7027-11-4

Basic information

• Product Name: 5-oxo-1,3,3-trimethyl-cyclohexanecarbonitril
• Synonyms: 3,3,5-trimethyl-5-cyanocyclohexanone;5-oxo-1,3,3-trimethyl-cyclohexanecarbonitril;5-oxo-1,3,3-trimethylcyclohexanecarbonitrile;1,3,3-TRIMETHYL-5-OXO-CYCLOHEXANECARBONITRILE;Cyclohexancarbonitril, 1,3,3-trimethyl-5-oxo-;3-cyano-3,5,5-trimethylcyclohexanone;1,3,3-Trimethyl-5-oxo-1-cyclohexanecarbonitrile;1,3,3-Trimethyl-5-oxocyclohexane-1-carbonitrile
• CAS NO: 7027-11-4
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.2322
• EINECS: 411-490-4
• Mol File: 7027-11-4.mol

Chemical Properties

• Melting Point: 66-67 °C
• Boiling Point: 677.2°C at 760 mmHg
• Flash Point: 363.3°C
• Appearance: /
• Density: 1.53g/cm³
• Vapor Pressure: 3.4E-18mmHg at 25°C
• Refractive Index: 1.701
• Water Solubility: 4.76g/L at 20℃
• Stability: Incompatible with strong oxidizing agents.
• CAS DataBase Reference: 5-oxo-1,3,3-trimethyl-cyclohexanecarbonitril(CAS DataBase Reference)
• NIST Chemistry Reference: 5-oxo-1,3,3-trimethyl-cyclohexanecarbonitril(7027-11-4)
• EPA Substance Registry System: 5-oxo-1,3,3-trimethyl-cyclohexanecarbonitril(7027-11-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43-48/22-52/53
• Safety Statements: 36/37-61
• Hazardous Substances Data: 7027-11-4(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C20H18Cl2N4O3S2/c21-16-4-1-15(18(22)11-16)12-23-25-20-24-19(13-30-20)14-2-5-17(6-3-14)31(27,28)26-7-9-29-10-8-26/h1-6,11-13H,7-10H2,(H,24,25)

Upstream product

• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 5804-85-3 diethylaluminium cyanide 
• 72641-12-4 3-cyano-3,5,5-trimethyl cyclohexane 
• 1941-30-6 tetra-n-propylammonium bromide 
• 71-91-0 tetraethylammonium bromide 
• 86119-84-8 phosphoric acid 
• 13435-20-6 tetraethylammoniumcyanide 
• 74-90-8 hydrogen cyanide 
• 119072-55-8 tert-butylisonitrile 
• 151-50-8 potassium cyanide 

Downstream Products

• 2855-13-2 3-aminomethyl-3,5,5-trimethylcyclohexylamine 
• 1363404-78-7 C₁₂H₂₆N₂ 
• 91057-32-8 1,5,5-trimethyl-3-oxo-1-cyclohexylcarboxylic acid 
• 1321999-34-1 (3,3-difluoro-1,5,5-trimethyl-cyclohexyl)-methylamine 
• 1321999-43-2 C₁₆H₂₁NO₂ 
• 1321999-44-3 C₁₆H₂₀ClNO₂ 

Relevant articles and documents

STEREOCHIMIE-LV. ETUDE CINETIQUE DE L'HYDROCYANATION D'ENONES CYCLIQUES

Kinetics of hydrocyanation of various enones are reported.The different behaviour of testosterone and 19-nor-testosterone towards hydrocyanation is explained by a slower partial rate factor on the α-face of testosterone.

PROCESS FOR MANUFACTURING AN ALKYL SUBSTITUTED CYCLOHEXANECARBONITRILE

A process for manufacturing an alkyl substituted cyclohexanecarbonitrile, said process comprising the following steps: - reaction of cyanoisophorone with an organometallic compound comprising an alkyl group in order to transform the ketone moiety into its corresponding alcohol; - reduction of the alcohol in order to obtain the alkyl substituted cyclohexanecarbonitrile.

