tert-butyl 2-chloroacetate

• ChemBase ID: 109377
• Molecular Formular: C6H11ClO2
• Molecular Mass: 150.60334
• Monoisotopic Mass: 150.04475727
• SMILES: CC(C)(C)OC(=O)CCl
• Canonical SMILES: ClCC(=O)OC(C)(C)C
• InChI: InChI=1S/C6H11ClO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3
• InChIKey: KUYMVWXKHQSIAS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-chloroacetate
• IUPAC Traditional name: tert-butyl 2-chloroacetate
• Synonyms: tert-Butyl chloroacetate; tert-BUTYLCHLOROACETATE; Chloroacetic acid tert-butyl ester; Chloro-acetic acid tert-butyl ester; 氯乙酸叔丁酯

Database IDs

• CAS Number: 107-59-5
• EC Number: 203-506-1
• MDL Number: MFCD00000930
• Beilstein Number: 1753006
• Merck Index: 141563
• PubChem SID: 24851243; 162096274
• PubChem CID: 66052

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.5138518
• LogD (pH = 7.4): 1.5138518
• Log P: 1.5138518
• Molar Refractivity: 35.9716 cm^3
• Polarizability: 14.433568 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 118 - 120°C
• Boiling Point: 155°C; 48-49 °C/11 mmHg(lit.)
• Flash Point: 116.6 °F; 46°C(115°F); 47 °C
• Density: 1.053; 1.053 g/mL at 25 °C(lit.)
• Refractive Index: 1.4230; n20/D 1.423; n20/D 1.423(lit.)
• Hydrophobicity(logP): 1.752

Safety Information

• RTECS: AF8985500
• European Hazard Symbols: Corrosive (C); Nature polluting (N); X; Irritant (Xi)
• UN Number: 2920; UN2929
• German water hazard class: 3
• Hazard Class: 6.1; 8
• Packing Group: 2; II
• Risk Statements: 10-20/21/22-36/37/38-50/53; 20/21/22-34; R:36/37/38
• Safety Statements: 26-36/37/39-45; 26-36/37-45-60-61; S:20-25-26-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H302-H312-H314-H331; H331-H302-H312-H315-H319-H335-H226-H400-H410
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P310; P280H-P273-P305+P351+P338-P309-P310-P501A
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2920 8/PG 2

Product Information

• Purity: ≥97.0% (GC); 95%; 97%; 98%
• Grade: purum
• Linear Formula: ClCH2COOC(CH3)3

DETAILS

MP Biomedicals - 05210823

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 186791

Packaging
25, 100 g in glass bottle

REFERENCES

• The reaction with imines has also been used in the preparation of aziridines by a nitrogen analogue of the Darzens reaction: J. Chem. Soc., Chem. Commun., 602 (1977).
• Darzens condensation (see Ethyl chloroacetate, A15554) with carbonyl compounds gives t-butyl glycidic esters, which readily undergo decarboxylative elimination to the homologous aldehydes. See, for example: Rec. Trav. Chim.,89, 18 (1970).