19754-59-7

Basic information

• Product Name: Tetrahydro-2-(9-tetradecynyloxy)-2H-pyran
• Synonyms: Tetrahydro-2-(9-tetradecynyloxy)-2H-pyran
• CAS NO: 19754-59-7
• Molecular Formula: C₁₉H₃₄O₂
• Molecular Weight: 294.4721
• Mol File: 19754-59-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 395.5°Cat760mmHg
• Flash Point: 131.8°C
• Appearance: /
• Density: 0.92g/cm³
• Vapor Pressure: 4.17E-06mmHg at 25°C
• Refractive Index: 1.473
• CAS DataBase Reference: Tetrahydro-2-(9-tetradecynyloxy)-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: Tetrahydro-2-(9-tetradecynyloxy)-2H-pyran(19754-59-7)
• EPA Substance Registry System: Tetrahydro-2-(9-tetradecynyloxy)-2H-pyran(19754-59-7)

Safety Data

• Hazardous Substances Data: 19754-59-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-14-17-20-19-16-13-15-18-21-19/h19H,2-4,7-18H2,1H3

Upstream product

• 109-65-9 1-bromo-butane 
• 19754-58-6 2-dec-9-ynyloxy-tetrahydro-pyran 
• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 
• 693-02-7 hex-1-yne 
• 629-41-4 1,8-Octanediol 
• 111-81-9 Methyl 10-undecenoate 
• 3927-60-4 undecanedioic acid monomethyl ester 
• 62285-66-9 methyl dec-9-ynoate 
• 25601-41-6 methyl 9-decenoate 
• 1642-49-5 dec-9-ynoic acid 
• 110-87-2 3,4-dihydro-2H-pyran 
• 17643-36-6 9-decyn-1-ol 
• 54894-30-3 11-acetoxyundecanoic acid 
• 112-19-6 10-undecenyl acetate 

Downstream Products

• 60037-69-6 9-tetradecyn-1-ol 
• 35153-15-2 (Z)-9-tetradecen-1-ol 
• 10378-01-5 palmitoleyl alcohol 
• 56219-04-6 (Z)-9-hexadecenal 
• 53939-27-8 (Z)-9-tetradecenal 
• 61319-25-3 9-tetradecyn-1-yl acetate 
• 23192-82-7 (E)-tetradec-9-en-1-yl acetate 
• 16725-53-4 (Z)-9-tetradecen-1-yl acetate 
• 57491-35-7 3(Z),13(E)-octadecadien-1-yl acetate 
• 71655-21-5 C₂₃H₄₂O₂ 
• 51812-91-0 1-(2-tetrahydropyranyloxy)-9E-tetradecene 

Relevant articles and documents

Synthesis and characterization of 3,13- and 2,13-octadecadienyl compounds for identification of the sex pheromone secreted by a clearwing moth, Nokona pernix

Several geometrical isomers of 3,13- and 2,13-octadecadien-1-ols and their acetates were synthesized starting from 1,8-octanediol or 1,9-nonanediol utilizing acetylene coupling reactions. In addition to commercially available compounds, all geometrical isomers of each dienyl compound were analyzed by NMR and GC-MS to accumulate chemical data for studies of sex pheromones secreted from clearwing moths classified into the family Sesiidae of Lepidoptera. Although acetoxy derivatives of the 3,13- and 2,13-dienes showed almost the same mass spectra, the alcohols were distinguished by comparing the relative intensities of [M - 18]+ at m/z 248, indicating direct differentiation of the two positional isomers without derivatization. Furthermore, each geometrical isomer eluted from a high-polar GC column with a different retention time. Base on these data, a pheromone gland extract of a sesiid moth, Nokona pernix, was analyzed by GC-EAD and GC-MS, and two EAG-active components were identified, viz., the (3E,13Z)- and (3Z,13Z)-isomers of 3,13-octadecadien-1-ol in a ratio of 9:1. In the field, the synthetic compounds mixed in 9:1 ratio attracted N. pernix males well, while a single component scarcely attracted the males. The number of attracted males peaked in the middle of June, and a small second peak was observed in August.

A facile synthesis of cotton bollworm (Heliothis armigera) pheromone components: (Z)-11-Hexadecenal and (Z)-9-hexadecenal

(Z)-Hexadecenal (1) and (Z)-9-hexadecenal (2) have been synthesised starting from easily accessible propargyl alcohol.Alkylation of propargyl alcohol yields 3 and 4, which on acetylene-zipper reaction give terminal acetylenes (5 and 6, R'=H).Alkylation of 5 and 6 followed by depyranylation afford 7 and 8.Partial cis-hydrogenation of these with P2Ni followed by PCC oxidation give compounds 1 and 2.

SYNTHESIS OF HIGHER ACETYLENIC ALCOHOLS

The alkylation of 1-alkynes in various solvents was investigated, and the optimum conditions for the production of acetylenic alcohols were obtained.