2-Allylbenzoic acid

Base Information

• Chemical Name: 2-Allylbenzoic acid
• CAS No.: 61436-73-5
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50372946
• Nikkaji Number: J558.402G
• Wikidata: Q72437153
• Mol file: 61436-73-5.mol

Synonyms:2-allylbenzoic acid;61436-73-5;2-prop-2-enylbenzoic Acid;2-(2-PROPENYL)BENZOIC ACID;2-(PROP-2-EN-1-YL)BENZOIC ACID;MFCD01846083;o-allylbenzoic acid;SCHEMBL89060;2-Allylbenzoic acid, AldrichCPR;DTXSID50372946;2-(2-Propen-1-yl)benzoic acid;PMXHYECRRNWMIM-UHFFFAOYSA-N;2-(2-PROPENYL)BENZOICACID;AKOS004907968;CS-0029665;FT-0725706;EN300-698393

Chemical Property of 2-Allylbenzoic acid

Chemical Property:

• Vapor Pressure: 0.00227mmHg at 25°C
• Refractive Index: 1.556
• Boiling Point: 276.8 °C at 760 mmHg
• Flash Point: 129.4 °C
• PSA: 37.30000
• Density: 1.108 g/cm³
• LogP: 2.11330
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

97% ^*data from raw suppliers

2-(2-Propenyl)benzoicacid 97% ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=CC=CC=C1C(=O)O

Technology Process of 2-Allylbenzoic acid

There total 19 articles about 2-Allylbenzoic 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: 90.0%

2-allyl benzoic acid methyl ester (61463-59-0) → 2-allylbenzoic acid (61436-73-5)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; Inert atmosphere;

DOI:10.1021/ja503033q

Reference yield: 90.0%

2-Iodobenzoic acid (88-67-5) + allyl bromide (106-95-6) → 2-allylbenzoic acid (61436-73-5)

Guidance literature:

2-Iodobenzoic acid; With methylmagnesium bromide; In tetrahydrofuran; at -30 ℃; for 0.0833333h; Inert atmosphere;

With isopropylmagnesium chloride; In tetrahydrofuran; at -30 ℃; for 1h; Inert atmosphere;

allyl bromide; Further stages;

DOI:10.1002/chem.201403561

Reference yield: 85.0%

carbon dioxide (124-38-9,18923-20-1) + o-(2-propenyl)phenyl trifluoromethanesulfonate (109586-43-8) → 2-allylbenzoic acid (61436-73-5)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; DavePhos; In N,N-dimethyl acetamide; at 20 ℃; for 36h; chemoselective reaction; Irradiation; Green chemistry;

DOI:10.1021/acs.orglett.9b01532

upstream raw materials:

4,5-dihydro-4,4-dimethyl-2-phenoxazole

allyl bromide

ethyl 2-allylbenzoate

2-Iodobenzoic acid

Downstream raw materials:

(2-allylphenyl)(pyrrolidin-1-yl)methanone

[(2-Allyl-benzoyl)-methyl-amino]-phenyl-acetic acid ethyl ester

2-allyl-N-methoxy-N-methylbenzamide

2-Allyl-N-(1-phenyl-ethyl)-benzamide