932-67-2

Basic information

• Product Name: 3-CYCLOHEXENECARBONYL CHLORIDE
• Synonyms: CYCLOHEX-3-ENE-1-CARBONYL CHLORIDE;3-CYCLOHEXENECARBONYL CHLORIDE;3-Cyclohexene-1-carbonyl chloride;3-CYCLOHEXENECARBONYL CHLORIDE 95%
• CAS NO: 932-67-2
• Molecular Formula: C₇H₉ClO
• Molecular Weight: 144.6
• Product Categories: Ring Systems;Carbonyl Chlorides;API intermediates;Carbonyl Chlorides
• Mol File: 932-67-2.mol

Chemical Properties

• Boiling Point: 178.9 °C at 760 mmHg
• Flash Point: 80.4 °C
• Appearance: /
• Density: 1.148 g/cm³
• Vapor Pressure: 0.969mmHg at 25°C
• Refractive Index: 1.494
• Water Solubility: Soluble in water.
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 3-CYCLOHEXENECARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CYCLOHEXENECARBONYL CHLORIDE(932-67-2)
• EPA Substance Registry System: 3-CYCLOHEXENECARBONYL CHLORIDE(932-67-2)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3265
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 932-67-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Cyclohexenecarbonyl chloride is used as a synthetic intermediate for the production of various pharmaceuticals. Its reactivity allows for the creation of a wide range of drug molecules, contributing to the development of new medications and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Cyclohexenecarbonyl chloride serves as a key intermediate in the synthesis of compounds used in crop protection and pest control. Its ability to form various organic molecules makes it instrumental in developing effective and targeted agrochemicals.
Used in Fine Chemicals Industry:
3-Cyclohexenecarbonyl chloride is utilized as a versatile reagent in the preparation of fine chemicals, which are high-purity chemicals used in various applications such as fragrances, dyes, and other specialty chemicals. Its role in the synthesis of these compounds is essential for meeting the stringent purity requirements of the industry.
Used in Organic Chemistry Research:
As a reactive compound, 3-Cyclohexenecarbonyl chloride is also used in organic chemistry research for exploring new reaction pathways and developing innovative synthetic methods. Its propensity for nucleophilic substitution makes it a valuable tool for chemists studying the mechanisms of organic reactions and designing new synthetic strategies.

InChI:InChI=1/C7H9ClO/c8-7(9)6-4-2-1-3-5-6/h1-2,6H,3-5H2

Upstream product

• 4771-80-6 1,2,5,6-tetrahydrobenzoic acid 
• 98-89-5 Cyclohexanecarboxylic acid 
• 79-37-8 oxalyl dichloride 
• 636-82-8 cyclohexene-1-carboxylic acid 
• 100-50-5 3-Cyclohexene-1-carboxaldehyde 

Downstream Products

• 5963-10-0 1-Isocyanatoformyl-cyclohexen-⁽³⁾ 
• 40748-51-4 3-Cyclohexen-carbonsaeure-o-toluidid 
• 2655-68-7 3-Cyclohexenyl-1-amine 
• 114526-97-5 N-benzoyl-3-cyclohexene-carboxamide 
• 74532-59-5 2-Benzenesulfonyl-1-cyclohex-3-enyl-3-methyl-butan-1-one 
• 15111-56-5 ethyl-3-cyclohexene-1-carboxylate 
• 87518-34-1 Cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester 
• 105746-35-8 (R)-2-[(Cyclohex-3-enecarbonyl)-amino]-3-phenyl-propionic acid 
• 107367-91-9 (S)-2-[(Cyclohex-3-enecarbonyl)-amino]-succinic acid 4-methyl ester 
• 98123-53-6 2-(cyclohex-3-enylcarbonyl)-4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino[2,1-a-][2]benzazepine 
• 85444-68-4 (1,2,5,6-tetrahydrobenzoyl)triphenylethoxycarbonylmethylenephosphorane 
• 53102-81-1 3-Cyclohexencarbonylazid 
• 22615-33-4 cyclohex-3-en-1-ylamine hydrochloride 
• 276869-13-7 cyclohex-3-enecarboxylic acid N-hydroxy-N-methyl amide 

Relevant articles and documents

Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition-Metal-Free Hydroamination and N-Arylation Reactions

The development of photoredox reactions of aryloxy-amides for the generation of amidyl radicals and their use in hydroamination-cyclization and N-arylation reactions is reported. Owing to the ease of single-electron-transfer reduction of the aryloxy-amides, the organic dye eosin Y was used as the photoredox catalyst, which results in fully transition-metal-free processes. These transformations exhibit a broad scope, are tolerant to several important functionalities, and have been used in the late-stage modification of complex and high-value N-containing molecules.

