DIBUTYLCARBAMYL CHLORIDE

DIBUTYLCARBAMYL CHLORIDE Basic information
Product Name:DIBUTYLCARBAMYL CHLORIDE
Synonyms:DIBUTYLCARBAMYL CHLORIDE;1,6-dibutyl-carbamicchlorid;dibutyl-carbamoylchlorid;dibutylcarbamoylchloride;tl459;N,N-dibutylcarbamoyl chloride;Dibutylcarbamic acid chloride;Brn 2040828
CAS:13358-73-1
MF:C9H18ClNO
MW:191.7
EINECS:236-410-3
Product Categories:Acid Halides;Carbonyl Compounds;Organic Building Blocks
Mol File:13358-73-1.mol
DIBUTYLCARBAMYL CHLORIDE Structure
DIBUTYLCARBAMYL CHLORIDE Chemical Properties
Boiling point 257-260 °C(lit.)
density 0.985 g/mL at 25 °C(lit.)
refractive index n20/D 1.456(lit.)
Fp 110 °C
pka-1.85±0.70(Predicted)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8/PG 3
WGK Germany 3
RTECS FD2230000
HazardClass IRRITANT
MSDS Information
ProviderLanguage
SigmaAldrich English
DIBUTYLCARBAMYL CHLORIDE Usage And Synthesis
UsesIt is reported that Dibutylcarbamoyl Chloride is used as a reagent for the preparation of 7-azaindole-1,3-dicarboxamide hydroxyethylamine which exhibited potent BACE-1 enzyme inhibition. Also it is used for the preparation of copper salicylaldehyde semicarbazone complex which showed cytotoxicity in human cancer cells.
PreparationIn a 100 mL roundbottomed flask were placed dibutylamine (6.45 g, 0.05 mol), pyridine (4.0 g, 0.05 mol), N-cyclohexyl-N0,N0,N00,N00-tetraethylguanidine (12.7 g, 0.05 mol), and toluene (40 mL). The resulting solution was cooled to 10 °C using an ice/salt bath and carbon dioxide was bubbled into the cooled solution for 30 min. After this period of time, the pre-formed carbamate solution was added in a single portion via a cannula to a cooled ( 10 °C) solution of thionyl chloride (6 g, 0.05 mol) in toluene (40 mL). The reaction mixture was stirred at 10 °C for 45 min. It was then poured into 0.1 m aq. HCl (100 mL), giving rise to two layers. The organic layer was separated, dried over anhydrous Mg2SO4, filtered, and the solvent was removed in vacuo. The residue was distilled in vacuo (1 mmHg) at 95–98 °C to give 7.62 g (79%) of N,N-dibutyl carbamoyl chloride.
DIBUTYLCARBAMYL CHLORIDE Preparation Products And Raw materials
N,N-DI-N-PROPYLFORMAMIDE DIBUTYLAMINE HYDROCHLORIDE DIBUTYLCARBAMYL CHLORIDE N,N-Dibutylformamide DIMETHYLFORMAMIDE HYDROGEN CHLORIDE COMPLEX Ethylmethyl-carbamic chloride Dimethylcarbamoyl chloride Diethylcarbamyl chloride carbamoyl chloride

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