3-Bromo-4-hydroxyphenylacetic acid

Base Information

• Chemical Name: 3-Bromo-4-hydroxyphenylacetic acid
• CAS No.: 38692-80-7
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• Hs Code.: 2918290000
• European Community (EC) Number: 254-089-8
• UNII: U77FZB4AX8
• DSSTox Substance ID: DTXSID20191984
• Nikkaji Number: J267.296K
• Wikidata: Q72456976
• Mol file: 38692-80-7.mol

Synonyms:3-Bromo-4-hydroxyphenylacetic acid;38692-80-7;2-(3-bromo-4-hydroxyphenyl)acetic acid;3-bromo-4-hydroxybenzeneacetic acid;MFCD00016833;U77FZB4AX8;EINECS 254-089-8;2-[3-bromo-4-hydroxyphenyl]acetic acid;3-Bromo-4-hydroxyphenylaceticacid;(3-bromo-4-hydroxyphenyl)acetic acid;(3-Bromo-4-hydroxy-phenyl)-acetic acid;UNII-U77FZB4AX8;SCHEMBL134713;DTXSID20191984;BFVCOQXPSXVGPS-UHFFFAOYSA-N;BBL100490;CK2069;STL554284;AKOS005254205;Benzeneacetic acid, 3-bromo-4-hydroxy-;AC-24902;AS-14525;SY039207;A6532;CS-0343309;FT-0601406;B-8300;EN300-1723851;ACETIC ACID, (3-BROMO-4-HYDROXYPHENYL)-;(3-bromo-4-hydroxy-phenyl)-acetic acid, AldrichCPR

Chemical Property of 3-Bromo-4-hydroxyphenylacetic acid

Chemical Property:

• Vapor Pressure: 6.18E-06mmHg at 25°C
• Melting Point: 105-107 °C
• Refractive Index: 1.632
• Boiling Point: 363.9 °C at 760 mmHg
• PKA: 4.33±0.10(Predicted)
• Flash Point: 173.9 °C
• PSA: 57.53000
• Density: 1.757 g/cm³
• LogP: 1.78180
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.95786
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-4-HydroxyphenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(=O)O)Br)O

Technology Process of 3-Bromo-4-hydroxyphenylacetic acid

There total 9 articles about 3-Bromo-4-hydroxyphenylacetic 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: 93.6%

4-hydroxyphenylacetate (156-38-7) → 2-(3-bromo-4-hydroxyphenyl)acetic acid (38692-80-7)

Guidance literature:

With N-Bromosuccinimide; toluene-4-sulfonic acid; In acetonitrile; at -10 ℃; for 2h; Reagent/catalyst; Temperature;

Reference yield: 92.0%

(3-bromo-4-methoxy-phenyl)-acetic acid (774-81-2) → 2-(3-bromo-4-hydroxyphenyl)acetic acid (38692-80-7)

Guidance literature:

With nitrogen; boron tribromide; In dichloromethane;

Reference yield: 50.0%

(4-hydroxy-phenyl)-acetic acid ethyl ester (17138-28-2) → (3,5-dibromo-4-hydroxyphenyl)acetic acid (24744-58-9) + 2-(3-bromo-4-hydroxyphenyl)acetic acid (38692-80-7)

Guidance literature:

(4-hydroxy-phenyl)-acetic acid ethyl ester; With Oxone; sodium bromide; In water; acetone; at 20 ℃; for 0.05h;

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 14h;

With acetic acid; In tetrahydrofuran; water; pH=3 - 4;

DOI:10.1016/j.bmc.2010.09.001

upstream raw materials:

4-hydroxyphenylacetate

methyl 3-bromo-4-hydroxyphenylacetate

4-hydroxy-3-bromomandelic acid

2-hydroxybromobenzene

Downstream raw materials:

methyl 2-(3-bromo-4-methoxyphenyl)acetate

3-[2-(3-bromo-4-hydroxyphenyl)acetamido]-2-(4-tertbutylbenzyl)propyl pivalate

benzyl (E)-2-[4-benzyloxy-3-[pent-1-enyl]phenyl]acetate

2-[4-hydroxy-3-pentylphenyl]acetic acid

Refernces

• 1、 Kang, Dong Wook,Kim, Yong Soo,Lim, Kwang Su,Kim, Myeong Seop,Pearce, Larry V.,Pavlyukovets, Vladimir A.,Tao, Andy K.,Lang-Kuhs, Krystle A.,Blumberg, Peter M.,Lee, Jeewoo. "Halogenation of 4-hydroxy/amino-3-methoxyphenyl acetamide TRPV1 agonists showed enhanced antagonism to capsaicin". experimental part. p. 8092 - 8105. Retrieved 2011/01/13.
• 2、 -. "2-(2-HYDROXYBIPHENYL-3-YL)-1H-BENZOIMIDAZOLE-5-CARBOXAMIDINE DERIVATIVES AS FACTOR VIIA INHIBITORS". Page 83. . Retrieved 2008/06/13.