methyl 2-chloro-2,2-difluoroacetate

• ChemBase ID: 98074
• Molecular Formular: C3H3ClF2O2
• Molecular Mass: 144.5045264
• Monoisotopic Mass: 143.97896346
• SMILES: ClC(F)(F)C(=O)OC
• Canonical SMILES: COC(=O)C(Cl)(F)F
• InChI: InChI=1S/C3H3ClF2O2/c1-8-2(7)3(4,5)6/h1H3
• InChIKey: AWUPLMYXZJKHEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-chloro-2,2-difluoroacetate
• IUPAC Traditional name: methyl 2-chloro-2,2-difluoroacetate
• Synonyms: Methyl chlorodifluoroacetate; Chlorodifluoroacetic acid methyl ester; 2-Chloro-2,2-difluoro-1-methoxyethan-1-one; Methyl chloro(difluoro)acetate 99%; methyl 2-chloro-2,2-difluoroacetate; 氯代二氟乙酸甲酯

Database IDs

• CAS Number: 1514-87-0
• EC Number: 216-154-9
• MDL Number: MFCD00000775
• Beilstein Number: 1756072
• PubChem SID: 162084540; 24858108
• PubChem CID: 73935

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.2615635
• LogD (pH = 7.4): 1.2615635
• Log P: 1.2615635
• Molar Refractivity: 23.2578 cm^3
• Polarizability: 8.973061 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 78 - 81°C
• Boiling Point: 79-81 °C(lit.); 79-81°C; 79-81°C
• Flash Point: 19 °C; 19°C; 19°C(66°F); 66.2 °F
• Density: 1.37; 1.37 g/mL at 25 °C(lit.); 1.371
• Refractive Index: 1.349; 1.3500; n20/D 1.349; n20/D 1.349(lit.)
• Hydrophobicity(logP): 1.181

Safety Information

• Storage Warning: Highly Flammable/Corrosive/Irritant/Lachrymatory; Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2924; UN2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-34; 11-34-37
• Safety Statements: 16-26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H314; H225-H314-H318
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-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 2924 3/PG 2

Product Information

• Purity: ≥99.0% (GC); 95%; 98%; 99%
• Grade: puriss.
• Linear Formula: ClF2CCOOCH3

DETAILS

Apollo Scientific Ltd - PC5070

Useful trifluoromethylating agent. Trifluoromethylation ofaryl and vinyl halides: Tetrahedron Letts.,32, 7689 (1991). Nitroaryl chlorides can also be trifluoromethylated.

Sigma Aldrich - 300837

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 24285

Other Notes
Starting material for preparing trifluoromethyl iodide and diiododifluoromethane1

REFERENCES

• Convenient trifluoromethylating agent. In combination with CuI, KF and DMF, trifluoromethylation of aryl and vinyl halides is achieved via the generation of trifluoromethylcopper: Tetrahedron Lett., 32, 7689 (1991); J. Fluorine Chem., 55, 225 (1992). Similarly, nitroaryl chlorides undergo substitution to give the trifluoromethyl derivatives in high yield: J. Fluorine Chem., 66, 167 (1994).