2-chloroacetamide

• ChemBase ID: 70451
• Molecular Formular: C2H4ClNO
• Molecular Mass: 93.51226
• Monoisotopic Mass: 92.99814143
• SMILES: C(=O)(CCl)N
• Canonical SMILES: NC(=O)CCl
• InChI: InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)
• InChIKey: VXIVSQZSERGHQP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloroacetamide
• IUPAC Traditional name: chloroacetamide
• Synonyms: Chloroacetamide; 2-CHLOROACETAMIDE; α-CHLORACETAMIDE; 2-Chloroacetamide; α-Chloroacetamide; Chloracetamide; Chloroacetamide; KM 101; Mergal AF; Microcide; NSC 54286; NSC 8408; 2-Chloroethanamide; alpha-CHLORACETAMIDE; 2-Chloroacetamide; 氯乙酰胺; 2-氯乙酰胺

Database IDs

• CAS Number: 79-07-2; 79-07-2
• EC Number: 201-174-2
• MDL Number: MFCD00008027
• Beilstein Number: 878191
• Merck Index: 142110
• PubChem SID: 24853661; 24892244; 162036167
• PubChem CID: 6580
• CHEBI ID: 361034
• Chemspider ID: 6332
• Wikipedia Title: Chloroacetamide

CALCULATED PROPERTIES

• Acid pKa: 12.885121
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.4929445
• LogD (pH = 7.4): -0.49294326
• Log P: -0.4929445
• Molar Refractivity: 19.2191 cm^3
• Polarizability: 7.5940623 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colorless or yellow crystals
• Melting Point: 116-118 °C(lit.); 116-118°C; 116-119°C; 116-120°C; 118-120 °C
• Boiling Point: 220°C dec.; 224.5°C/760mm; 225°C
• Flash Point: 170 °C; 170°C; 170°C(338°F); 338 °F
• Vapor Pressure: 0.05 mm Hg (20°C); 0.05 mmHg ( 20 °C)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Toxic
• RTECS: AB5075000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 3; II; III
• Australian Hazchem: 2XE
• Risk Statements: 25-43-62; R:25-43-62
• Safety Statements: 22-36/37-45; R; S:22-45-36/37
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: false; 是
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H317-H361; H301-H317-H361f
• GHS Precautionary statements: P261-P301+P310-P302+P352-P321-P405-P501A; P280-P301 + 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 2811 6.1/PG 3

Product Information

• Purity: ≥98%; ≥98.0% (HPLC); ≥99.0% (HPLC); 95+%; 98%; 98+%
• Grade: puriss.
• Quality Level: PREMIUM
• Linear Formula: ClCH2CONH2

DETAILS

MP Biomedicals - 05201843

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 22790

Other Notes
Reagent for the synthesis of carboxamidomethyl esters as carboxyl protecting groups in peptide synthesis1
Packaging
250 g in poly bottle

Sigma Aldrich - C0267

包装
1 kg in poly bottle
100, 500 g in poly bottle

Toronto Research Chemicals - C353500

A component of herbicidal mixtures of cellulose biosynthesis inhibitors with VLCFA inhibitors.

REFERENCES

• Aptula, A., et al.: Chem. Res. Toxicol., 19, 1097 (2006)
• Chan, K., et al.: J. Appl. Toxicol., 28, 608 (2006)
• N-Protected amino acids can be converted to carboxamidomethyl (CAM) esters via their Cs salts. The CAM protecting group can be cleaved under mildly basic conditions, but is stable to the conditions used for the cleavage of t-butyl, Boc, Fmoc or Cbz protecting groups: Tetrahedron Lett., 24, 5219 (1983). See Appendix 6.