65939-59-5

Basic information

• Product Name: 1-HEPTEN-6-YNE
• Synonyms: 1-HEPTEN-6-YNE;1-Hepten-6-yne (9CI)
• CAS NO: 65939-59-5
• Molecular Formula: C₇H₁₀
• Molecular Weight: 94.15
• Mol File: 65939-59-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-HEPTEN-6-YNE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-HEPTEN-6-YNE(65939-59-5)
• EPA Substance Registry System: 1-HEPTEN-6-YNE(65939-59-5)

Safety Data

• Hazardous Substances Data: 65939-59-5(Hazardous Substances Data)

Usage

General Description

1-Hepten-6-yne is a chemical compound with the molecular formula C7H12. It is a linear aliphatic compound that contains both an alkene and an alkyne functional group. It is commonly used as a chemical intermediate in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. 1-Hepten-6-yne can undergo various chemical reactions, such as addition reactions and hydrogenation, to produce a range of different organic compounds. It is also used in some research and industrial applications as a reagent or catalyst in the production of other specialty chemicals. Overall, 1-Hepten-6-yne is a versatile compound with a wide range of potential applications in the chemical industry.

Upstream product

• 1066-26-8 sodium acetylide 
• 1119-51-3 bromopentene 
• 928-50-7 5-chloropent-1-ene 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 
• 111-24-0 1,5-dibromo-pentane 
• 70277-75-7 lithium acetylide 
• 127130-74-9 6-Heptyn-2-one tosylhydrazone sodium salt 
• 127130-73-8 6-Heptyn-2-one tosylhydrazone lithium salt 

Downstream Products

• 151679-28-6 2-(4-Ethynyl-oct-7-enyloxy)-tetrahydro-pyran 
• 130894-12-1 Oct-7-en-2-ynoic acid methyl ester 
• 55282-90-1 nona-3t,8-dien-2-one 
• 138042-37-2 1-bicyclo[3.1.0]hex-1-ylpropan-2-one 
• 757188-19-5 trans-1-methoxy-2-(3-methyl-octa-2,7-dienyl)-benzene 
• 757188-22-0 trans-1-methoxy-4-(3-methyl-octa-2,7-dienyl)-benzene 
• 752209-20-4 2-(3-methylocta-2,7-dienyl)phenyl methoxymethyl ether 
• 1569492-59-6 C₁₆H₂₂Si 
• 1569492-62-1 C₁₆H₂₂Si 
• 752209-11-3 2-(3-methylocta-2,7-dienyl)phenol 
• 72200-41-0 bicyclo[3.3.0]oct-1-en-3-one 
• 79972-66-0 octa-7-en-2-yn-1-ol 

Relevant articles and documents

Bicyclic nucleoside inhibitors of varicella-zoster virus (VZV): Effect of terminal unsaturation in the side-chain

As part of an ongoing research program, we have prepared novel bicyclic nucleoside inhibitors bearing long alkyl side-chains for evaluation against VZV. In particular, we report the synthesis of analogues with terminal unsaturation in the side-chain. Terminal alkenyl derivatives were found to be potent antivirals whereas the terminal alkynyls displayed poor activity.

Preparation of Medium-Ring Lactones and Lactams by Electrophilic Cyclizations

-

Chemistry of 1-Carbena-5-hexyne and Related Intermediates

Pyrolysis of the lithium salt of the tosylhydrazone of 4,4-dimethyl-6-heptyn-2-one (6b) as the dry salt over a temperature range of 150 to 200 deg C formed 4,4-dimethyl-1-hepten-6-yne (8), cis-4,4-dimethyl-5-hepten-1-yne (9), and trans-4,4-dimethyl-5-hepten-1-yne (10) with an average acyclic enyne composition of 11.1:4.9:84.0.The fourth product component, 1,5,5-trimethyl-1,3-cyclohexadiene (11a), was formed in 22-28percent relative to the acyclic enyne fraction.In order to test for a carbene to carbene equilibration, the lithium and sodium salts of 3,5,5-trimethyl-2-cyclohexenone tosylhydrazone were pyrolyzed.The lithium (sodium) salt formed 95.2percent (96.7percent) 11 and 4.8percent (3.3percent) 5,5-dimethyl-1-methylene-2-cyclohexene (19).Pyrolysis of the sodium salt of 4,4-dimethyl-6-heptyn-2-one (6c) generated an increased amount of cyclic product exhibiting a product composition of 72.0percent 11a, 8.7percent 8, 2.3percent 9, and 17.0percent 10, whereas the pyrolysis of 6c in the presence of 3.0 equiv of LiBr produced a product composition poorer in cyclic product (34.6percent 11a, 13.2percent 8, 5.2percent 9, and 47.2percent 10).Thermolysis of the lithium (sodium) salt of the tosylhydrazone of 2-heptanon-6-yne generates products with a reaction composition of 4.8percent (47.8percent) 1-methyl-1,3-cyclohexadiene (11b), 8.1percent (5.9percent) 1-hepten-6-yne (21), 29.9percent (11.4percent) cis-5-hepten-1-yne (22), and 57.3percent (35.1percent) trans-5-hepten-1-yne (23).In order to characterize the alkynylcarbenes formed in these decompositions, the related saturated systems were investigated by pyrolysis of the lithium and sodium salts of the tosylhydrazones of 2-heptanone and 4,4-dimethyl-2-heptanone.The mechanistic pathways for the decomposition of 2-diazo-4,4-dimethyl-1-heptyne are described in terms of (a) a pyrazole route and (b) a carbene to carbene rearrangement.