22629-49-8

Basic information

• Product Name: 2-TRIDECENONITRILE
• Synonyms: 2-TRIDECENONITRILE;TRIDECENE-2-NITRILE;tridec-2-enenitrile;2-Tridecenenitrile;Tridec-2-ennitril;TRIDECEN-2-NITRIL;2-TRIDECENENITRILE,98+%;Einecs 245-142-6
• CAS NO: 22629-49-8
• Molecular Formula: C₁₃H₂₃N
• Molecular Weight: 193.33
• EINECS: 245-142-6
• Mol File: 22629-49-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 288.6 °C at 760 mmHg
• Flash Point: 128.7 °C
• Appearance: /
• Density: 0.84 g/cm³
• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.453
• CAS DataBase Reference: 2-TRIDECENONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TRIDECENONITRILE(22629-49-8)
• EPA Substance Registry System: 2-TRIDECENONITRILE(22629-49-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 22629-49-8(Hazardous Substances Data)

Usage

Chemical Properties

2-Tridecenenitrile is a clear, colorless to pale yellowish liquid with a very strong, citrus odor reminiscent of nuances in orange and mandarin oil. It can be prepared by Knoevenagel condensation of undecanal with cyanoacetic acid and subsequent decarboxylation. It is used in compositions with citrus notes for perfuming, for example, cosmetics, soaps, and detergents.

Trade name

Ozonil (Symrise).

InChI:InChI=1/C13H23N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14/h11-12H,2-10H2,1H3

Upstream product

• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 75-52-5 nitromethane 
• 112-41-4 1-dodecene 
• 506-77-4 cyanogen chloride 
• 112-44-7 undecylaldehyde 
• 372-09-8 cyanoacetic acid 
• 112-16-3 n-dodecanoyl chloride 
• 5413-24-1 lauroyl-phosphonic acid diethyl ester 
• 193758-89-3 (E)-2-tridecen-1-yl acetate 
• 506-78-5 cyanogen iodide 
• 112-29-8 1-bromo dodecane 
• 107-13-1 acrylonitrile 
• 19790-82-0 (1-Hydroxy-1-cyan-dodecyl)-phosphonsaeure-diethylester 

Relevant articles and documents

Magnetically recoverable nanostructured Pd complex of dendrimeric type ligand on the MCM-41: Preparation, characterization and catalytic activity in the Heck reaction

A palladium complex of a dendrimer type ligand of aminoethylacrylamide immobilized onto the mesoporous channels of MCM-41 with magnetic core was prepared and characterized using various techniques such as XRD, TEM, BET, FT-IR, TGA, and VSM. The prepared nanostructured material was found as a magnetically recoverable catalyst for Heck reaction of aryl halides and vinylic C-H. The catalyst is easily recoverable with an external magnet and is reusable with different leaching amounts depending to loading of Pd. A hot filtration test was also performed and gave evidence that Palladium in heterogeneous samples can dissolve and then redeposit on the surface of the support material.

An efficient approach to alkenyl nitriles from allyl esters

A novel and efficient approach to alkenyl nitriles from allyl esters has been developed. A tandem Pd-catalyzed substitution and the subsequent oxidative rearrangement are involved in this transformation. The method provides an important supplement for the synthesis of alkenyl nitriles from allyl esters. Georg Thieme Verlag Stuttgart · New York.

Improvement on the synthesis of (E)-alk-3-enoic acids

(E)-Alk-3-enoic acids have been prepared in high yield (85-90%) and excellent stereoselectivity (98-99%) by a modified Knoevenagel condensation of a straight carbon chain aldehyde with malonic acid, in dimethyl sulfoxide (DMSO) or dimethylformamide (DMF) at 100°C, in the presence of piperidinium acetate as catalyst. Condensation of the aldehyde with a monoester of malonic acid, under the above conditions, gave the corresponding ester of (E)-alk-3-enoic acid in high yield (76-82%) and good stereoselectivity (90-92%). Condensation of the aldehyde with cyanoacetic acid gave the β,γ-unsaturated nitrile in moderate yield (35-40%) without stereoselectivity.