51566-62-2

Basic information

• Product Name: Citronellyl nitrile
• Synonyms: 3,7-Dimethyl-6-octene-1-nitrile;3,7-dimethyl-6-octenenitril;Agrunitrile;Baranylnitrile;Citronellonitrile;Citrylone;CITRONELLYL NITRILE;CITRONALVA
• CAS NO: 51566-62-2
• Molecular Formula: C₁₀H₁₇N
• Molecular Weight: 151.25
• EINECS: 257-288-8
• Mol File: 51566-62-2.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 248.1 °C at 760 mmHg
• Flash Point: 109.7 °C
• Appearance: /
• Density: 0.836 g/cm³
• Vapor Pressure: 0.0247mmHg at 25°C
• Refractive Index: 1.445
• Water Solubility: 119mg/L at 20℃
• CAS DataBase Reference: Citronellyl nitrile(CAS DataBase Reference)
• NIST Chemistry Reference: Citronellyl nitrile(51566-62-2)
• EPA Substance Registry System: Citronellyl nitrile(51566-62-2)

Safety Data

• Hazardous Substances Data: 51566-62-2(Hazardous Substances Data)

Usage

Chemical Properties

Citronellic Acid Nitrile is a colorless liquid with a strong, lemon-like odor. The nitrile can be prepared from citronellal oxime in the same way as mentioned earlier.

Uses

Citronellyl Nitrile is used in preparation method of Cyano-modified organic Silicon synthetic leather coating.

Flammability and Explosibility

Nonflammable

Trade name

Citronellylnitrile (BASF).

InChI:InChI=1/C10H17N/c1-9(2)5-4-6-10(3)7-8-11/h5,10H,4,6-7H2,1-3H3

Upstream product

• 5146-66-7 geranonitrile 
• 106-22-9 Citronellol 
• 106-23-0 3,7-dimethyl-oct-6-enal 
• 502-47-6 racemic citronellic acid 
• 5585-39-7 (E)-3,7-dimethylocta-2,6-dienenitrile 
• 135500-74-2 rac-E-3,7-dimethyloct-6-enaldehyde oxime 
• 22457-25-6 rac-3,7-dimethyloct-6-enenitrile oxime 
• 73127-86-3 3,7-dimethyloct-6-enamide 

Relevant articles and documents

Preparation method of citronella and catalyst adopted by method

The method comprises the following steps: carrying out selective hydrogenation reaction on limonene under the action of a hydrogenation catalyst; and after the reaction is finished, the citronellal is obtained. In the synthesis process MOFs, the adopted hydrogenation catalyst is introduced into a metal site with catalytic activity, so MOFs materials have a specific catalytic capacity, the catalytic effect of the catalyst is improved, the conversion rate and selectivity are improved, and the obtained product has better fragrance. The invention also discloses a hydrogenation catalyst for the preparation method.

Preparation method of citronellyl cyanide

The invention discloses a preparation method of citronellyl cyanide, which comprises the following steps: under the action of an In-MOF catalyst, carrying out Mom rearrangement reaction on citronellylacid and aliphatic nitrile to obtain citronellyl cyanide. Under mild reaction conditions, the In-MOF catalyst is utilized to catalyze citronellyl acid to prepare citronellyl cyanide at high yield, and the method has the advantages of simpler reaction process, lower reaction cost, favorable environment friendliness and favorable industrial prospects.

Cyanide-Free and Broadly Applicable Enantioselective Synthetic Platform for Chiral Nitriles through a Biocatalytic Approach

A cyanide-free platform technology for the synthesis of chiral nitriles by biocatalytic enantioselective dehydration of a wide range of aldoximes is reported. The nitriles were obtained with high enantiomeric excess of >90 % ee (and up to 99 % ee) in many cases, and a “privileged substrate structure” with respect to high enantioselectivity was identified. Furthermore, a surprising phenomenon was observed for the enantiospecificity that is usually not observed in enzyme catalysis. Depending on whether the E or Z isomer of the racemic aldoxime substrate was employed, one or the other enantiomer of the corresponding nitrile was formed preferentially with the same enzyme.