35153-15-2

Basic information

• Product Name: CIS-9-TETRADECENYL ACETATE
• Synonyms: (9Z)-9-Tetradecen-1-ol;(z)-9-tetradecen-1-o;9-Tetradecen-1-ol, (Z)-;9-tetradecenol, Z;CIS-9-TETRADECEN-1-OL;CIS-9-TETRADECENOL;CIS-9-TETRADECENYL ACETATE;DELTA 9 MYRISTOLEYL ACETATE
• CAS NO: 35153-15-2
• Molecular Formula: C₁₄H₂₈O
• Molecular Weight: 212.37
• EINECS: 252-401-7
• Product Categories: insect pheromone
• Mol File: 35153-15-2.mol
• Article Data: 29

Chemical Properties

• Melting Point: 35.5°C (estimate)
• Boiling Point: 307.1±11.0℃ (760 Torr)
• Flash Point: 144 °F
• Appearance: /
• Density: 0.846±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 6.83E-05mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Storage Temp.: −20°C
• PKA: 15.20±0.10(Predicted)
• CAS DataBase Reference: CIS-9-TETRADECENYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-9-TETRADECENYL ACETATE(35153-15-2)
• EPA Substance Registry System: CIS-9-TETRADECENYL ACETATE(35153-15-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 35153-15-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H28O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h5-6,15H,2-4,7-14H2,1H3/b6-5-

Upstream product

• 16725-53-4 (Z)-9-tetradecen-1-yl acetate 
• 71612-09-4 (Z)-1-(2-Tetrahydropyranyloxy)-9-tetradecene 
• 56219-06-8 myristoleic acid methyl ester 
• 542-69-8 1-iodo-butane 
• 56904-95-1 (bromo-8 octyloxy-1)-1, ethoxy-1 ethane 
• 74-86-2 acetylene 
• 533-87-9 threo-9,10,16-trihydroxyhexadecanoic acid 
• 2553-17-5 azelaic acid semialdehyde 
• 1931-63-1 methyl ester of azelaic acid aldehyde 
• 51308-99-7 9-chloro-1-nonanol 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 
• 19754-59-7 tetrahydro-2-(9-tetradecynyloxy)pyran 
• 7440-05-3 palladium 

Downstream Products

• 50816-18-7 9-decen-1-yl acetate 
• 16725-53-4 (Z)-9-tetradecen-1-yl acetate 
• 66410-25-1 (Z)-1-(p-toluenesulfonyloxy)-9-tetradecene 
• 544-64-9 myristoleic acid 
• 77133-60-9 (Z)-tetradec-9-en-1-yl methanesulfonate 
• 66410-28-4 trans-2,cis-13-octadecadien-1-ol 
• 66410-24-0 (3Z,13Z)-3,13-octadecadienyl alcohol 
• 53120-26-6 (3E, 13Z)-3,13-octadecadien-1-yl acetate 
• 53120-27-7 (3Z,13Z)-3,13-octadecadien-1-yl acetate 
• 67616-77-7 13(Z)-<1-(2-tetrahydropyranyloxy)>octadecen-3-yn 
• 114802-14-1 ethyl 2-methoxy-6-(1-phenylsulfonyl-10-pentadecenyl)benzoate 
• 110202-76-1 ethyl 2-methoxy-6-(10-pentadecenyl)benzoate 
• 114802-15-2 2-Methoxy-6-<(Z)-10-pentadecenyl>benzoic acid 
• 110202-77-2 (Z)-2-hydroxy-6-(pentadec-10-en-1-yl)-benzoic acid 

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 Z-OLEFIN-CONTAINING LEPIDOPTERAN INSECT PHEROMONES

The present invention is directed to methods of synthesizing insect pheromones, particularly lepidopteran insect pheromones, their precursors and derivatives from inexpensive, readily available starting materials using olefin metathesis catalysis.

Simple syntheses of (Z)-7-dodecen-1-ol, (Z)-7-tetradecen-1-yl acetate, (Z)-9-tetradecenal and (Z)-9-hexadecen-1-yl acetate from aleuritic acid

Insect sex pheromones are used for monitoring and management of crop pests. Four compounds (Z)-7-dodecen-1-ol, (Z)-7-tetradecen-1-yl acetate, (Z)-9-tetradecenal and (Z)-9-hexadecen-1-yl acetate reported as components of some important agricultural insect pests have been synthesized from theo-aleuritic acid (9,10,16-trihydroxyhexadecanoic acid) involving simplified Wittig reactions with improved yield.