931-97-5

Basic information

• Product Name: 1-HYDROXY-1-CYCLOHEXANECARBONITRILE
• Synonyms: CYCLOHEXANONE CYANOHYDRIN;1-HYDROXY-1-CYCLOHEXANECARBONITRILE;1-HYDROXY-CYCLOHEXANECARBONITRILE;1-Hydroxy-cyclohexancarbonitril;1-hydroxy-cyclohexanecarbonitril;CYCLOHEXANECARBONITRILE,1-HYDROXY-;1-Cyano-1-hydroxycyclohexane;1-Hydroxy-1-cyanocyclohexane
• CAS NO: 931-97-5
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.17
• EINECS: 213-246-0
• Product Categories: Cycloalkanes;Miscellaneous
• Mol File: 931-97-5.mol
• Article Data: 30

Chemical Properties

• Melting Point: 32-35 °C(lit.)
• Boiling Point: 132 °C19 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Colourless solid. Typical sharp nitrile odor
• Density: 1.031
• Vapor Pressure: 0.0113mmHg at 25°C
• Refractive Index: 1.4693
• Storage Temp.: 2-8°C
• PKA: 11.45±0.20(Predicted)
• CAS DataBase Reference: 1-HYDROXY-1-CYCLOHEXANECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-HYDROXY-1-CYCLOHEXANECARBONITRILE(931-97-5)
• EPA Substance Registry System: 1-HYDROXY-1-CYCLOHEXANECARBONITRILE(931-97-5)

Safety Data

• Hazard Codes: T+
• Statements: 28
• Safety Statements: 45
• RIDADR: UN 2811 6.1/PG 2
• WGK Germany: 3
• RTECS: GU7710000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 931-97-5(Hazardous Substances Data)

Usage

Uses

Cyclohexanone cyanohydrin was employed as substrate during high-throughput screening assay for hydroxynitrile lyase activity. It was used in preparation of 1-aminomethyl cyclohexanol via catalytic hydrogenation reaction.

Synthesis Reference(s)

Tetrahedron Letters, 19, p. 3773, 1978 DOI: 10.1016/S0040-4039(01)95055-5

Air & Water Reactions

Water soluble. Reacts slowly with water .

Reactivity Profile

1-HYDROXY-1-CYCLOHEXANECARBONITRILE is an a-hydroxonitrile. Incompatible with acids; mixing nitriles with strong oxidizing acids can lead to violent reactions. Incompatible with oxidizing agents such as peroxides and epoxides. Mixing with bases can produce poisonous and flammable hydrogen cyanide. May be hydrolyzed exothermically in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). May react vigorously with reducing agents.

Fire Hazard

Flash point data regarding 1-HYDROXY-1-CYCLOHEXANECARBONITRILE are not available, however, 1-HYDROXY-1-CYCLOHEXANECARBONITRILE is probably combustible.

InChI:InChI=1/C7H11NO/c8-6-7(9)4-2-1-3-5-7/h9H,1-5H2

Upstream product

• 60-29-7 diethyl ether 
• 108-94-1 cyclohexanone 
• 1123-28-0 1-hydroxy-cyclohexanecarboxylic acid 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 2094-98-6 1,1'-azobis(1-cyanocyclohexanenitrile) 
• 24731-36-0 1-trimethylsilanyloxycyclohexanecarbonitrile 
• 5804-85-3 diethylaluminium cyanide 
• 773837-37-9 sodium cyanide 
• 151-50-8 potassium cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 143-33-9 sodium cyanide 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 74-90-8 hydrogen cyanide 
• 64-17-5 ethanol 

Downstream Products

• 1206-23-1 1-tetrahydropyran-2-yloxy-cyclohexanecarbonitrile 
• 1123-28-0 1-hydroxy-cyclohexanecarboxylic acid 
• 32379-37-6 1-Acetoxy-cyclohexylcyanid 
• 14028-01-4 1-<β-Phenylpropionyloxy>-cyclohexancarbonitril 
• 77179-43-2 1-(4-phenylpiperidino)cyclohexanecarbonitrile 
• 4833-50-5 cyclohexanespiro-2'-(imidazolidin-4'-thione)-5'-spirocyclohexane 
• 18448-47-0 methyl cyclohex-1-ene-1-carboxylate 
• 7500-69-8 1-hydroxycyclohexanecarboxamide 
• 4000-72-0 1-aminomethylcyclohexanol 
• 636-82-8 cyclohexene-1-carboxylic acid 
• 74-90-8 hydrogen cyanide 
• 108-94-1 cyclohexanone 
• 1855-63-6 cyclohex-1-enecarbonitrile 
• 5496-10-6 1-amino-1-cyanocyclohexane 

Relevant articles and documents

Radical-mediated aerobic oxidation of substituted styrenes and stilbenes

A 2,2-azobis(isobutyronitrile)-catalyzed oxidative cleavage of alkenes with molecular oxygen as the oxidant was described. Carbonyl compounds and oxiranes were obtained in moderate yield under mild conditions. This study provided useful insights into the mechanism of aerobic oxidative cleavage of alkenes.

Production process of high-purity and high-yield spirodiclofen

The invention relates to the technical field of synthesis of compounds and specifically relates to a production process of high-purity and high-yield spirodiclofen. The production process comprises the following steps: performing an addition reaction on cyclohexanone which is taken as a starting material, so as to obtain 1-cyano-cyclohexanol; hydrolyzing and esterifying the 1-cyano-cyclohexanol, so as to obtain 1-hydroxylethyl formate; performing a condensation ring-closing reaction on the 1-hydroxylethyl formate, so as to obtain an intermediate caproate; and performing a reaction on the caproate and 2, 2-dimethylbutyryl chloride, so as to obtain the spirodiclofen. According to the production process, the problem in the prior art that the prepared spirodiclofen is low in purity and yield is solved; the spirodiclofen prepared by adopting the production process is high in purity and yield; and in addition, the raw material for preparing the spirodiclofen is easily obtained, and the operation is convenient.

The continuous reaction device and method of using the continuous composite (by machine translation)

PROBLEM TO BE SOLVED: compounds with high productivity can be generated. SOLUTION: 1 the raw material supply section 12 and a first, a second and 2 the raw material supply section 14, and a reaction part 18, the first reaction part 1 from the raw material supply section 1 and a second quantity of raw material, the raw material supply section 2 from the first reaction part 2 and a second quantity of raw material, the raw material supply section 1 from the first reaction part 1 and a second temperature of the raw material, the raw material supply section 2 from the first reaction part 2 and supplied to the temperature of the raw material, and having a control part 22, a continuous reaction device as shown in the drawing. Selected drawing: fig. 1 (by machine translation)