2-Benzyl-crotonic acid

Base Information

• Chemical Name: 2-Benzyl-crotonic acid
• CAS No.: 5707-59-5
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• DSSTox Substance ID: DTXSID901031912
• Mol file: 5707-59-5.mol

Synonyms:2-benzyl-crotonic acid;DTXSID901031912;5707-59-5

Chemical Property of 2-Benzyl-crotonic acid

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=C(CC1=CC=CC=C1)C(=O)O

Technology Process of 2-Benzyl-crotonic acid

There total 18 articles about 2-Benzyl-crotonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

methyl 2-benzylbut-3-enoate (139592-86-2) → 2-benzyl-crotonic acid (5707-59-5)

Guidance literature:

With sodium hydroxide; In methanol; for 12h;

DOI:10.1016/j.catcom.2018.05.020

Reference yield:

rac-2-benzyl-3-butenoic acid (114779-92-9) → 2-benzyl-crotonic acid (5707-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Novozym 435 / toluene / 48 h / 20 °C / Enzymatic reaction

2: sodium hydroxide / methanol / 12 h

With sodium hydroxide; In methanol; toluene;

DOI:10.1016/j.catcom.2018.05.020

Reference yield:

benzyl mesylate (55791-06-5) → 2-benzyl-crotonic acid (5707-59-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diethylamide / tetrahydrofuran; hexane / -78 - 0 °C

1.2: -78 - 20 °C

2.1: Novozym 435 / toluene / 48 h / 20 °C / Enzymatic reaction

3.1: sodium hydroxide / methanol / 12 h

With lithium diethylamide; sodium hydroxide; In tetrahydrofuran; methanol; hexane; toluene;

DOI:10.1016/j.catcom.2018.05.020

upstream raw materials:

2-benzylidene-but-3-enoic acid

2-benzyl-3-hydroxy-butyric acid

benzyl-vinyl-malonic acid diethyl ester

tert-butyl crotonate

Downstream raw materials:

(E)-2-benzylidenebutanoic acid

(3-Acetylsulfanyl-2-benzyl-butyrylamino)-acetic acid methyl ester

(S)-2-[(S)-2-(3-Acetylsulfanyl-2-benzyl-butyrylamino)-3-methyl-butyrylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester

(S)-2-[(S)-2-(3-Acetylsulfanyl-2-benzyl-butyrylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionic acid methyl ester