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

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

Uses

Used in Organic Synthesis:
2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran is used as a building block in organic synthesis for the development of more complex organic molecules. Its dodecynyl group and tetrahydropyran ring provide a versatile platform for chemical reactions, enabling the creation of a wide range of compounds with diverse properties and applications.
Used in Material Chemistry:
In the field of material chemistry, 2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran is used as a precursor for the development of new materials. Its unique structure allows for the formation of novel materials with specific properties, such as improved stability, enhanced reactivity, or tailored physical characteristics. This makes it a valuable component in the design and synthesis of advanced materials for various applications.
Used in Pharmaceutical Research:
2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran is used as a starting material in the synthesis of pharmaceutical compounds. Its unique structure and reactivity can be exploited to create new drug candidates with potential therapeutic effects. Researchers can explore its potential in the development of novel drugs for the treatment of various diseases and medical conditions.
Used in Chemical Sensors:
Due to its unique structure and properties, 2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran can be used in the development of chemical sensors. Its reactivity and selectivity towards specific analytes can be harnessed to create sensors with high sensitivity and selectivity, enabling the detection and monitoring of various chemical species in different environments.
Used in Nanotechnology:
In the field of nanotechnology, 2-(dodec-8-yn-1-yloxy)tetrahydro-2H-pyran can be used as a building block for the synthesis of nanomaterials. Its unique structure and properties can contribute to the development of novel nanostructures with specific functions, such as drug delivery systems, catalysts, or materials with unique electronic or optical properties.

Upstream product

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

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.

SYNTHESIS OF PHEROMONES, III IMPROVED AND STEREOCONTROLLED SYNTHESES OF ISOMERIC MIXTURES OF 8-DODECEN-1-YL ACETATES

Simple syntheses have been developed for the preparation of isomeric mixtures of 8-dodecen-1-yl acetates, which are active sex pheromones of many insect species.The Wittig reaction under modified conditions and reduction of the C-C triple bond were applied for the stereocontrolled formation of the C-C double bond.

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.