3-Bromophenylacetic acid Chemical Properties

Melting point:

98-102 °C (lit.)

Boiling point:

252.95°C (rough estimate)

Density 

1.5313 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO, Methanol

form 

Crystalline Powder or Needles

pka

4.12±0.10(Predicted)

color 

White

BRN 

2045104

InChI

InChI=1S/C8H7BrO2/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4H,5H2,(H,10,11)

InChIKey

KYNNBXCGXUOREX-UHFFFAOYSA-N

SMILES

C1(CC(O)=O)=CC=CC(Br)=C1

CAS DataBase Reference

1878-67-7(CAS DataBase Reference)

NIST Chemistry Reference

3-Bromophenylacetic acid(1878-67-7)

EPA Substance Registry System

3-Bromophenylacetic acid (1878-67-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29163900

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:3-Bromophenylacetic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Bromophenylacetic acid Usage And Synthesis

Chemical Properties

white crystalline powder or needles

Uses

3-Bromophenylacetic Acid is a halo substituted phenylacetic acid with anti oxidative properties. 3-Bromophenylacetic Acid has been shown to inhibit penicillin biosynthetic enzymes.

Uses

3-Bromophenylacetic acid was used in the preparation of 3-bromophenylacetaldehyde by di-isobutyl aluminum hydride (DIBAL) reduction.

Synthesis

1,1'-Bis(diphenylphosphino)ferrocene (8.9 mg, 0.016 mmol, 4 mol%) and the corresponding hydrazone (0.40 mmol, 1.0 eq. of non-liquid hydrazone) were loaded into dry Schlenk tubes (25 mL) containing a stirring bar, and the reaction tubes were transferred to a glove box; the reaction tubes were purified with [Ru(p-cymene)Cl2]2 ( 4.9 mg, 0.008 mmol, 2 mol%), Cs2CO3 (169 mg, 0.52 mmol, 1.3 eq.), and CsF (24 mg, 0.16 mmol, 0.4 eq.) into the reaction tube. The reaction tube was removed from the glove box, evacuated and backfilled with CO2 three times. Subsequently, anhydrous DMF (1 mL), the corresponding perylene (0.40 mmol, 1.0 equiv. of liquid substrate) were added to the reaction mixture via syringe under CO2 atmosphere. The Schlenk tube was sealed at CO2 atm (1 atm). The resulting mixture was stirred at 80 ??C (380 r/min) for 24 h. The reaction mixture was cooled to room temperature. The resulting mixture was diluted with 2 mL of EtOAc, the reaction was quenched with 2 mL of 2N HCl, and the reaction mixture was extracted with EtOAc (3 x 5 mL). The combined organic phases were concentrated in vacuum; the residue was purified by fast column chromatography on short silica gel (0.1% AcOH/petroleum ether/EtOAc 10/1~5/1) to afford the target product 3-bromophenylacetic acid.

3-Bromophenylacetic acid(1878-67-7)Related Product Information

• 2-Bromobenzonitrile
• 3-Bromobenzonitrile
• Ethyl 2-(Chlorosulfonyl)acetate
• Bromoxynil
• 3'-Bromoacetophenone
• 3-Bromoanisole
• 1,2-Dibromobenzene
• 4'-Bromopropiophenone
• (2-Bromoethyl)benzene
• Stearic acid
• Folic acid
• 3-(Trifluoromethoxy)bromobenzene
• 3-Bromophenylacetonitrile
• 3-Bromofluorobenzene
• 3-Bromobenzaldehyde
• 1,3-Dibromobenzene
• Citric acid
• Ascoric Acid