4870-65-9

Basic information

• Product Name: 2-Bromo-2-phenylacetic acid
• Synonyms: Benzeneacetic acid, alpha-bromo-;Bromo(phenyl)acetic acid;TIMTEC-BB SBB007654;DL-ALPHA-BROMOPHENYLACETIC ACID;LABOTEST-BB LT00455397;2-BROMO-2-PHENYLACETIC ACID;A-BROMOPHENYLACETIC ACID;ALPHA-BROMOPHENYLACETIC ACID
• CAS NO: 4870-65-9
• Molecular Formula: C₈H₇BrO₂
• Molecular Weight: 215.04
• EINECS: 225-477-4
• Product Categories: Pharmaceutical Intermediates;C8;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 4870-65-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 82-83 °C(lit.)
• Boiling Point: 286.7 °C at 760 mmHg
• Flash Point: 127.2 °C
• Appearance: Beige crystalline powder
• Density: 1.643 g/cm³
• Vapor Pressure: 0.00121mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: Store below +30°C.
• Solubility: soluble in Methanol
• PKA: pK1: 2.21 (25°C)
• CAS DataBase Reference: 2-Bromo-2-phenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-2-phenylacetic acid(4870-65-9)
• EPA Substance Registry System: 2-Bromo-2-phenylacetic acid(4870-65-9)

Safety Data

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4870-65-9(Hazardous Substances Data)

Usage

Description

2-Bromo-2-phenylacetic acid is an organic compound with the chemical formula C8H7BrO2. It is a beige crystalline powder that serves as a versatile building block in the synthesis of various pharmaceuticals and chemical compounds.

Uses

Used in Pharmaceutical Synthesis:
2-Bromo-2-phenylacetic acid is used as a reactant for the preparation of different pharmaceutical compounds. It is used as a starting material in the synthesis of:
Polymandelide, which is achieved by reacting 2-Bromo-2-phenylacetic acid with triethylamine.
α-Mercaptophenylacetic acid, which is produced by treating 2-Bromo-2-phenylacetic acid with sodium hydrosulfide (NaSH·H2O).
β-Lactams, which are synthesized by reacting 2-Bromo-2-phenylacetic acid with imines in the presence of triphenylphosphine as a mediator.
Used in Enzyme Inhibition:
2-Bromo-2-phenylacetic acid is also used as an inhibitor of mammalian collagenase and elastase. These enzymes are involved in the degradation of collagen and elastin, which are essential proteins in the extracellular matrix of connective tissues. Inhibiting these enzymes can be beneficial in the treatment of various conditions associated with the breakdown of connective tissues, such as arthritis and other inflammatory diseases.

InChI:InChI=1/C8H7BrO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,(H,10,11)/t7-/m0/s1

Upstream product

• 103-82-2 phenylacetic acid 
• 56-23-5 tetrachloromethane 
• 128-08-5 N-Bromosuccinimide 
• 107-06-2 1,2-dichloro-ethane 
• 2912-60-9 α-bromophenylacetyl bromide 
• 611-71-2 MANDELIC ACID 
• 920-39-8 isopropylmagnesium bromide 
• 114-70-5 sodium phenylacetate 
• 33512-02-6 3-phenyl-2,2-oxiranedicarbonitrile 
• 19078-72-9 bromo(phenyl)acetyl chloride 
• 38158-81-5 phenyl(tribromomethyl)carbinol 
• 74586-57-5 (bromodichloromethyl)phenylcarbinol 
• 10035-10-6 hydrogen bromide 
• 7726-95-6 bromine 

Downstream Products

• 100713-30-2 bromo-phenyl-acetic acid tetrahydrofurfuryl ester 
• 100793-21-3 bromo-phenyl-acetic acid tetrahydropyran-2-ylmethyl ester 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 56601-83-3 (+/-)-ethoxythiocarbonylmercapto-phenyl-acetic acid 
• 26738-28-3 5-phenyl-2-thioxo-thiazolidin-4-one 
• 117-34-0 2,2-diphenylacetic acid 
• 6296-95-3 1,1,2-triphenyl-1,2-ethanediol 
• 611-71-2 MANDELIC ACID 
• 103-82-2 phenylacetic acid 
• 19078-72-9 bromo(phenyl)acetyl chloride 
• 7584-72-7 meso-2,3-diphenylsuccinic acid 
• 33224-99-6 2-ethoxy-2-phenylacetic acid 
• 6710-88-9 (+)-arsono-phenyl-acetic acid 
• 22659-22-9 meso-bis-(phenyl-carboxy-methyl)-selenide 

Relevant articles and documents

MALIC ENZYME INHIBITORS

The present invention relates to novel compounds useful as malic enzyme (ME) inhibitors, processes for their preparation and use of these compounds for the therapeutic treatment of disorders mediated by ME such as cancers (e.g. pancreatic ductal adenocarcinoma (PDAC)) in humans.

A metal-free and mild approach to 1,3,4-oxadiazol-2(3: H)-ones via oxidative C-C bond cleavage using molecular oxygen

A mild metal-free approach to 1,3,4-oxadiazol-2(3H)-ones via 1,3,4-oxadiazin-5(6H)-ones is described. This novel transformation, promoted by the electron-withdrawing p-substituents on the phenyl group at the α-carbonyl position, features a tandem reaction consisting of oxidative hydroxylation and C-C bond cleavage using molecular oxygen. The method utilizes K2CO3 in CH3CN without any oxidants, transition metals, or additives, enabling the tunable synthesis of 1,3,4-oxadiazin-5(6H)-ones, 1,3,4-oxadiazol-2(3H)-ones, and α-ketoamides under mild aerobic conditions.

Thiazolidinedione chemical compound preparation method

The present invention discloses a new thiazolidinedione chemical compound preparation method. The synthetic route is shown in the description wherein R1 and R2 are H, CH3, MeO or t-Bu. The thiazolidinedione chemical compound synthesized by the new method is high in solubility and reactivity. Currently, such method has not yet been reported in the literature. The new method has the following advantages: the method is wide in applicability, short in reaction path, high in reaction efficiency, simple in after-treatment, low in cost, and suitable for industrial production.