2-chloropropanoic acid

• ChemBase ID: 110402
• Molecular Formular: C3H5ClO2
• Molecular Mass: 108.5236
• Monoisotopic Mass: 107.99780708
• SMILES: CC(Cl)C(=O)O
• Canonical SMILES: CC(C(=O)O)Cl
• InChI: InChI=1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)
• InChIKey: GAWAYYRQGQZKCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloropropanoic acid
• IUPAC Traditional name: 2-chloropropionic acid
• Synonyms: (±)-2-Chloropropionic acid; 2-Chloropropionic acid; α-chloropropanoic acid; α-chloropropionic acid; 2-Chloropropionic acid; 2-Chloropropanoic acid; β-CHLOROPROPIONIC ACID; (±)-2-Chloropropionic acid; (±)-2-氯丙酸; 2-氯丙酸; (+/-)-2-氯丙酸; (±)-2-氯丙酸

Database IDs

• CAS Number: 598-78-7
• EC Number: 209-952-3
• MDL Number: MFCD00004224
• Beilstein Number: 1720259
• PubChem SID: 24855822; 24846904; 162096471
• PubChem CID: 11734
• Chemspider ID: 11241
• Wikipedia Title: 2-Chloropropionic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.4175816
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.1879898
• LogD (pH = 7.4): -2.515642
• Log P: 0.8827623
• Molar Refractivity: 21.8908 cm^3
• Polarizability: 8.7767315 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Miscible in water
• Apperance: Colorless liquid
• Melting Point: -13°C; -13°C
• Boiling Point: 170-190 °C(lit.); 78°C (at 10 mmHg); 78-80°C/11mm
• Flash Point: 101 °C; 101°C(213°F); 102 °C; 215.6 °F
• Density: 1.18 g/mL; 1.182 g/mL at 25 °C(lit.); 1.262
• Refractive Index: 1.4350; n20/D 1.4345(lit.); n20/D 1.436
• Vapor Pressure: 4 mmHg ( 20 °C)

Safety Information

• RTECS: UE8575000
• European Hazard Symbols: Corrosive (C); X
• UN Number: 2511; UN2511
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: 3; III
• Risk Statements: 22-35; R22 R26 R27 R28 R35
• Safety Statements: 23-26-28-36-45; S1 S2 S23 S26 S28 S36 S45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• Main Hazard: Very toxic, corrosive
• GHS Hazard statements: H302-H314; H314-H302
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2511 8/PG 3

Product Information

• Purity: ~90% (GC); 92%; 94%; 95+%
• Grade: technical
• Impurities: 4-6% 2,2-dichloropropionic acid
• Linear Formula: CH3CHClCOOH

DETAILS

MP Biomedicals - 05214859

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 109274

Other Notes
Contains 2,2-dichloropropionic acid
Packaging
100, 500 g in glass bottle

REFERENCES

• Condensation of the dilithio-derivative with carbonyl compounds gives ɑ?-epoxycarboxylic acids (glycidic acids) which afford methyl ketones on decarboxylation, avoiding possible ester hydrolysis in the classical Darzens glycidic ester condensation (see Ethyl chloroacetate, A15554): J. Org. Chem., 47, 1205 (1982). An analogous reaction of the dianion with ɑ?-unsaturated esters gives, stereoselectively, cyclopropane cis-dicarboxylic acids: Synthesis, 284 (1982):