129592-99-0

Basic information

• Product Name: 2-AMINO-2-(4-BROMOPHENYL)ACETIC ACID
• Synonyms: AMINO(4-BROMOPHENYL)ACETIC ACID;2-AMINO-2-(4-BROMOPHENYL)ACETIC ACID
• CAS NO: 129592-99-0
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.06
• Mol File: 129592-99-0.mol

Chemical Properties

• Melting Point: 273-274°C
• Boiling Point: 363.2 °C at 760 mmHg
• Flash Point: 173.5 °C
• Appearance: /
• Density: 1.673 g/cm³
• Vapor Pressure: 6.51E-06mmHg at 25°C
• Refractive Index: 1.624
• CAS DataBase Reference: 2-AMINO-2-(4-BROMOPHENYL)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-2-(4-BROMOPHENYL)ACETIC ACID(129592-99-0)
• EPA Substance Registry System: 2-AMINO-2-(4-BROMOPHENYL)ACETIC ACID(129592-99-0)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 129592-99-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-AMINO-2-(4-BROMOPHENYL)ACETIC ACID is used as a key intermediate for the synthesis of complex organic molecules, leveraging the reactivity of its bromine atom to facilitate various chemical reactions.
Used in Pharmaceutical Industry:
2-AMINO-2-(4-BROMOPHENYL)ACETIC ACID is used as a building block in the development of pharmaceutical compounds, contributing to the creation of new drugs and therapeutic agents. Its unique structure allows for the potential modification and optimization of drug properties, such as efficacy, bioavailability, and safety.

InChI:InChI=1/C8H8BrNO2/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7H,10H2,(H,11,12)/t7-/m1/s1

Upstream product

• 6940-50-7 4-bromo-DL-mandelic acid 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 67-66-3 chloroform 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 1228570-47-5 (2R)-2-(4-bromophenyl)-2-[[(tert-butoxy)carbonyl]amino]acetic acid 

Relevant articles and documents

One-Pot Enantioselective Synthesis of d-Phenylglycines from Racemic Mandelic Acids, Styrenes, or Biobased l-Phenylalanine via Cascade Biocatalysis

Enantiopure d-phenylglycine and its derivatives are an important group of chiral amino acids with broad applications in thepharmaceutical industry. However, the existing synthetic methods for d-phenylglycine mainly rely on toxic cyanide chemistry and multistep processes. To provide green and safe alternatives, we envisaged cascade biocatalysis for the one-pot synthesis of d-phenylglycine from racemic mandelic acid, styrene, and biobased l-phenylalanine, respectively. Recombinant Escherichia coli (LZ110) was engineered to coexpress four enzymes to catalyze a 3-step reaction in one pot, transforming mandelic acid (210 mM) to give enantiopure d-phenylglycine in 29.5 g L?1 (195 mM) with 93% conversion. Using the same whole-cell catalyst, twelve other d-phenylglycine derivatives were also produced from the corresponding mandelic acid derivatives in high conversion (58–94%) and very high ee (93–99%). E. coli (LZ116) expressing seven enzymes was constructed for the transformation of styrene to enantiopure d-phenylglycine in 80% conversion via a one-pot 6-step cascade biotransformation. Twelve substituted d-phenylglycines were also produced from the corresponding styrene derivatives in high conversion (45–90%) and very high ee (92–99%) via the same cascade reactions. A nine-enzymeexpressing E. coli (LZ143) was engineered to transform biobased l-phenylalanine to enantiopure d-phenylglycine in 83% conversion via a one-pot 8-step transformation. Preparative biotransformations were also demonstrated. The high-yielding synthetic methods use cheap and green reagents (ammonia, glucose, and/or oxygen), and E. coli whole-cell catalysts, thus providing green and useful alternative methods for manufacturing d-phenylglycine. (Figure presented.).

ASYMMETRIC INDUCTIVE SYNTHESIS OF α-AMINOARYLACETIC ACIDS IN CHIRAL MICELLAR SYSTEM

In the micellar solution of chiral surfactant N-hexadecyl-N-methylephedrine bromide, seven α-aminoarylacetic acids were synthesized from corresponding aldehydes, the e.e.percent being about 28percent.