21677-96-3

Basic information

• Product Name: 3,7-Nonadienenitrile,4,8-dimethyl-, (3E)-
• Synonyms: 3,7-Nonadienenitrile,4,8-dimethyl-, (E)- (8CI); Homogeranonitrile
• CAS NO: 21677-96-3
• Molecular Formula: C11H17 N
• Molecular Weight: 163.263
• Mol File: 21677-96-3.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 3,7-Nonadienenitrile,4,8-dimethyl-, (3E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7-Nonadienenitrile,4,8-dimethyl-, (3E)-(21677-96-3)
• EPA Substance Registry System: 3,7-Nonadienenitrile,4,8-dimethyl-, (3E)-(21677-96-3)

Safety Data

• Hazardous Substances Data: 21677-96-3(Hazardous Substances Data)

Upstream product

• 19894-79-2 diethyl [(2E)-3,7-dimethylocta-2,6-dienyl]malonate 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 106-72-9 2,6-dimethyl-5-hepten-1-al 
• 372-09-8 cyanoacetic acid 
• 773837-37-9 sodium cyanide 
• 6138-90-5 trans-geranyl bromide 
• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 79311-14-1 1-hydroxy-1-cyano-3,7-dimethyl-2,6-octadiene 
• 78130-96-8 geranyl mesylate 
• 106-24-1 Geraniol 
• 151-50-8 potassium cyanide 
• 108-24-7 acetic anhydride 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 

Downstream Products

• 57576-13-3 2-(5-bromo-2,6,6-trimethylcyclohexen-1-yl)acetonitrile 
• 79857-75-3 ((1R,3S)-3-Bromo-2,2-dimethyl-6-methylene-cyclohexyl)-acetonitrile 
• 57576-12-2 ((1R,5S)-5-Bromo-2,6,6-trimethyl-cyclohex-2-enyl)-acetonitrile 
• 1252599-41-9 2-(5-iodo-2,6,6-trimethylcyclohexen-1-yl)acetonitrile 
• 67537-00-2 (2E,6E)-8-((3S,4S)-4-Chloro-3-cyanomethyl-2,2,4-trimethyl-cyclohexyl)-2,6-dimethyl-octa-2,6-dienoic acid methyl ester 
• 67537-00-2 (2E,6E)-8-((3S,4R)-4-Chloro-3-cyanomethyl-2,2,4-trimethyl-cyclohexyl)-2,6-dimethyl-octa-2,6-dienoic acid methyl ester 
• 67517-34-4 [5-((2E,6E)-8-Chloro-3,7-dimethyl-octa-2,6-dienyl)-2,6,6-trimethyl-cyclohex-1-enyl]-acetonitrile 
• 67517-30-0 (2E,6E)-8-(3-Cyanomethyl-2,2,4-trimethyl-cyclohex-3-enyl)-2,6-dimethyl-octa-2,6-dienoic acid methyl ester 

Relevant articles and documents

A novel method for the stereoselective formation of trans bicyclic ketones by way of oxidative radical cyclization

The stereoselective formation of cyanohydrin 4 was achieved by radical cyclization-oxygen trapping reaction of 5 into an intramolecular acrylic nitrile moiety. The cyanohydrin was used for ring closure reaction with a tosylate, providing the bicyclic systems 1 and 2 with a trans ring fusion.

Et2SBr.SbCl5Br: An effective reagent for direct bromonium-induced polyene cyclizations

It's all about reactivity: Although bromonium-induced cation-π cyclizations are commonly utilized by nature to fashion six-membered rings from a diverse set of polyene precursors, no general laboratory method exists that can achieve the same breadth of substrate scope. An easily synthesized and handled reagent is described (see scheme) that is capable of directly, broadly, and rapidly effecting such reactions in good yield with a variety of geraniol, farnesol, and nerol derivatives.

A Convenient Synthesis of A-Ring-Functionalized Podolactones. Revision of the Structure of Wentilactone B

(Matrix Presented) A new route to podolactones functionalized in the A ring has been achieved. Two key steps were employed in this synthesis, the construction of the bicyclic skeleton via a Mn(III)-mediated radical cyclization and the transformation of this bicyclic intermediate into the tetracyclic podolactone skeleton through a Pd (II)-mediated bislactonization of the corresponding conjugate diene. The reported synthesis of 3β-hydroxy-13,14,15,-16-tetranorlabda-7,9(11)-dien-(19,6β),(12,17)- diolide (1) let us reassign the structure of wentilactone B, for which structure 1 was wrongly reported.