methyl 2,3-dichloropropanoate

• ChemBase ID: 108211
• Molecular Formular: C4H6Cl2O2
• Molecular Mass: 156.99524
• Monoisotopic Mass: 155.97448479
• SMILES: COC(=O)C(Cl)CCl
• Canonical SMILES: COC(=O)C(CCl)Cl
• InChI: InChI=1S/C4H6Cl2O2/c1-8-4(7)3(6)2-5/h3H,2H2,1H3
• InChIKey: OFHMODDLBXETIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2,3-dichloropropanoate
• IUPAC Traditional name: methyl 2,3-dichloropropanoate
• Synonyms: METHYL α,β-DICHLOROPROPIONATE; Methyl 2,3-dichloropropionate; 2,3-Dichloropropionic acid methyl ester; 2,3-二氯丙酸甲酯; 2,3-二氯乙酰丙酸甲酯

Database IDs

• CAS Number: 3674-09-7
• EC Number: 222-940-2
• MDL Number: MFCD00000944
• Beilstein Number: 1701891
• PubChem SID: 24867941; 162094361
• PubChem CID: 95429

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3363383
• LogD (pH = 7.4): 1.3363383
• Log P: 1.3363383
• Molar Refractivity: 31.2546 cm^3
• Polarizability: 12.742538 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 52-55 °C/2 mmHg(lit.); 91-92°C/50mm
• Flash Point: 145.4 °F; 63 °C; 87°C(188°F)
• Density: 1.325 g/mL at 25 °C(lit.); 1.326
• Refractive Index: 1.4530; n20/D 1.453(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: III
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Hazard statements: H314-H318-H227
• GHS Precautionary statements: P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 97%; 98%
• Grade: analytical standard
• Packaging: ampule of 1000 mg
• Linear Formula: ClCH2CHClCOOCH3

DETAILS

MP Biomedicals - 05206485

MP Biomedicals Rare Chemical collection

REFERENCES

• In the presence of N-(Trimethylsilyl)diethylamine, A18149, methyl 2-chloroacrylate is formed which can then undergo in situ reaction with an aldehyde to give a methyl formylcyclopropanecarboxylate: Tetrahedron Lett., 40, 1523 (1999):
  
• For use in domino bis-annelation reactions, see: Synth. Commun., 29, 2035 (1999).