(2E)-3-chloroprop-2-enoic acid

• ChemBase ID: 78568
• Molecular Formular: C3H3ClO2
• Molecular Mass: 106.50772
• Monoisotopic Mass: 105.98215702
• SMILES: Cl/C=C/C(=O)O
• Canonical SMILES: OC(=O)/C=C/Cl
• InChI: InChI=1S/C3H3ClO2/c4-2-1-3(5)6/h1-2H,(H,5,6)
• InChIKey: MHMUCYJKZUZMNJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-chloroprop-2-enoic acid; 3-chloroprop-2-enoic acid
• IUPAC Traditional name: trans-3-chloroacrylic acid; 3-chloroprop-2-enoic acid
• Synonyms: trans-3-Chloroacrylic acid; trans-3-Chloroacrylic acid; (2E)-3-Chloroprop-2-enoic acid; (E)-3-Chloroacrylic acid 99%; trans-3-Chloropropenoic acid; 反-3-氯丙烯酸; 反-3-氯烯丙酸

Database IDs

• CAS Number: 2345-61-1
• EC Number: 219-070-0
• MDL Number: MFCD00064237
• Beilstein Number: 1720279
• PubChem SID: 24853762; 162043331
• PubChem CID: 638124

CALCULATED PROPERTIES

• LogD (pH = 7.4): -2.514846
• Log P: 0.8501448
• Molar Refractivity: 22.093 cm^3
• Polarizability: 8.525841 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 3.5338707
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.1089439

PROPERTIES

Physical Property

• Melting Point: 81-83°C; 81-85°C; 84-86 °C

Safety Information

• Storage Warning: Corrosive
• RTECS: AS5960000
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34; 34-36/37
• Safety Statements: 20-26-36/37/39-45-60; 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H318; H314-H335
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 99%
• Linear Formula: ClCH=CHCOOH

REFERENCES

• Dienophile giving Diels-Alder adducts from which base-induced decarboxylation with simultaneous elimination of Cl^- yields alkenes, thus making it an acetylene equivalent: J. Org. Chem., 33, 4540 (1968).