4-Chloromandelic acid - CAS 492-86-4
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 |
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 |
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