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DIBUTYLCARBAMYL CHLORIDE

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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
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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.)
Flash point:
110 °C
pka
-1.85±0.70(Predicted)
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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

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DIBUTYLCARBAMYL CHLORIDE Usage And Synthesis

Preparation

In 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.

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