6940-50-7

Basic information

• Product Name: 4-Bromomandelic acid
• Synonyms: (4-Bromophenyl)(hydroxy)acetic acid;2-(4-Bromophenyl)-2-hydroxyaceticacid;4-bromo-.alpha.-hydroxy-Benzeneaceticacid;4-bromo-alpha-hydroxy-benzeneaceticaci;4-Bromo-hydroxybenzeneaceticacid;Benzeneacetic acid, 4-bromo-alpha-hydroxy-;Benzeneaceticacid,4-bromo-hydroxy-;Mandelic acid, p-bromo-
• CAS NO: 6940-50-7
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.04
• EINECS: 230-085-1
• Product Categories: Aromatic Phenylacetic Acids and Derivatives
• Mol File: 6940-50-7.mol
• Article Data: 26

Chemical Properties

• Melting Point: 116-118 °C(lit.)
• Boiling Point: 397.5 °C at 760 mmHg
• Flash Point: 194.2 °C
• Appearance: White to beige/Crystalline Powder or Flakes
• Density: 1.6494 (rough estimate)
• Vapor Pressure: 4.96E-07mmHg at 25°C
• Refractive Index: 1.4730 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 3.14±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• Merck: 14,1424
• BRN: 1567909
• CAS DataBase Reference: 4-Bromomandelic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromomandelic acid(6940-50-7)
• EPA Substance Registry System: 4-Bromomandelic acid(6940-50-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 6940-50-7(Hazardous Substances Data)

Usage

Description

4-Bromomandelic acid, also known as 4-bromomandelic acid or 4-bromo-DL-mandelic acid, is an organic compound with the chemical formula C8H7BrO3. It is a derivative of mandelic acid, featuring a bromine atom attached to the 4th carbon position. 4-Bromomandelic acid is a white crystalline solid and is known for its various applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
4-Bromomandelic acid is used as a pharmaceutical intermediate, playing a crucial role in the synthesis of various drugs and medications. Its unique chemical structure allows it to be a building block for the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Analytical Chemistry:
4-Bromomandelic acid is primarily used as an analytical reagent for zirconium. It is employed in the detection and quantification of zirconium in various samples, such as minerals, ores, and industrial materials. 4-Bromomandelic acid's ability to form complexes with zirconium makes it an essential tool in analytical chemistry for this specific application.
Used in Synthesis of Compounds:
4-Bromo-DL-mandelic acid (4-Bromo-α-hydroxyphenylacetic acid) may be used in the synthesis of (±)-methyl 4-bromo-α-hydroxyphenylacetate. This synthesis is important for the development of new chemical compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C8H7BrO3/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,10H,(H,11,12)/p-1/t7-/m1/s1

Upstream product

• 13195-79-4 2,2-dibromo-1-(4-bromophenyl)ethan-1-one 
• 21757-86-8 1-(4-bromophenyl)-2,2,2-trichloroethan-1-ol 
• 99-90-1 para-bromoacetophenone 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 14062-25-0 Ethyl 4-bromophenylacetate 
• 128042-14-8 [1-(4-Bromo-phenyl)-2,2,2-trichloro-ethyl]-carbamic acid methyl ester 
• 128042-10-4 [2,2,2-Tribromo-1-(4-bromo-phenyl)-ethyl]-carbamic acid ethyl ester 
• 83575-55-7 2-(4-bromophenyl)-2-(trimethylsilyloxy)acetonitrile 
• 136454-65-4 N-[2,2,2-Tribromo-1-(4-bromo-phenyl)-ethyl]-benzamide 
• 134219-51-5 N-[1-(4-Bromo-phenyl)-2,2,2-trichloro-ethyl]-benzamide 
• 75-77-4 chloro-trimethyl-silane 
• 151-50-8 potassium cyanide 
• 1122-91-4 4-bromo-benzaldehyde 
• 108-86-1 bromobenzene 

Downstream Products

• 99057-76-8 (4-bromo-phenyl)-chloro-acetic acid ethyl ester 
• 42216-15-9 5-(4-bromophenyl)-2,2-dimethyl-1,3-dioxolan-4-one 
• 6940-50-7 (R)-2-(4-bromophenyl)-2-hydroxyacetic acid 
• 127709-20-0 α-hydroxy-(p-bromophenyl)-acetic acid methyl ester 
• 145297-18-3 (+)-p-bromo-O-acetylmandelic acid 
• 6940-50-7 (-)-p-bromomandelic acid 
• 7099-87-8 4-bromophenylglyoxylic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 112681-19-3 2-(4-bromophenyl)-2-hydroxy-N-phenylacetamide 
• 145297-18-3 acetoxy-(4-bromo-phenyl)-acetic acid 
• 917904-19-9 2-(4-bromo-phenyl)-2-hydroxy-1-[2-(3-methoxy-phenyl)-pyrrolidin-1-yl]-ethanone 

Relevant articles and documents

Synthesis of α-hydroxycarboxylic acids from various aldehydes and ketones by direct electrocarboxylation: A facile, efficient and atom economy protocol

In present work, the formation of α-hydroxycarboxylic acids have been described from various aromatic aldehydes and ketones via direct electrocarboxylation method with 80-92% of yield without any side product and can be purified by simple recrystallization using sacrificial Mg anode and Pt cathode in an undivided cell, CO2at (1 atm) was continuously bubbled in the cell throughout the reaction using tetrapropylammonium chloride as a supporting electrolyte in acetonitrile. The synthesized compounds obtained in fair to excellent yield with a high level of purity. The characterization of electrocarboxylated compounds was done with spectroscopic techniques like IR, NMR (1H & 13C), mass and elemental analysis.

Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies

The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based alkoxides as bifunctional Br?nsted base catalysts were described in the study. A number of chiral BINOL derivatives-based alkoxides were synthesized, and their structure-enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Br?nsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Br?nsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had been demonstrated by the synthesis of the bioactive natural product (+)-veraguensin.