Method for preparing IPDI (isophorone diisocyanate)

The invention discloses a method for preparing IPDI (isophorone diisocyanate). The method comprises the following steps: (1) isophorone and hydrogen cyanide are subjected to a reaction in the presenceof a catalyst to obtain isophorone nitrile; (2) isophorone nitrile obtained in step (1), ammonia and hydrogen are subjected to a reaction in the presence of a catalyst to obtain isophorone diamine; (3) isophorone diamine is subjected to a phosgenation reaction to obtain IPDI, wherein the content of impurities containing secondary amine groups in isophorone diamine subjected to the phosgenation reaction in step (3) is smaller than or equal to 0.5wt%, preferably smaller than or equal to 0.3wt%, and more preferably smaller than or equal to 0.1wt%. By means of the method, content of hydrolyzed chlorine in the IPDI product can be effectively reduced, the yellowing resistance of the product is effectively improved, and the harm that downstream products are unqualified due to existence of hydrolyzed chlorine in the product is reduced.

Method for continuously preparing isophorone nitrile

The invention discloses a method for continuously preparing isophorone nitrile. Existing tubular homogeneous phase continuous synthesis method and fixed bed continuous synthesis method respectively cause side reaction due to nonuniform HCN concentration. The method disclosed by the invention is characterized in that isophorone and hydrocyanic acid are heated for reaction in presence of an alkaline catalyst to obtain isophorone nitrile, the used reactor is a multi-kettle series continuous operation type reactor comprising more than or equal to 7 kettles, the used alkaline catalyst is alcoholic solution of alkali metal cyanide, the used reactant hydrocyanic acid is isophorone solution of hydrocyanic acid, the reactant isophorone is added from a first kettle, and the isophorone solution of hydrocyanic acid and the alkaline catalyst are added in a multi-kettle continuous dropwise adding manner. The method disclosed by the invention has the advantages of continuous and stable operation, good procedural security, high reaction yield, recyclable solvent and catalysts and clean production process and is applicable to industrial production.

A method for improved processing trimethylcyclohexen-2-one-1 nitrile reaction solution

The invention provides a method for treatment of a reaction solution obtained in preparation of isophoronenitrile from raw materials, namely isophorone and hydrocyanic acid under the catalysis of an alkaline catalyst. By adopting a two-step neutralization method, the reaction solution of isophoronenitrile is relatively stable, the influence of a salt produced in a neutralization process on a subsequent separation system is avoided and the stability in operation of a device is increased; furthermore, decomposition and polymerization reactions of isophoronenitrile and the reaction speed of polymerization of isophorone in the neutralization process and subsequent rectification separation of the reaction solution of isophoronenitrile are greatly reduced, the product yield is further improved, the unit consumption of materials is reduced by above 5%, the solid and waste content in a high polymer is reduced by above 80%, and a series of production, safety, environmental production and other problems caused by production of hydrocyanic acid in a rectification system are avoided.

PROCESS FOR PREPARING 3-AMINOMETHYL-3,5,5-TRIMETHYLCYCLOHEXYLAMINE

The invention relates to an improved process for preparing 3-aminomethyl-3,5,5-trimethylcyclohexylamine, referred to hereinafter as isophoronediamine or, in abbreviated form, IPDA, by: I. preparation of isophorone by catalyzed aldol condensations with acetone as reactant; II. reaction of isophorone with HCN to form isophoronenitrile (IPN, 3-cyano-3,5,5-trimethylcyclohexanone); III. catalytic hydrogenation and/or catalytic reductive amination (also referred to as aminative hydrogenation) of 3-cyano-3,5,5-trimethylcyclohexanone, hereinafter called isophoronenitrile or, in abbreviated form, IPN, to give the isophoronediamine.

COMPOUNDS FOR THE TREATMENT AND PREVENTION OF INFLUENZA

A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R4 and Ar are as defined in description and in claims, can be used as a medicament.

COMPOUNDS FOR THE TREATMENT AND PREVENTION OF INFLUENZA

A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R4 and Ar are as defined in description and in claims, can be used as a medicament.

COMPOUNDS FOR THE TREATMENT AND PREVENTION OF INFLUENZA

A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R4 and Ar are as defined in description and in claims, can be used as a medicament.

A new route for the convenient synthesis of 3-aminomethyl-3,5,5-trimethyl- cyclohexanol

There has been a considerable chemical and biological interest in influenza fusion inhibitors namely, 3-aminomethyl-3,5,5-trimethyl-cyclohexanol 5. This compound has been identified as an important inhibitor of influenza virus fusion derivative and a potent and effective surrogate for the quinolizidine moiety. A new convenient route for the synthesis of 5 and for two new intermediates 1,3,3-trimethyl-5-oxo-cyclohexane-carboxylic acid amide 3 and 5-hydroxy-1,3,3-trimethyl-cyclohexane-carboxylic acid amide 4.