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365386

Sigma-Aldrich

N,N-Diisopropylcarbamoyl chloride

98%

Synonym(s):

Diisopropylcarbamic chloride, Diisopropylcarbamyl chloride, N,N-Bis(1-methylethyl)carbamic chloride

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About This Item

Linear Formula:
[(CH3)2CH]2NCOCl
CAS Number:
19009-39-3
Molecular Weight:
163.65
Beilstein:
1754834
EC Number:
242-743-5
MDL number:
MFCD00015013
UNSPSC Code:
12352100
PubChem Substance ID:
24862514
NACRES:
NA.22

Assay

98%

form

solid

bp

90-93 °C/15 mmHg (lit.)

mp

57-59 °C (lit.)

functional group

amine
chloro

SMILES string

CC(C)N(C(C)C)C(Cl)=O

InChI

1S/C7H14ClNO/c1-5(2)9(6(3)4)7(8)10/h5-6H,1-4H3

InChI key

RSAFAYLZKCYUQW-UHFFFAOYSA-N

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Application

N,N-Diisopropylcarbamoyl chloride may be used in the preparation of:
  • 1-aryl-1-alkenyl N,N-diisopropylcarbamates
  • 1,3-diphenylallyl carbamate
  • (Z)-1,3-diphenyl-1-propenyl N,N-diisopropylcarbamate
  • (R)-1-(2-methoxy-4-methylphenyl)ethyl diisopropyl-carbamate

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR7409
MKCL3207
MKBZ0029V
MKBR1075V
SHBB3055V

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The total synthesis of (-)-aplysin via a lithiation-borylation-propenylation sequence.
Fletcher CJ, et al.
Tetrahedron, 68(23), 7598-7604 (2012)
Stereoselective Intermolecular Carbolithiation of Open-Chain and Cyclic 1-Aryl-1-alkenyl N,N-Diisopropylcarbamates Coupled with Electrophilic Substitution. Observation of p-Carboxylation in a Benzyllithium Derivative.
Peters JG, et al.
Synthesis, 03, 0381-0292 (2002)
Asymmetric ?-Deprotonation and Substitution Reactions of (Z)-1, 3-Diphenyl-1-propenyl N, N-Diisopropylcarbamate.
Reuber J, et al.
European Journal of Organic Chemistry, 14, 3017-3025 (2005)

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