4-Chloromandelic acid

HCID 10299CAS 492-86-4
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C(O)C(O)c1ccc(Cl)cc1
InChIKey
BWSFWXSSALIZAU-UHFFFAOYSA-N
Molecular formula
C8H7ClO3
Average molar mass
186.59 g/mol
Monoisotopic mass
186.00837176

Names & identifiers

Preferred name
4-Chloromandelic acid
IUPAC
2-(4-chlorophenyl)-2-hydroxyacetic acid
English name
4-Chloromandelic acid
Molecular formula
C8H7ClO3
Molecular weight
186.59

Names & synonyms

4-CHLOROMANDELIC ACIDPara-chloromandelic acidBenzeneacetic acid, 4-chloro-.alpha.-hydroxy-DTXSID30883404Benzeneacetic acid, 4-chloro-alpha-hydroxy-EINECS 207-764-6DL-4-Chloromandelic acidAI3-166484-Chloro-.alpha.-hydroxybenzeneethanoic acidRefChem:98585DTXCID008935954-Chloro-alpha-hydroxybenzeneethanoic acid
Show more names
TIMTEC-BB SBB0083254-Chloromandelic aciPARA-CHLOROMANDELICACID4-Chloromandelicacid,98%4-Chloromandelic acid,95%DL-P-CHLORO MANDELIC ACIDP-CHLORO-DL-MANDELIC ACID
207-764-6BWSFWXSSALIZAU-UHFFFAOYSA-N492-86-42-(4-chlorophenyl)-2-hydroxyacetic acidp-Chloromandelic acid4-Chloro-DL-mandelic acid7138-34-3(4-Chlorophenyl)(hydroxy)acetic acid

Database identifiers

CAS
492-86-4、7138-34-3
PubChem CID
10299
DTXSID
DTXSID30883404
ChEMBL
CHEMBL3247382
EC Number
207-764-6、679-590-2
Nikkaji
J182.241A

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
12

Experimental & physicochemical properties

PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
Collision Cross Section135.63 Ų [M-H]-

Physicochemical properties

Melting point
114 · 114-118 °C
Boiling point
266.91 °C · 266.91°C (rough estimate)
Density
1.3245 · 1.3245 (rough estimate)
refractive index
1.525 · 1.5250 (estimate)
storage temp.
Sealed in dry,Room Temperature
pka
3.14 · 3.14±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302 (28.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

Hazard information

Hazard Classes and Categories · 2 items

Acute Tox. 4 (28.6%)

Skin Irrit. 2 (100%)

Safety data

wgk
3
tsca
TSCA listed
hs_code
29181990
risk_code
36/37/38-22
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Uses & manufacturing

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationBenzeneacetic acid, 4-chloro-.alpha.-hydroxy-: ACTIVE
Applications · 1 item

Uses4-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.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]

Related reactions

14 records
New reaction record

Linked notes

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