methyl 2,2,2-trichloroacetate

• ChemBase ID: 110882
• Molecular Formular: C3H3Cl3O2
• Molecular Mass: 177.41372
• Monoisotopic Mass: 175.91986238
• SMILES: COC(=O)C(Cl)(Cl)Cl
• Canonical SMILES: COC(=O)C(Cl)(Cl)Cl
• InChI: InChI=1S/C3H3Cl3O2/c1-8-2(7)3(4,5)6/h1H3
• InChIKey: VHFUHRXYRYWELT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2,2,2-trichloroacetate
• IUPAC Traditional name: methyl trichloroacetate
• Synonyms: Methyl trichloroacetate; METHYL TRICHLOROACETATE; Trichloroacetic acid methyl ester; 三氯乙酸甲酯

Database IDs

• CAS Number: 598-99-2
• EC Number: 209-960-7
• MDL Number: MFCD00000794
• Beilstein Number: 1756075
• PubChem SID: 162096185; 24862528; 24854562
• PubChem CID: 11739

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.6749368
• LogD (pH = 7.4): 1.6749368
• Log P: 1.6749368
• Molar Refractivity: 32.9274 cm^3
• Polarizability: 12.953199 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Insoluble in water
• Melting Point: -18°C
• Boiling Point: 152-153 °C(lit.); 154°C
• Flash Point: 161.6 °F; 72 °C; 85°C(185°F)
• Density: 1.488 g/mL at 25 °C(lit.); 1.489
• Refractive Index: 1.4570; n20/D 1.455(lit.)

Safety Information

• European Hazard Symbols: X; Irritant (Xi)
• UN Number: 2533; UN2533
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 20/21/22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H331-H302-H312-H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2533 6.1/PG 3

Product Information

• Purity: 99%
• Grade: PESTANAL®, analytical standard
• Linear Formula: CCl3CO2CH3

DETAILS

MP Biomedicals - 05216797

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 242497

Packaging
25 g in glass bottle

Sigma Aldrich - 36548

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

REFERENCES

• Convenient precursor of dichlorocarbene, which is generated by the action of alkoxide; see Ethyl trichloroacetate, B23282.
• Reaction with zinc in the presence of a Lewis acid generates a dimetallated intermediate, which reacts with aldehydes or ketones to give ɑ-chloroacrylic esters: Bull. Chem. Soc. Jpn., 53, 1698 (1980).