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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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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