

6502

62.1

493

56.6

297

32.5

598

[ppm] 7 6 5 4

7.52

237.

4908

7.06

397.

0598

6.98

036.

9762

6.96

396.

9598

6.89

476.

8633

6.79

006.

7737

3.78

61

3.28

57

[ppm] 150 100 50

169.

2440

149.

2918

146.

7798

145.

4928

128.

2445

122.

6802

116.

4804

115.

1731

112.

9392

62.3

837

32.7

762

[ppm] 8 6 4

9.64

259.

6271

9.09

18

7.62

537.

6077

7.57

37

6.94

416.

9268

6.63

606.

6205

6.60

436.

5888

[ppm] 200 150 100 50

193.

8967

161.

2577

153.

7347

131.

5592

126.

9855

126.

7744

116.

8367

[ppm] 8 6 4

9.64

289.

6273

8.40

18

7.58

797.

5562

7.38

837.

3843

7.22

057.

2166

7.20

417.

2002

6.92

006.

9037

6.68

376.

6682

6.65

216.

6366

3.92

51

[ppm] 200 150 100 50

193.

9062

154.

0873

150.

8280

148.

8433

127.

4010

127.

0012

124.

7886

116.

1978

111.

4477

56.3

118

[ppm] 8 6 4

9.64

299.

6274

7.98

25

7.57

257.

5409

7.08

40

6.71

496.

6994

6.68

336.

6678

3.89

75

[ppm] 200 150 100 50

193.

7959

154.

3889

148.

9941

140.

1724

127.

2845

126.

1069

107.

2346

56.6

712

[ppm] 8 6 4 2

9.62

719.

6116

8.49

96

7.54

207.

5104

7.21

587.

2116

7.12

847.

1243

7.11

217.

1079

6.91

846.

9021

6.56

186.

5463

6.53

026.

5147

[ppm] 200 150 100 50

193.

8424

154.

1054

149.

5138

146.

4015

127.

5849

126.

8094

123.

2666

116.

4768

115.

5065