19434-64-1

Basic information

• Product Name: 1-chlorohexahydro-2H-azepin-2-one
• Synonyms: 1-chlorohexahydro-2H-azepin-2-one;1-Chloro-4,5,6,7-tetrahydro-1H-azepine-2(3H)-one;1-Chlorohexahydro-1H-azepine-2-one;Einecs 243-062-6
• CAS NO: 19434-64-1
• Molecular Formula: C₆H₁₀ClNO
• Molecular Weight: 147.6027
• EINECS: 243-062-6
• Mol File: 19434-64-1.mol

Chemical Properties

• Boiling Point: 202.2°Cat760mmHg
• Flash Point: 76.1°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 0.297mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: 1-chlorohexahydro-2H-azepin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chlorohexahydro-2H-azepin-2-one(19434-64-1)
• EPA Substance Registry System: 1-chlorohexahydro-2H-azepin-2-one(19434-64-1)

Safety Data

• Hazardous Substances Data: 19434-64-1(Hazardous Substances Data)

Usage

Uses

Used in Polymer Industry:
1-chlorohexahydro-2H-azepin-2-one is used as a monomer in the production of nylon-6, a synthetic polymer known for its strength, durability, and versatility in various applications such as textiles, automotive parts, and packaging materials.
Used in Pharmaceutical Industry:
1-chlorohexahydro-2H-azepin-2-one is used as a building block in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 1-chlorohexahydro-2H-azepin-2-one is utilized as a component in the synthesis of agrochemicals, playing a role in the development of pesticides and other agricultural products to enhance crop protection and yield.
Used in Specialty Chemicals Industry:
1-chlorohexahydro-2H-azepin-2-one is employed as a key intermediate in the production of specialty chemicals, which are used in a wide range of applications, including coatings, adhesives, and sealants, due to their unique properties and performance characteristics.

InChI:InChI=1/C6H10ClNO/c7-8-5-3-1-2-4-6(8)9/h1-5H2

Upstream product

• 105-60-2 caprolactam 
• 7732-18-5 water 
• 7782-50-5 chlorine 

Downstream Products

• 105-60-2 caprolactam 
• 63853-81-6 hexahydro-7-methoxy-2-azepinone 
• 1796-27-6 piperidine-1-carboxylic acid methyl ester 
• 33241-96-2 1-Benzyl-hexahydro-azepin-2-on 

Relevant articles and documents

Practical and efficient synthesis of N-halo compounds

A practical and efficient synthesis of N-halo compounds is described. Treatment of primary and secondary amines or amides with sodium hypohalite in the presence of tert-butanol and acetic acid afforded N-halo compounds in 90-100% yield.

N,N′-dichlorobis(2,4,6-trichlorophenyl)urea (CC-2): An efficient reagent for N-chlorination of amino esters, amide, and peptides

A simple, efficient, and rapid protocol for N-chlorination of various protected amino esters, amides, and peptides has been described. N,N′-dichlorobis(2,4,6-trichlorophenyl)urea has been used as a chlorinating agent and transformation takes place rapidly in mild conditions with quantitative yields. Copyright

New protocol for efficient N-chlorinations of amides and carbamates

N-Chlorination of various amides, carbamates and lactams with inexpensive and stable calcium hypochlorite on moist alumina proceeds smoothly and efficiently, e.g. the technically important 1-chlorohexahydroazepin-2-one (3-Cl) and 1-chloropyrrolidin-2-one (7-Cl) were obtained in 95 % and 98% yield, respectively. Excellent results were also observed for the N-chlorination of protected amino acid esters with a cyclopropane moiety to give derivatives such as methyl (tert-butoxycarbonylchloroamino)cyclopropylacetate (1-Cl), methyl (benzyloxycarbonylchloroamino)cyclopropylacetate (2-Cl), methyl 1-(tert-butoxycarbonylchloroamino)cyclopropanecarboxylate (5-Cl) and methyl trans-2-(tert-butoxycarbonylchloroamino)cyclopropanecarboxylate (6-Cl) in 99%, 96%, 90% and 97% yield, respectively.

Algae-fungicide and algae-sterilization method

This invention relates to an algicide of excellent water solubility, low cost and excellent handling that is characterized in containing N-chloro-2-pyrrolidinone, as well as to an algicidal/microbicidal agent characterized in containing one or more compounds selected from cyclic N-chloro compounds and N,N'-dichloro compounds represented by formula (1). (1) (In the formula, X represents a methylene group, secondary amino group, or N-chloro group, and R represents a C2-5 alkylene group, provided that when X is an N-chloro group, R is a C2-3 alkylene group.)

PROCESS FOR ASYMMETRIC SYNTHESIS OF HEXAHYDROPYRIMIDO[1,2-A] AZEPINE-2-CARBOXAMIDES AND RELATED COMPOUNDS

Processes for asymmetric synthesis of 1O(S)-amino-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydropyrimido[1,2-a]azepine-2-carboxamides and related compounds are disclosed. The enantiomerically enriched carboxamides are useful as HIV integrase inhibitors and thus are useful for treating HIV infection and AIDS.

Conversion of nucleophilic halides to electrophilic halides: Efficient and selective halogenation of azinones, amides, and carbonyl compounds using metal halide/lead tetraacetate

AlCl3/Pb(OAc)4 and ZnBr2/Pb(OAc) 4 are efficient electrophilic N- and α-C-halogenating agents. A variety of azinones, amides and carbonyl compounds were chemoselectively and regioselectively N-, or α-C-halogenated in good to excellent yield using AlCl3/Pb(OAc)4 and ZnBr2/Pb(OAc)4 in acetonitrile. Georg Thieme Verlag Stuttgart.

Ring contraction of N-chlorolactams, a novel rearrangement

Upon photolysis in methylene chloride at -78 °C, different N-chlorolactams underwent a novel ring contraction to the corresponding carbamoyl chlorides, which were converted to the methyl carbamates. The rearrangement is 100% stereoselective, occurring with retention of configuration at the migrating carbon center. The yields of isolated carbamates ranged from 40% to 57%, the other product being the parent lactam, 18% to 38%.

A simple protocol for efficient N-chlorination of amides and carbamates

N-Chlorination of various amides, lactams, and carbamates with very cheap trichloroisocyanuric acid proceeds efficiently under very mild conditions. Excellent results were also observed for the N-chlorination of carbamates of free amino acids.

N-chlorination of amides and carbamates by oxone and sodium chloride

A new method for the preparation of N-chloroamides, lactams and carbamates using Oxone and sodium chloride supported on wet alumina is described.