2-Chloro-N-methylacetamide
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2-Chloro-N-methylacetamide
structure -
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CAS No:
96-30-0
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Formula:
C3H6ClNO
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Chemical Name:
2-Chloro-N-methylacetamide
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Synonyms:
Acetamide,2-chloro-N-methyl-;2-Chloro-N-methylacetamide;α-Chloro-N-methylacetamide;N-Methylchloroacetamide;N-Methyl-2-chloroacetamide;NSC 1725
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CAS No:
2-Chloro-N-methylacetamide Basic Attributes
107.537
107.54
202-497-1
2WW385P414
1725
DTXSID60242065
2924199090
Safety Information
R36/37/38
S26-S36/37/39
P261, P264, P270, P271, P272, P280, P301+P310, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P501
H301
|Danger|H301 (80.85%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P272, P280, P301+P310, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 47 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Chloro-N-methylacetamide Use and Manufacturing
To methylamine hydrochloride (896 mg, 13.3 mmol) and NaIn a sealed tube, under N2, methylamine (13 mL, 26.0 mmol) was added dropwise to a solution of chloroacetyl chloride (1 mL, 12.6 mmol) in dry DCM (20 mL) at 0 °C and the mixture was allowed to warm to rt and was stirred at this temperature for 16 h. Thereaction mixture was diluted with CH2C12 and water. The layers were separated and the organic layer was washed with a saturated aqueous solution of NaHCO3. The organic layer was dried over MgSO4, filtered and the solvent was removed under reduced pressure to give 993 mg of intermediate 77 (73percent yield, colorless oil) which was directly engaged in the next step without further purification.2-Chloroacetyl chloride (45 g, 0.40 mol) was added dropwise to aqueous methylamine (40percent, 30.7 g, 1.31 mol) in 300 ml of water at 0 °C with stirring. The temperature was controlled below 10 °C, and stirring was continued until the reaction was no longer exothermic. The resulting solution was extracted with dichloromethane (4x250 ml). The organic layer was washed with water (250 mL) and spin-evaporated in vacuo to give a clear liquid residue. This residue was diluted with pentane (300 ml) and spin-evaporated in vacuo to give 15.4 g (36percent yield) of 3d as a white solid.
Computed Properties
Molecular Weight:107.54
XLogP3:0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:107.0137915
Monoisotopic Mass:107.0137915
Topological Polar Surface Area:29.1
Heavy Atom Count:6
Complexity:54.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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