64604-68-8

Basic information

• Product Name: 2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran
• Synonyms: 2-(Dodec-8-yn-1-yloxy)tetrahydro-2H-pyran; 2H-pyran, 2-(8-dodecyn-1-yloxy)tetrahydro-
• CAS NO: 64604-68-8
• Molecular Formula: C₁₇H₃₀O₂
• Molecular Weight: 266.4189
• Mol File: 64604-68-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 366°C at 760 mmHg
• Flash Point: 125.8°C
• Density: 0.93g/cm³
• Vapor Pressure: 3.19E-05mmHg at 25°C
• Refractive Index: 1.472
• CAS DataBase Reference: 2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran(64604-68-8)
• EPA Substance Registry System: 2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran(64604-68-8)

Safety Data

• Hazardous Substances Data: 64604-68-8(Hazardous Substances Data)

Usage

General Description

2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran is a chemical compound that belongs to the class of tetrahydropyrans and contains a dodecynyl group. It is a synthetic compound with potential applications in organic synthesis and material chemistry. The dodecynyl group consists of a 12-carbon chain with a terminal alkyne, and the tetrahydropyran ring contains five carbon atoms and one oxygen atom. 2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran has the potential to be used in the development of new materials or as a building block in the synthesis of more complex organic molecules. Its unique structure and properties make it an interesting target for research and potential industrial applications.

Upstream product

• 14752-60-4 pentynyl bromide 
• 81744-94-7 7-tetrahydropyranyloxy-heptyl-magnesium chloride 
• 20731-23-1 methyl non-8-enoate 
• 10160-28-8 8-nonyn-1-ol 
• 106-79-6 dimethyl sebacate 
• 818-88-2 sebacic acid mono methyl ester 
• 7003-48-7 non-8-ynoic acid methyl ester 
• 30964-01-3 non-8-ynoic acid 
• 111-20-6 1,10-decanedioic acid 
• 116612-02-3 9,9-Dbromo-1-(2-tetrahydropyranyloxy)non-8-ene 
• 57221-80-4 8-tetrahydropyranyloxyoctanal 
• 51326-52-4 8-(tetrahydro-2H-pyran-2-yloxy)octan-1-ol 
• 10160-26-6 9-(2-tetrahydropyranyloxy)-1-nonyne 
• 106-94-5 propyl bromide 

Downstream Products

• 28079-04-1 (Z)-8-dodecen-1-yl acetate 
• 38363-29-0 (E)-8-dodecenyl acetate 
• 98398-50-6 (Z)-1-(2-tetrahydropyranyloxy)dodec-8-ene 
• 64604-69-9 1-(2-tetrahydropyranyloxy)dodec-8(E)-ene 
• 26906-26-3 1-Acetoxydodec-8-yne 

Relevant articles and documents

A (Z/E) - 8 - dodecene -1 - ethoxylate ester synthesis method

The invention discloses a (Z/E)-8-dodecylene-1-olacetate synthesis method. The method is characterized in that 1-halogenated pentine and magnesium 1-(2-oxotetrahydropyranyl)heptylhalide as initial raw materials undergo a coupling reaction to produce 8-(2-oxotetrahydropyranyl)dodecyne, the 8-(2-oxotetrahydropyranyl)dodecyne is subjected to hydrogenation, one-pot deprotection and esterification so that (Z)-8-dodecylene-1-olacetate and (E)-8-dodecylene-1-olacetate are obtained, wherein a mole ratio of (Z)-8-dodecylene-1-olacetate to (E)-8-dodecylene-1-olacetate is (90%-99.5%): (10%-0.5%). The method utilizes 1-halogenated pentine and magnesium 1-(2-oxotetrahydropyranyl)heptylhalide as initial raw materials, provides a novel reaction route, has a short route, produces less by-product, has simple and routine processes, is free of complex post-reaction treatment processes and improves production efficiency. The method satisfies different insect pheromone trap or lure requirements on an isomer ratio in practical application and is suitable for large-scale industrial production.

Metamorphosis of Castor Oil to Insect Sex-pheromones and Useful Synthons

The primary fragmentation products of Castor oil (1), namely, methyl undec-10-enoate (2) and sebacic acid (3) have been converted, using novel reactions and strategies into synthons of the type H-CC-(CH2)n-3-CH2OTHP (n=6=4; n=7=14; n=8=22; n=9=29).A surprisingly clean decarboxylative elimination of sebacic acid monoester gives methyl non-8-enoate (7), a synthon related to recefeiolide and a precursor to 4, the utility of which, has been illustrated with the synthesis of insect-pheromones of the species Grapholita molesta.Methyl dec-9-enoate (15) has been prepared by a novel and practical terminal ? to lower terminal ? degradation of 2.Compound 7 has been transformed via synthon 14 to the insect sex-pheromones of the species, Spodoptera frugiperda, Heliothis virescens and Paralobesia viteana in high yields and excellent stereochemical purity. 1-Tetrahydropyranyloxyundec-10-yne (22) readily prepared from 2, has been used to illustrate a new strategy in pheromone synthesis, namely, the use of coupling elements, leading to the preparation of bombykol in high yields and excellent stereochemical purity. 1-Tetrahydropyranyloxydodec-11-yne (29), already reported, has been transformed to vaccenic acid (30), the transposed ?-isomer of oleic acid, in good yields, thus demonstrating the use of acetylide synthons for the preparation of rare fatty acids also.