(R)-4-Bromomandelic acid

Base Information

• Chemical Name: (R)-4-Bromomandelic acid
• CAS No.: 32189-34-7
• Molecular Formula: C₈H₇BrO₃
• Molecular Weight: 231.046
• Hs Code.: 2918290090
• European Community (EC) Number: 806-902-8
• UNII: 57S8Q47O89
• Nikkaji Number: J253.103H
• Wikidata: Q27261519
• Mol file: 32189-34-7.mol

Synonyms:(R)-4-BROMOMANDELIC ACID;32189-34-7;D-4-bromomandelic acid;(2R)-2-(4-bromophenyl)-2-hydroxyacetic acid;(-)-4-Bromomandelic acid;p-Bromomandelic acid, (-)-;(R)-2-(4-Bromophenyl)-2-hydroxyacetic acid;(2R)-2-(4-bromophenyl)-2-hydroxyacetic acid >99%ee;57S8Q47O89;(2R)-2-(4-Bromophenyl)-2-hydroxyacetic acid>99%ee;UNII-57S8Q47O89;(-)-p-bromomandelic acid;SCHEMBL503470;(R)-4-BROMOMANDELICACID;Benzeneacetic acid, 4-bromo-alpha-hydroxy-, (alphaR)-;MFCD00798431;AKOS026675654;SS-4662;(R)-2-(4-Bromophenyl)-2-hydroxyaceticacid;CS-0450967;EN300-3036098;Q27261519;BENZENEACETIC ACID, 4-BROMO-.ALPHA.-HYDROXY-, (.ALPHA.R)-

Chemical Property of (R)-4-Bromomandelic acid

Chemical Property:

• Boiling Point: 397.5 °C at 760 mmHg
• PKA: 3.14±0.10(Predicted)
• Flash Point: 194.2 °C
• PSA: 57.53000
• Density: 1.759 g/cm³
• LogP: 1.56710
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.95786
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

98%Min ^*data from raw suppliers

(2R)-2-(4-Bromophenyl)-2-hydroxyacetic acid 99.0ee% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)O)Br
• Isomeric SMILES: C1=CC(=CC=C1[C@H](C(=O)O)O)Br

Technology Process of (R)-4-Bromomandelic acid

There total 11 articles about (R)-4-Bromomandelic 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: 87.4%

(4-bromophenyl)(fluoro)acetic acid (109050-30-8) → (R)-2-(4-bromophenyl)-2-hydroxyacetic acid (6940-50-7,7021-04-7,123484-90-2,32189-34-7) + C8H6BrFO2

Guidance literature:

With fluoroacetate dehalogenase RPA₁₁₆₃-W₁₈₅T; for 1h; enantioselective reaction; Catalytic behavior; Kinetics; Enzymatic reaction;

DOI:10.1021/acscatal.9b04804

Reference yield: 68.0%

vinyl acetate (108-05-4,9003-20-7) + 4-bromo-DL-mandelic acid (6940-50-7) → (+)-p-bromo-O-acetylmandelic acid (145297-18-3) + (-)-p-bromomandelic acid (6940-50-7,7021-04-7,32189-34-7,123484-90-2)

Guidance literature:

In acetone; toluene; at 37 ℃; for 24h; Pseudomonas sp. lipase;

DOI:10.1002/prac.19923340614

Reference yield:

4-bromo-DL-mandelic acid (6940-50-7) + levetiracetam (102767-28-2) → (R)-2-(4-bromophenyl)-2-hydroxyacetic acid (6940-50-7,7021-04-7,123484-90-2,32189-34-7) + 2C8H7BrO3*C8H14N2O2

Guidance literature:

In acetonitrile; at 80 ℃; for 1.5h; Overall yield = 0.380 g; enantiospecific reaction; Resolution of racemate;

DOI:10.3390/molecules26185536

upstream raw materials:

4-bromo-DL-mandelic acid

α-hydroxy-(p-bromophenyl)-acetic acid methyl ester

vinyl acetate

4-bromophenylglyoxylic acid

Downstream raw materials:

(R)-5-(4-bromophenyl)-2,2-dimethyl-1,3-dioxolan-4-one

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