4-Chloromandelic acid - CAS 492-86-4

Name: 4-Chloromandelic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB026679
Product Name:	4-Chloromandelic acid
CAS:	492-86-4
Synonyms:	Benzeneacetic acid, 4-chloro-α-hydroxy-; 4-Chloro-α-hydroxybenzeneacetic acid; Mandelic acid, p-chloro-; (4-Chlorophenyl)hydroxyacetic acid; (p-Chlorophenyl)hydroxyacetic acid; (±)-4-Chloromandelic acid; (±)-p-Chloromandelic acid; 2-Hydroxy-2-(4-chlorophenyl)acetic acid; 4-Chloro-DL-mandelic acid; DL-4-Chloromandelic acid; DL-p-Chloromandelic acid; NSC 31400; NSC 8112; p-Chloromandelic acid

Technical Data

Related CAS:	7138-34-3 (Deleted CAS)
IUPAC Name:	2-(4-chlorophenyl)-2-hydroxyacetic acid
Description:	4-Chloromandelic acid has been used as a catalyst for Michael Addition of 2-(1-Ethylpropoxy)acetaldehyde to N-[(1Z)-2-Nitroethenyl]acetamide. As well, it has been used as a nucleation inhibitor for dutch resolution for diastereomers of racemic 3-methoxyphenylethylamine with chiral mandelic acid.
Molecular Weight:	186.59
Molecular Formula:	C8H7ClO3
Canonical SMILES:	C1=CC(=CC=C1C(C(=O)O)O)Cl
InChI:	InChI=1S/C8H7ClO3/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,10H,(H,11,12)
InChI Key:	BWSFWXSSALIZAU-UHFFFAOYSA-N
Boiling Point:	361.4±27.0°C at 760 mmHg
Melting Point:	119-120°C
Purity:	≥95%
Density:	1.468±0.06 g/cm3
Appearance:	Crystalline powder
Storage:	Store at RT
LogP:	1.45800

GHS Hazard Statement:	H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362
Signal Word:	Warning

Publication Number	Title	Priority Date
WO-2021161100-A1	Process for preparing s-beflubutamid by resolving 2-bromobutanoic acid	20200211
WO-2021161101-A1	Preparation of s-beflubutamid by resolving 2-(4-fluoro-3-(trifluoromethyl)phenoxy)butanoic acid	20200211
EP-3786290-A1	Peptides and methods for the carbon-carbon bond formation	20190831
WO-2021038095-A1	Peptides and methods for the carbon-carbon bond formation	20190831
WO-2020260392-A1	Compositions and methods for parasite control	20190624

PMID	Publication Date	Title	Journal
19205041	20100101	Diastereomeric resolution of p-chloromandelic acid with (R)-phenylethylamine	Chirality
18074154	20080801	Preparation of (R)-(-)-mandelic acid and its derivatives from racemates by enantioselective degradation with a newly isolated bacterial strain Alcaligenes sp. ECU0401	Bioprocess and biosystems engineering

Complexity:	164
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	186.0083718
Formal Charge:	0
Heavy Atom Count:	12
Hydrogen Bond Acceptor Count:	3
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	186.0083718
Rotatable Bond Count:	2
Topological Polar Surface Area:	57.5 Å²
Undefined Atom Stereocenter Count:	1
Undefined Bond Stereocenter Count:	0
XLogP3:	1.2