(2Z)-2-benzylidenebutanoic acid

Base Information

• Chemical Name: (2Z)-2-benzylidenebutanoic acid
• CAS No.: 620-78-0
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Hs Code.: 2916399090
• European Community (EC) Number: 636-387-3
• NSC Number: 36176
• DSSTox Substance ID: DTXSID40417951
• Wikidata: Q82228200
• Mol file: 620-78-0.mol

Synonyms:(2Z)-2-benzylidenebutanoic acid;NSC36176;620-78-0;SCHEMBL2918640;DTXSID40417951;NSC-36176

Chemical Property of (2Z)-2-benzylidenebutanoic acid

Chemical Property:

• Vapor Pressure: 0.00043mmHg at 25°C
• Boiling Point: 302.7°Cat760mmHg
• Flash Point: 208.1°C
• PSA: 37.30000
• Density: 1.116g/cm³
• LogP: 2.56460
• XLogP3: 2.7
• 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:

98%min ^*data from raw suppliers

(2E)-2-(phenylmethylidene)butanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of (2Z)-2-benzylidenebutanoic acid

There total 14 articles about (2Z)-2-benzylidenebutanoic 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: 62.0%

carbon dioxide (124-38-9,18923-20-1) + 1-phenyl-1-butyne (622-76-4,83585-27-7) → ethyl 3-phenylpropenoic acid (620-78-0)

Guidance literature:

1-phenyl-1-butyne; With zirconocene dichloride; ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; diethyl ether; at 50 ℃; for 1h;

DOI:10.1055/s-2005-864807

Reference yield:

acetic anhydride (108-24-7) + benzaldehyde (100-52-7) → (E)-3-phenylacrylic acid (140-10-3) + ethyl 3-phenylpropenoic acid (620-78-0)

Guidance literature:

With sodium butyrate; at 180 ℃;

Reference yield:

sodium butyrate (156-54-7) + acetic anhydride (108-24-7) + benzaldehyde (100-52-7) → ethyl 3-phenylpropenoic acid (620-78-0) + Cinnamic acid (621-82-9)

Guidance literature:

at 180 ℃;

upstream raw materials:

sodium butyrate

acetic anhydride

benzaldehyde

butanoic acid anhydride

Downstream raw materials:

1-(phenylmethyl)butanoic acid

ethyl 2-benzylbutanoate

2-benzyl butanol

Carbonic acid butyl ester 2-(4-iodo-benzyl)-butyl ester

Refernces

• 1、 Rzymkowski, Jan,Pi?tek, Anna. "The Development of a Stereoselective Method for the Synthesis of Tetrasubstituted Derivatives of α,β-Unsaturated Carboxylic Acids". . p. 665 - 673. Retrieved 2016/09/21.
• 2、 Yamashita, Kohei,Chatani, Naoto. "Cp2ZrCl2-mediated three-component coupling reactions of CO2, ethylene (or alkynes), and electrophiles leading to carboxylic acid derivatives". . p. 919 - 922. Retrieved 2007/10/03.