4-(Bromomethyl)phenoxyacetic acid

Base Information

• Chemical Name: 4-(Bromomethyl)phenoxyacetic acid
• CAS No.: 126771-41-3
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.07
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60426686
• Wikidata: Q82239516
• Mol file: 126771-41-3.mol

Synonyms:126771-41-3;4-(BROMOMETHYL)PHENOXYACETIC ACID;2-[4-(bromomethyl)phenoxy]acetic Acid;2-(4-(bromomethyl)phenoxy)acetic acid;Acetic acid, 2-[4-(bromomethyl)phenoxy]-;Acetic acid,2-[4-(bromomethyl)phenoxy]-;4-bromomethylphenoxyacetic acid;SCHEMBL3854415;DTXSID60426686;COFFWUSSQYARLB-UHFFFAOYSA-N;2-(4-(bromomethyl)phenoxy)aceticacid;AKOS005206799;FT-0616714;BENZYL4-O-BETA-D-GALACTOPYRANOSYL-BETA-D-GLUCOPYRANOSIDE

Chemical Property of 4-(Bromomethyl)phenoxyacetic acid

Chemical Property:

• Appearance/Colour: white or light brown powder
• Vapor Pressure: 6.63E-06mmHg at 25°C
• Melting Point: 138-142 °C
• Refractive Index: 1.587
• Boiling Point: 363 °C at 760 mmHg
• Flash Point: 173.3 °C
• PSA: 46.53000
• Density: 1.59 g/cm³
• LogP: 2.04490
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

4-(Bromomethyl)phenoxyacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CBr)OCC(=O)O

Technology Process of 4-(Bromomethyl)phenoxyacetic acid

There total 1 articles about 4-(Bromomethyl)phenoxyacetic 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: 55.0%

2-(4-methylphenoxy)acetic acid (940-64-7) → 4-bromomethylphenoxyacetic acid (126771-41-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In chloroform; Heating;

DOI:10.1016/S0040-4039(00)99355-9

Reference yield: 85.0%

4-bromomethylphenoxyacetic acid (126771-41-3) + 2,4-dichlorophenol (120-83-2,40477-79-0) → 2,4-dichlorophenyl-4-bromomethyl-phenoxyacetate (126771-40-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 0 ℃;

DOI:10.1016/S0040-4039(00)99355-9

Reference yield:

4-bromomethylphenoxyacetic acid (126771-41-3) + 4,5-dichloroimidazole (15965-30-7) → 1,3-bis(4-(carboxymethoxy)benzyl)-4,5-dichloro-1H-imidazol-3-ium bromide (1404550-02-2)

Guidance literature:

4,5-dichloroimidazole; With potassium hydroxide; In acetonitrile; for 0.5h; Reflux;

4-bromomethylphenoxyacetic acid; In acetonitrile; for 5h; Reflux;

With hydrogen bromide; In acetonitrile;

upstream raw materials:

2-(4-methylphenoxy)acetic acid

Downstream raw materials:

2,4-dichlorophenyl-4-bromomethyl-phenoxyacetate

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionic acid 4-(2,4-dichloro-phenoxycarbonylmethoxy)-benzyl ester

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyric acid 4-(2,4-dichloro-phenoxycarbonylmethoxy)-benzyl ester

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoic acid 4-(2,4-dichloro-phenoxycarbonylmethoxy)-benzyl ester

Refernces

• 1、 Bernatowicz, Michael S.,Kearney, Thomas,Neves, Richard S.,Koester, Hubert. "AN EFFICIENT METHOD FOR RACEMIZATION FREE ATTACHMENT OF 9-FLUORENYLMETHYLOXYCARBONYL-AMINO ACIDS TO PEPTIDE SYNTHESIS SUPPORTS". . p. 4341 - 4344. Retrieved 2007/10/02.