3,5-Difluoromandelic acid

HCID 588648

Notes Reactions

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Basic information

CAS: 132741-31-2
Standard SMILES: O=C(O)C(O)c1cc(F)cc(F)c1
InChIKey: PHMLPPFFMSRWBK-UHFFFAOYSA-N
Molecular formula: C8H6F2O3
Average molar mass: 188.13 g/mol
Monoisotopic mass: 188.02850049

Names & identifiers

Preferred name: 3,5-Difluoromandelic acid
IUPAC: 2-(3,5-difluorophenyl)-2-hydroxyacetic acid
English name: 3,5-Difluoromandelic acid
Molecular formula: C8H6F2O3
Molecular weight: 188.13

Names & synonyms

3,5-Difluoromandelic acid132741-31-2DTXSID10343273RefChem:91519DTXCID70294353PHMLPPFFMSRWBK-UHFFFAOYSA-N2-(3,5-difluorophenyl)-2-hydroxyacetic acidMFCD00061300Benzeneacetic acid, 3,5-difluoro-alpha-hydroxy-3,5-Difluoromandelic acid, 97%3,5-Difluoromandelicacid(3,5-Difluoro-phenyl)-hydroxy-acetic acid

Show more names

3,5-Difluoromandelic acid 97%3,5-DIFLUOROMANDELIC ACID 98+%S-(+)-3.5-DifluoroMandelic Acid-hydroxy-3,5-difluorophenylacetic acid3,5-DIFLUORO-A-HYDROXYPHENYLACETIC ACIDà-hydroxy-3,5-difluorophenylacetic acid3,5-Difluoro-a-hydroxybenzeneacetic acid3,5-Difluoro-α-hydroxybenzeneacetic acid

Z1203161883(3,5-Difluorophenyl)(hydroxy)acetic acidAM200609152-(3,5-difluorophenyl)-2-hydroxy-acetic acid3,5-difluoro-mandelic acidA806491SCHEMBL851355orb3031307

Database identifiers

CAS: 132741-31-2
PubChem CID: 588648
DTXSID: DTXSID10343273
EC Number: 670-875-7
Nikkaji: J3.016.605A

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 57.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 188

Physicochemical properties

Melting point: 135 · 135-139 °C (lit.)
Boiling point: 306.5 · 306.5±37.0 °C(Predicted)
Density: 1.522 · 1.522±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: crystalline solid
pka: 3.1 · 3.10±0.10(Predicted)
color: White
InChI: 1S/C8H6F2O3/c9-5-1-4(2-6(10)3-5)7(11)8(12)13/h1-3,7,11H,(H,12,13)
InChIKey: PHMLPPFFMSRWBK-UHFFFAOYSA-N
SMILES: OC(C(O)=O)c1cc(F)cc(F)c1
CAS DataBase Reference: 132741 · 132741-31-2(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29181990 · 29181990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

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

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

Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29181990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications

Uses3,5-Difluoromandelic acid is also known as α-hydroxy-3,5-difluorophenylacetic acid. Racemic 3,5-difluoromandelic acid undergoes optical resolution in the presence of (1R,2R)-(-)-pseudoephedrine in isopropanol to afford (S)-form.

General Description3,5-Difluoromandelic acid is also known as α-hydroxy-3,5-difluorophenylacetic acid. Racemic 3,5-difluoromandelic acid undergoes optical resolution in the presence of (1R,2R)-(-)-pseudoephedrine in isopropanol to afford (S)-form.