34010-15-6

Basic information

• Product Name: CIS-11-TETRADECEN-1-OL
• Synonyms: (Z)-11-TDOL;Z-11-TETRADECEN-1-OL;(11Z)-11-Tetradecen-1-ol;(z)-11-tetradecen-1-o;11-Tetradecen-1-ol, (Z)-;CIS-11-TETRADECEN-1-OL;(Z)-tetradec-11-enol;CIS-11-TETRADECEN-1-OL 95%
• CAS NO: 34010-15-6
• Molecular Formula: C₁₄H₂₈O
• Molecular Weight: 212.37
• EINECS: 251-790-0
• Mol File: 34010-15-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 280.7±8.0℃ (760 Torr)
• Flash Point: 144 °F
• Appearance: /
• Density: 0.846±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.000445mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• CAS DataBase Reference: CIS-11-TETRADECEN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-11-TETRADECEN-1-OL(34010-15-6)
• EPA Substance Registry System: CIS-11-TETRADECEN-1-OL(34010-15-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 34010-15-6(Hazardous Substances Data)

Usage

Uses

(11Z)-Tetradecen-1-ol is a long-chain fatty alcohol that can be produced in yeast by the heterogenous expression of genes involved in insect pheromone production. It has been postulated that acetyltransferases may catalyze the formation of acetates from acetyl-CoA and fatty alcohols in pheromone biosynthesis in insects.

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 1141, 1995 DOI: 10.1016/0040-4039(94)02441-D

InChI:InChI=1/C14H28O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h3-4,15H,2,5-14H2,1H3/b4-3-

Upstream product

• 65734-20-5 tetradeca-1,11c-diene 
• 33925-73-4 13-tetradec-11-yn-1-ol 
• 72310-85-1 2-[((Z)-Tetradec-11-enyl)oxy]-tetrahydro-pyran 
• 19101-00-9 (11?hydroxyundecyl)triphenylphosphonium bromide 
• 123-38-6 propionaldehyde 
• 34010-23-6 methyl (Z)-tetradec-11-enoate 
• 1611-56-9 1-Bromo-11-hydroxyundecane 
• 53463-68-6 1-bromo-10-decanol 
• 51795-88-1 1-bromo-10-(tetrahydropyranyloxy)decane 
• 71084-07-6 1-tetrahydropyranyloxy 11-dodecyne 
• 71084-06-5 1-(2H-tetrahydropyranyloxy)-11-tetradecyne 
• 35289-31-7 dodec-11-en-1-ol 
• 5675-51-4 1,12-dodecandiol 
• 111-81-9 Methyl 10-undecenoate 

Downstream Products

• 35237-64-0 (Z)-11-tetradecenal 
• 20711-10-8 (Z)-11-tetradecenyl acetate 
• 913964-02-0 3-[(11Z)-tetradec-11-en-1-yl]-1,3-oxazolidine-2,4-dione 
• 3669-80-5 11-hydroxyundecanoic acid 

Relevant articles and documents

SYNTHESIS OF STRAIGHT-CHAIN LEPIDOPTERAN PHEROMONES THROUGH ONE- OR TWO- CARBON HOMOLOGATION OF FATTY ALKENES

Methods for the preparation of alkenes including insect pheromones are described. The methods include homologation reactions employing reagents such as 1,3-diesters, epoxides, cyanoacetates, and cyanide salts for elongation of starting materials and intermediates by one or two carbon atoms. The alkenes include insect pheromones useful in a number of agricultural applications.

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.

Remarkable regioselective hydroboration of terminal alkenes by calcium borohydride

Calcium borohydride is found to hydroborate unsaturated systems in the presence of ethyl acetate. The reaction exhibits remarkable selectivity towards terminal double bonds. Several Z-11-alken-1-ol pheromones are synthesized using this method.