(E)-2-phenylbut-2-enoic acid

Base Information

• Chemical Name: (E)-2-phenylbut-2-enoic acid
• CAS No.: 20432-26-2
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• NSC Number: 167082
• Nikkaji Number: J82.962E,J80.825C
• Mol file: 20432-26-2.mol

Synonyms:(E)-2-phenylbut-2-enoic acid;20432-26-2;Benzeneacetic acid, alpha-ethylidene-, (alphaE)-;Phenylcrotonsaure;(E)-2-Phenyl-2-butenoic acid;NSC167082;2-phenyl-2-butenoic acid;SCHEMBL1996918;HMS1443B21;AKOS006273583;NSC-167082;IDI1_015654;4412-10-6

Chemical Property of (E)-2-phenylbut-2-enoic acid

Chemical Property:

• Vapor Pressure: 0.00189mmHg at 25°C
• Boiling Point: 279.6°C at 760 mmHg
• Flash Point: 186°C
• PSA: 37.30000
• Density: 1.119g/cm³
• LogP: 2.17450
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E)-2-phenylbut-2-enoic acid

There total 46 articles about (E)-2-phenylbut-2-enoic 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%

1-Phenylprop-1-yne (673-32-5) + carbon monoxide (201230-82-2) → 2-phenyl-but-2-enoic acid (3127-67-1,20432-26-2,4412-10-6)

Guidance literature:

With water; palladium diacetate; 4,5-bis(diphenylphosphanyl)-9,9-dimethyl-9H-xanthene-2,7-disulfonic acid; at 100 ℃; for 24h; under 2250.23 Torr; regioselective reaction;

DOI:10.1039/d1cy00699a

Reference yield: 89.0%

ethyl 2-phenyl-2-butenoate (40233-96-3) → 2-phenyl-but-2-enoic acid (3127-67-1,20432-26-2,4412-10-6)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 80 ℃; for 24h;

DOI:10.1002/anie.202009704

Reference yield: 80.0%

1-phenyl-1-cyclopropane carboxylic acid (6120-95-2) → 2-phenyl-but-2-enoic acid (3127-67-1,20432-26-2,4412-10-6)

Guidance literature:

With sulfuric acid; at 20 ℃; for 180h;

upstream raw materials:

allylbenzene

n-butyllithium

1-methyl-4-nitrosobenzene

(2-phenyl-trans-crotonoyl)-urea

Downstream raw materials:

ethyl (E)-3-methyl-2-phenylacrylate

(E)-2-phenylbut-2-enoyl chloride

(2RS;3SR)-2,3-dibromo-2-phenyl-butyric acid

N-benzyloxycarbonyl-3-iodo-O-(2-phenylbut-2-enoyl)tyrosine tert-butyl ester