68516-29-0

Basic information

• Product Name: (E)-tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran
• Synonyms: (E)-tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran;Tetrahydro-2-[(E)-12-tetradecen-9-ynyloxy]-2H-pyran;(E)-2-(12-Tetradecen-9-yn-1-yloxy)tetrahydropyran;2H-Pyran, tetrahydro-2-((12E)-12-tetradecen-9-yn-1-yloxy)-;2H-Pyran, tetrahydro-2-((12E)-12-tetradecen-9-ynyloxy)-;Einecs 271-143-6
• CAS NO: 68516-29-0
• Molecular Formula: C₁₉H₃₂O₂
• Molecular Weight: 292.45618
• EINECS: 271-143-6
• Mol File: 68516-29-0.mol

Chemical Properties

• Boiling Point: 382.9°Cat760mmHg
• Flash Point: 126.2°C
• Appearance: /
• Density: 0.93g/cm³
• Vapor Pressure: 1.01E-05mmHg at 25°C
• Refractive Index: 1.484
• CAS DataBase Reference: (E)-tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran(68516-29-0)
• EPA Substance Registry System: (E)-tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran(68516-29-0)

Safety Data

• Hazardous Substances Data: 68516-29-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(E)-Tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran is utilized as an intermediate in the synthesis of pharmaceuticals due to its unique chemical structure and reactivity. Its presence in the synthesis process aids in the development of new drugs with potential therapeutic benefits.
Used in Organic Compounds Synthesis:
In the chemical industry, (E)-Tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran serves as a key component in the synthesis of various organic compounds. Its versatile structure allows for the creation of a wide range of products with different applications, from materials science to specialty chemicals.
Used in Research and Development:
(E)-Tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran's unique properties make it a valuable tool in research and development, particularly in the fields of organic chemistry and medicinal chemistry. Scientists and researchers can use (E)-Tetrahydro-2-(12-tetradecen-9-ynyloxy)-2H-pyran to explore new reaction pathways, develop novel synthetic methods, and investigate its potential applications in creating innovative materials and pharmaceuticals.

InChI:InChI=1/C19H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-14-17-20-19-16-13-15-18-21-19/h2-3,19H,4,7-18H2,1H3/b3-2+

Upstream product

• 19754-57-5 1-chloro-2-(tetrahydropyran-2-yloxy)octane 
• 629-41-4 1,8-Octanediol 
• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 
• 110-87-2 3,4-dihydro-2H-pyran 
• 19754-58-6 2-dec-9-ynyloxy-tetrahydro-pyran 
• 4784-77-4 (E)-1-Bromo-2-butene 
• 4894-61-5 trans-but-2-enyl chloride 
• 2050-23-9 diethyl suberate 
• 23144-52-7 8-chlorooctan-1-ol 

Downstream Products

• 42521-46-0 Tetradeca-cis-9,trans-12-dien-1-ol 
• 30507-70-1 Tetradec-9Z,12E-dien-1-yl Acetate 

Relevant articles and documents

SYNTHESIS OF THE SEX PHEROMONE OF THE GRAIN MOTH Ephestia Elutella

A most convenient synthesis of tetradeca-9Z,12E-dien-1-ol and its acetate - components of the sex pheromone of the grain moth - has been carried out on the basis of a scheme for obtaining a cis-1,trans-4-dienic system.

INSECT SEX PHEROMONES. STEREOSELECTIVE SYNTHESIS OF SEVERAL (Z)- AND (E)-ALKEN-1-OLS, THEIR ACETATES, AND OF (9Z,12E)-9,12-TETRADECADIEN-1-YL ACETATE

Several female sex pheromone components produced by moths belonging to the order of Lepidoptera, and potential attractants of Dacus oleae (Diptera:Tripetidae) have been synthesized in high chemical and stereoisomeric purity by improved acetylenic routes involving alkylation of lithium 1-alkyn-1-ides in HMPT, followed by (Z) and (E) highly stereoselective reduction of the derived internal alkynes.Particular care has been paid to optimize the parameters of the reactions used and to evaluate the chemical and isomeric purity of the reaction products.The compounds synthesized include (Z)- and (E)-5-nonen-1-ol, (Z)- and (E)-7-dodecen-1-yl acetate, (Z)- and (E)-7-teradecen-1-yl acetate, (Z)- and (E)-7-nonen-1-ol, (Z)- and (E)-9-tetradecen-1-yl acetate, (Z)- and (E)-10-tetradecen-1-yl acetate, (Z)- and (E)-11-tetradecen-1-yl acetate.Pure (Z)-6-nonen-1-ol, which is an attractant of olive fruit fly, D. oleae, and very probably, a constituent of the sex pheromone of females of this insect, has been prepared by a rather efficient copper-catalyzed reaction between (Z)-3-hexen-1-ylmagnesium bromide and oxetane. (9Z,12E)-9,12-Tetradecadien-1-yl acetate, which is the pheromone of Anagasta kuenniella, Ephestia elutella, Cadra figulella, Spodoptera exigua, S. litura, and a component of the sex pheromones of several other Lepidoptera, has been conveniently prepared by using the copper-catalyzed coupling reaction between (E)-1-chloro-2-butene and 10-tetrahydropyranyloxy-1-decenylmagnesium bromide, followed by acetylation and Z-stereoselective reduction of the derived 1,4-enyne.All syntheses have been conducted on a scale to yield less than 50 mmol of the pure sex pheromone components, but seem adaptable for much larger quantities.