First examples of intramolecular addition of primary amidyl radicals to olefins

The first examples of intramolecular addition of primary amidyl radicals to olefins are described. Amidyl radicals were generated from N-(phenylthio)amides in refluxing benzene using a catalytic amount of 2,2′- azobis(isobutyronitrile) (5 mol%) and tributyltin hydride (sim;2.2 equiv.). The resulting yields of cyclic products ranged from 63% to 85%.

β-tosylethylhydroxylamine: Preparation and use as a hydroxylamine equivalent in amidyl radical-olefin cyclizations

An efficient three-step procedure has been developed for synthesis of β-tosylethylhydroxylamine from commercially available starting material. This compound forms hydroxamic acids which undergo amidyl radical-olefin cyclizations promoted by diethyl chloro

Development of efficient new methodology for generation, cyclization and functional trapping of iminyl and amidyl radicals

New methodology has been devised for the generation and subsequent cyclization of iminyl and amidyl radicals under mild conditions. The process involves either the treatment of oximes with 2,6-dimethylbenzenesulfinyl chloride, or the treatment of hydroxamic acids with tert-butylsulfinyl chloride (-50°C to rt), to give the corresponding nitrogen radicals, followed by cyclization onto pendant olefins. Radical traps such as diphenyl diselenide, diphenyl disulfide, and TEMPO can be used to terminate the cyclizations, thus introducing functionality that provides multiple options for further manipulation. In a more convenient procedure, both iminyl and amidyl radical cyclizations can be initiated using commercially available diethyl chlorophosphite which generally provides similar (with diphenyl disulfide and TEMPO) or significantly higher (with diphenyl diselenide) yields of products.

Compounds with substituted cyclic hydrocarbon moieties linked by secondary or tertiary oxycarbonyl containing moiety providing reworkable cured thermosets

Compounds containing two cyclic hydrocarbon moieties which are substituted to provide crosslinking functionality and which are linked to each other by secondary or tertiary oxycarbonyl containing moiety are basis for compositions which are cured to provid

A new class of analogues of the bifunctional radiosensitizer α-(1-aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol (RSU 1069): The cycloalkylaziridines

A series of compounds related to α-(1-aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol (RSU 1069, 1) were synthesized and evaluated as selective hypoxic cell cytotoxic agents and as radiosensitizers. The aziridine moiety was replaced with a number of other potential alkylating groups including cycloalkylaziridines and azetidines. The data indicated that modification of the aziridine of 1 resulted in a substantial decrease in the ability of the compounds to selectively kill hypoxic cells. However, these modifications did not affect the compounds' in vitro radiosensitizing activity since many of the derivatives were as potent as 1. All of the compounds that were evaluated in vivo were less toxic than 1, and several members of this series had significant activity. The best compound was trans-α-[[(4-bromotetrahydro-2H-pyran-3-yl)amino]methyl]-2-nitro-1H- imidazole-1-ethanol (18), which, due to its activity and log P value, is a candidate for additional in vivo studies.

Novel class of acyl-derivatives of carnitine process for preparing same and therapeutic use thereof

A novel class of acyl-derivatives of carnitine is disclosed wherein the acyl radical is either the radical of unsaturated organic acids (typically, acrylic acid) or the radical of saturated organic acids substituted with tert-alkyl, cycloalkyl, cycloalkenyl, alkoxyl, heterocyclic and carboalkoxylradicals, or with aldehyde or hydroxy groups. These acyl-derivatives of carnitine are useful therapeutical agents in the treatment of cardiac disorders, hyperlipidaemias and hyperlipoproteinaemias.

SYNTHESIS OF CYCLOHEXENYL-SUBSTITUTED ACRYLIC AND 3-HYDROXYPROPIONIC ACIDS AND THEIR HOMOLOGS

The corresponding 3-cyclohexenyl-substituted Z- and E-acrylic and 3-hydroxypropionic acids were synthesized from 3-cyclohexene-1-carbaldehyde and its methyl derivatives.Dehydration of the products under various conditions leads to the formation of the E isomers of the substituted acrylic acid and also isomerization, aromatization, and cyclization products.

Solvolytic Rearrangements of Azabicyclic Compounds. Part 1. Identification of Products

The products of solvolysis of 2β-hylogeno-derivatives of 7-methyl-7-azabicycloheptane, 8-methyl-8-azabicyclooctane, 9-methyl-9-azabicyclo-- and --nonane, and 7-methyl-7-azabicyclooctane, have been isolated and characteri