65619-30-9

Basic information

• Product Name: 4-CYANO-4-(3,4-DICHLOROPHENYL)CYCLOHEXANONE
• Synonyms: 4-CYANO-4-(3,4-DICHLOROPHENYL)CYCLOHEXANONE;1-(3,4-Dichlorophenyl)-4-oxocyclohexanecarboxylate;4-CYANO-4-(3,4-DICHLOROPHENYL)CYCLOHEXANONE 98%;Cyclohexanecarbonitrile, 1-(3,4-dichlorophenyl)-4-oxo-;1-(3,4-dichlorophenyl)-4-oxocyclohexanecarbonitrile;1-(3,4-dichlorophenyl)-4-oxocyclohexane-1-carbonitrile
• CAS NO: 65619-30-9
• Molecular Formula: C₁₃H₁₁Cl₂NO
• Molecular Weight: 268.14
• Mol File: 65619-30-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 154-156°C
• Boiling Point: 438.2°C at 760 mmHg
• Flash Point: 218.8°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 7.05E-08mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CYANO-4-(3,4-DICHLOROPHENYL)CYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANO-4-(3,4-DICHLOROPHENYL)CYCLOHEXANONE(65619-30-9)
• EPA Substance Registry System: 4-CYANO-4-(3,4-DICHLOROPHENYL)CYCLOHEXANONE(65619-30-9)

Safety Data

• Statements: 22
• Safety Statements: 22-36/37
• RIDADR: 3276
• HazardClass: 6.1
• Hazardous Substances Data: 65619-30-9(Hazardous Substances Data)

Usage

Description

4-Cyano-4-(3,4-dichlorophenyl)cyclohexanone is a chemical compound that belongs to the class of organic compounds known as cyclohexanones. It is characterized by its molecular structure, which consists of a cyclohexanone ring attached to a cyano group and a 3,4-dichlorophenyl group. 4-CYANO-4-(3,4-DICHLOROPHENYL)CYCLOHEXANONE is known for its high reactivity due to the presence of the carbonyl and cyano groups.

Uses

Used in Chemical Synthesis:
4-Cyano-4-(3,4-dichlorophenyl)cyclohexanone is used as a reactant or starting material in chemical reactions, particularly in the synthesis of more complex organic compounds. Its high reactivity makes it a valuable component in the creation of various chemical products.
Used in Pharmaceutical Industry:
4-Cyano-4-(3,4-dichlorophenyl)cyclohexanone is used as an intermediate in the production of pharmaceutical compounds. Its unique structure and reactivity allow for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
4-Cyano-4-(3,4-dichlorophenyl)cyclohexanone is used as a precursor in the synthesis of agrochemicals, such as pesticides and herbicides. Its chemical properties enable the creation of effective compounds for agricultural use.
Used in Dye and Pigment Industry:
4-Cyano-4-(3,4-dichlorophenyl)cyclohexanone is used as a building block in the production of dyes and pigments. Its versatility in chemical reactions allows for the creation of a wide range of colors and properties for various applications.

InChI:InChI=1/C13H11Cl2NO/c14-11-2-1-9(7-12(11)15)13(8-16)5-3-10(17)4-6-13/h1-2,7H,3-6H2

Upstream product

• 65619-26-3 2-Carbomethoxy-4-(3,4-dichlorphenyl)-4-cyano-cyclohexanon 
• 303728-45-2 4-Cyano-4-(3',4'-dichlorophenyl)cyclohex-1-enyl acetate 
• 65619-22-9 methyl 4-cyano-4-(3,4-dichlorophenyl)-heptanedioate 
• 3218-49-3 3,4-dichloro-benzeneacetonitrile 

Downstream Products

• 303728-45-2 4-Cyano-4-(3',4'-dichlorophenyl)cyclohex-1-enyl acetate 
• 381670-62-8 4-cyano-4-(3,4-dichlorophenyl)cyclohex-2-enone 
• 381670-61-7 5-cyano-5-(3',4'-dichlorophenyl)-4,5-dihydro-3H-oxepin-2-one 
• 381670-63-9 4-cyano-4-(3,4-dichlorophenyl)-1-(trimethylsilyloxy)cyclohexene 
• 303728-39-4 (S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester 
• 303728-40-7 (S)-5-(3,4-Dichloro-phenyl)-5-[2-(3-morpholin-4-yl-azetidin-1-yl)-ethyl]-piperidin-2-one 
• 303728-42-9 (S)-methyl 4-cyano-4-(3',4'-dichlorophenyl)-6-hydroxyhexanoate 
• 303728-37-2 (S)-4-Cyano-4-(3',4'-dichlorophenyl)cyclohex-1-enyl acetate 
• 303728-38-3 (S)-(-)-methyl 4-cyano-4-(3',4'-dichlorophenyl)-6-oxo-hexanoate 
• 381670-66-2 4-cyano-4-(3',4'-dichlorophenyl)-1-(triisopropylsilyloxy)cyclohexene 

Relevant articles and documents

Potent bradykinin B1 receptor antagonists: 4-Substituted phenyl cyclohexanes

Selective bradykinin (BK) B1 receptor antagonists have been shown to be antinociceptive in animal models and could be novel therapeutic agents for the treatment of pain and inflammation. Elucidation of the structure-activity relationships of the biphenyl moiety of the lead compound 1 provided a potent new structural class of BK B1 receptor antagonists.

Chemoenzymatic synthesis of a tachykinin NK-2 antagonist

A non-peptide tachykinin antagonist has been synthesized in a short and efficient four step sequence starting from a chiral enol acetate, which was obtained in enantiomerically pure form by resolution using a lipase catalysed transesterification reaction. The biotransformation was optimized in terms of solvent, temperature and immobilization method used. Oxidative cleavage of the (+)-enol acetate to give the key aldehyde ester intermediate could be achieved indirectly by oxidative rearrangement to an enone followed by Baeyer-Villiger oxidation and ring opening, or by epoxidation, rearrangement and oxidative cleavage or most directly by ozonolysis. X-Ray crystallographic analysis of a camphanic ester derivative of an ester alcohol confirmed that the absolute configuration of the enol acetate was (S).

4-Amino-4-arylcyclohexanones and Their Derivatives, a Novel Class of Analgesics. 1. Modification of the Aryl Ring

Investigation of central nervous system activity of phenylcyclohexylamines was continued by preparation of "reversed" analogues.Following the unexpected finding of analgesic activity with 1-(dimethylamino)-1-phenylcyclohexylamine, the SAR of the series was investigated.Synthesis starts by double Michael reaction of acrylate on arylacetonitriles.Following cyclization, decarboxylation, ketalization, and saponification, the geminally substituted acid is rearranged to the isocyanate by means of (C6H5O)2PON3.Isocyanates were then converted to the title compounds.Analgesic activity is very sensitive to the nature and position of the substituent on the aromatic ring.The most potent compounds in this series (p-CH3, p-Br) showed 50percent the potency of morphine.Deletion of the ring oxygen abolishes activity.