67242-75-5

Basic information

• Product Name: (Z)-1-Chloro-2-nonene
• Synonyms: (Z)-1-Chloro-2-nonene
• CAS NO: 67242-75-5
• Molecular Formula: C₉H₁₇Cl
• Molecular Weight: 160.68428
• Product Categories: Aliphatics, Chiral Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 67242-75-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 200.4±9.0 °C(Predicted)
• Appearance: /
• Density: 0.882±0.06 g/cm3(Predicted)
• Solubility: Chloroform
• CAS DataBase Reference: (Z)-1-Chloro-2-nonene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-Chloro-2-nonene(67242-75-5)
• EPA Substance Registry System: (Z)-1-Chloro-2-nonene(67242-75-5)

Safety Data

• Hazardous Substances Data: 67242-75-5(Hazardous Substances Data)

Usage

Description

(Z)-1-Chloro-2-nonene is an organic compound with the chemical formula C9H17Cl. It is a colorless liquid with a pungent odor and is used as an intermediate in the synthesis of various compounds.

Uses

Used in Pharmaceutical Industry:
(Z)-1-Chloro-2-nonene is used as an intermediate in the synthesis of Falcarinol (F101100), a covalent cannabinoid CB1 receptor antagonist. It is known to induce pro-allergic effects in the skin, making it a potential candidate for the development of new drugs targeting allergic reactions and inflammation.

Upstream product

• 41453-56-9 (Z)-2-nonen-1-ol 
• 97463-22-4 1-[(Z)-2-nonenyl]piperidine 
• 541-41-3 chloroformic acid ethyl ester 
• 21369-64-2 n-hexyllithium 

Relevant articles and documents

A stereocontrolled synthesis of (±)-xenovenine via a scandium(III)-catalyzed internal aminodiene bicyclization terminated by a 2-(5-ethyl-2-thienyl)ethenyl group

Figure Presented. A highly diastereoselective binary hydroamination of a 5-amino-1,8-diene containing a 2-(5-ethyl-2-thienyl)ethenyl terminator has been utilized in an efficient synthesis of (±)-xenovenine (1). A pronounced rate enhancement was observed for cyclization onto the 2-(heteroaromatic)ethenyl group in comparison to a simple 1,2-disubstituted alkene.

α-Selective Allylation of Isatin Imines Using Metallic Barium

The Barbier-type allylation of isatin imines with allylic chlorides was achieved by using metallic barium as the promoter. Various α-allylated 3-amino-2-oxindoles were synthesized from the corresponding allylic chlorides and isatin imines. The double-bond geometry of allylic chlorides was retained throughout the reaction. An arylic bromide or iodide functionality of the products was robust to metalation under the optimum reaction conditions.

Alkenyl-copper derivatives. 28 (1) : Stereospecific synthesis of tertiary allylic amines of E and Z configuration

Aminoethers and aminothioethers react smoothly with organocopper and cuprate reagents to afford tertiary amines.The use of Z alkenyl cuprates or E alkenyl aluminium derivatives leads to Z or E tertiary allylic amines.Polysubstituted and variously functionalized alkenyl copper reagents react in the same way, and a straightforward synthesis of pure N,N-diethylnerylamine is described.The stereoisomeric purity of these allylic amines is in the 99.5-99.9percent range, and their conversion to the corresponding allylic chlorides is not accompanied by any stereochemical scrambling.