35148-18-6

Basic information

• Product Name: 9-DODECEN-1-OL,(Z)-
• Synonyms: 9-DODECEN-1-OL,(Z)-;z-9-DODECEN-1-OL;CIS-9-DODECEN-1-OL;9-Dodecen-1-o1, (Z)-;9-Dodecen-1-ol, (9Z)-;Ai3-35870;(Z)-9-dodecenol;9Z-12OH
• CAS NO: 35148-18-6
• Molecular Formula: C₁₂H₂₄O
• Molecular Weight: 184.31836
• Product Categories: insect pheromone
• Mol File: 35148-18-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 272.1±9.0℃ (760 Torr)
• Flash Point: 100.0±15.0℃
• Appearance: /
• Density: 0.846±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.000802mmHg at 25°C
• Refractive Index: 1.456
• CAS DataBase Reference: 9-DODECEN-1-OL,(Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 9-DODECEN-1-OL,(Z)-(35148-18-6)
• EPA Substance Registry System: 9-DODECEN-1-OL,(Z)-(35148-18-6)

Safety Data

• Hazardous Substances Data: 35148-18-6(Hazardous Substances Data)

Usage

Description

9-DODECEN-1-OL,(Z)-, also known as (9Z)-Dodecen-1-ol, is a chemical compound derived from 2-Decyn-1-ol (D228475). It is characterized by the presence of a double bond in the Z configuration at the 9th carbon atom in its dodecenol structure. 9-DODECEN-1-OL,(Z)has potential applications in the pharmaceutical industry due to its involvement in the synthesis of various bioactive agents.

Uses

Used in Pharmaceutical Industry:
9-DODECEN-1-OL,(Z)is used as an intermediate in the synthesis of antitumor agents, specifically isomers of Panaxytriol and Falcarinol (F101100). These agents have potential applications in the development of cancer treatments.
9-DODECEN-1-OL,(Z)is also used as a precursor in the synthesis of aromatase inhibitors. Aromatase inhibitors are important in the treatment of cancers, particularly breast and ovarian cancers, as they help to reduce the levels of estrogen, a hormone that can promote the growth of certain types of cancer cells.

InChI:InChI=1/C12H24O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h3-4,13H,2,5-12H2,1H3/b4-3-

Upstream product

• 57221-80-4 8-tetrahydropyranyloxyoctanal 
• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 55362-80-6 9-bromononan-1-ol 
• 71084-08-7 dodec-9-yn-1-ol 

Downstream Products

• 56219-03-5 (Z)-9-Dodecenal 
• 16974-11-1 (Z)-9-dodecenyl acetate 
• 940003-64-5 (Z)-1-(p-toluenesulfonyloxy)-9-dodecene 
• 20711-10-8 (Z)-11-tetradecenyl acetate 
• 34010-15-6 cis-11-tetradecen-1-ol 

Relevant articles and documents

Method for synthesizing grassland spodoptera litura sex pheromone active ingredients

The invention belongs to the technical field of green pesticide synthesis, and discloses a novel method for synthesizing grassland spodoptera litura sex pheromone active ingredients (Z)-9-dodecene-1-alcohol acetate, (Z)-9-tetradecene-1-alcohol acetate and (Z)-11-hexadecene-1-alcohol acetate. The method comprises the steps: using bromo-alcohol as a starting raw material; and firstly generating hydroxyl phosphonium salt with triphenylphosphine, then respectively carrying out Wittig coupling reaction with propionaldehyde and valeraldehyde to generate Z-type enol, and finally carrying out acetylation reaction with acetic anhydride to prepare (Z)-9-dodecene-1-alcohol acetate, (Z)-9-tetradecene-1-alcohol acetate and (Z)-11-hexadecene-1-alcohol acetate. According to the method, hydroxyl phosphonium salt is used for Wittig reaction, two steps of hydroxyl protection and deprotection are omitted, the synthetic route is simplified, and the method has the advantages of being environmentally friendly and the like.

SYNTHESIS OF PHEROMONES, III IMPROVED AND STEREOCONTROLLED SYNTHESES OF ISOMERIC MIXTURES OF 8-DODECEN-1-YL ACETATES

Simple syntheses have been developed for the preparation of isomeric mixtures of 8-dodecen-1-yl acetates, which are active sex pheromones of many insect species.The Wittig reaction under modified conditions and reduction of the C-C triple bond were applied for the stereocontrolled formation of the C-C double bond.