24948-81-0

Basic information

• Product Name: N-chloro-N,N-diisopropylamine
• Synonyms: N-chloro-N,N-diisopropylamine;Chlorodiisopropylamine;N-Chlorodi(1-methylethyl)amine;N-Chlorodiisopropylamine;N-Chloro-N-(1-methylethyl)-1-methylethan-1-amine
• CAS NO: 24948-81-0
• Molecular Formula: C₆H₁₄ClN
• Molecular Weight: 135.63506
• EINECS: 246-543-9
• Mol File: 24948-81-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 132.6°Cat760mmHg
• Flash Point: 34°C
• Appearance: /
• Density: 0.922g/cm³
• Vapor Pressure: 8.78mmHg at 25°C
• Refractive Index: 1.434
• PKA: -0.49±0.70(Predicted)
• CAS DataBase Reference: N-chloro-N,N-diisopropylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-chloro-N,N-diisopropylamine(24948-81-0)
• EPA Substance Registry System: N-chloro-N,N-diisopropylamine(24948-81-0)

Safety Data

• Hazardous Substances Data: 24948-81-0(Hazardous Substances Data)

Usage

General Description

N-chloro-N,N-diisopropylamine is a chemical compound with the formula (CH3)2CHOCH2N(Cl)C(CH3)2CH3. It is commonly used as a chlorinating reagent in organic synthesis, and also serves as an intermediate in the production of pharmaceuticals and agrochemicals. N-chloro-N,N-diisopropylamine is a colorless, flammable liquid with a strong odor, and is soluble in organic solvents such as ethanol and acetone. N-chloro-N,N-diisopropylamine is known for its ability to efficiently chlorinate a wide range of substrates through electrophilic aromatic substitution reactions, making it a valuable tool in the synthesis of various chemical compounds. However, it is important to handle this compound with care, as it can be hazardous if not properly managed and stored.

InChI:InChI=1/C6H14ClN/c1-5(2)8(7)6(3)4/h5-6H,1-4H3

Upstream product

• 108-18-9 diisopropylamine 
• 777851-20-4 N-chloro-p-nitrobenzenesulfonamide 
• 17425-88-6 N,N-diisopropyl-1,1,1-trimethylsilylamine 

Downstream Products

• 3424-21-3 triisopropylamine 
• 80-16-0 N-chlorobenzenesulfonamide 
• 108-18-9 diisopropylamine 
• 3085-76-5 diisopropylcyanamide 
• 507-20-0 tertiary butyl chloride 
• 777851-20-4 N-chloro-p-nitrobenzenesulfonamide 
• 172909-37-4 tetraisopropylhydrazine 
• 95-29-4 N,N-diisopropylbenzothiazole-2-sulphenamide 
• 148115-72-4 bis(diethylamino)chlorophosphonium diphenylmethylide 
• 144-86-5 N-chloro-4-methylbenzenesulfonamide 
• 4164-30-1 diisopropylnitramine 

Relevant articles and documents

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An insight of the reactions of amines with trichloroisocyanuric acid

The reaction between amines or α-aminoacids with trichloroisocyanuric acid is studied under various conditions: N,N-dichloroamines, nitriles and ketones can be obtained from primary amines, while free aminoacids undergo oxidative decarboxylation to the corresponding nitrile of one less carbon atom.

REACTION OF TERVALENT PHOSPHORUS COMPOUNDS WITH STERICALLY HINDERED N-CHLOROAMINES

Reaction of tervalent phosphorus compounds with sterically hindered N-halogenoamines (1,2) proceeds via the formation of halogenophosphonium intermediates (3), containing an anion R2N-.Intermediates react with alcohols to afford alkoxyphosphonium salts (6), transform into halogenophosphonium salts (4) or P-halogenoylids.Sterical hindrances at the nitrogen atom of intermediates (3) favour the formation of P-halogenoylids.The P-chloroylid (10) exists in the chlorotropic equilibrium with the α-chloroalkylphosphine (16). Key words: Sterical hindered N-halogenoamines, N-chlorodiisopropylamine, N-chloro-trimethylsilyl-tert-butylamine, alkoxyphosphonium salts, P-chloroylids, 1,2-CP-chlorotropy, positive halogen, NMR spectra, halogenophilic substitution.