51193-99-8

Basic information

• Product Name: 3-METHYL-6-HEPTEN-1-YN-3-OL
• Synonyms: Nsc30229;3-Methylhept-6-en-1-yn-3-ol;TIMTEC-BB SBB009072;3-METHYL-6-HEPTEN-1-YN-3-OL;3-Methyl-6-heptne-1-yn-3-ol
• CAS NO: 51193-99-8
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.18
• Mol File: 51193-99-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 185.3°Cat760mmHg
• Flash Point: 107.9°C
• Appearance: /
• Density: 0.906g/cm³
• Vapor Pressure: 0.198mmHg at 25°C
• Refractive Index: 1.469
• CAS DataBase Reference: 3-METHYL-6-HEPTEN-1-YN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-6-HEPTEN-1-YN-3-OL(51193-99-8)
• EPA Substance Registry System: 3-METHYL-6-HEPTEN-1-YN-3-OL(51193-99-8)

Safety Data

• Hazardous Substances Data: 51193-99-8(Hazardous Substances Data)

Usage

General Description

3-Methyl-6-hepten-1-yn-3-ol is a chemical compound with the molecular formula C8H12O. It is an unsaturated alcohol with a triple bond at the first carbon and a double bond at the sixth carbon. 3-METHYL-6-HEPTEN-1-YN-3-OL is commonly used in the synthesis of pharmaceuticals, fragrances, and flavors. It has a strong, sweet, and woody odor, making it a valuable ingredient in the production of perfumes and colognes. Additionally, 3-Methyl-6-hepten-1-yn-3-ol is also used as an intermediate in the manufacturing of various chemical products. Overall, this chemical compound has versatile applications in the chemical and fragrance industries.

InChI:InChI=1/C8H12O/c1-4-6-7-8(3,9)5-2/h2,4,9H,1,6-7H2,3H3

Upstream product

• 109-49-9 5-Hexen-2-one 
• 1066-26-8 sodium acetylide 
• 74-86-2 acetylene 
• 4301-14-8 acetylenemagnesium bromide 
• 1449379-56-9 C₁₁H₂₀OSi 
• 75-20-7 calcium carbide 

Downstream Products

• 34780-69-3 3-methyl hepta-1,6-dien-3-ol 
• 132723-53-6 5-(3-butenyl)-5-methyl-4-methylene-3-tosyloxazolidin-2-one 
• 51221-83-1 (E)-3-methylhept-2,6-dien-1-al 
• 51221-82-0 3-methylhepta-2,6-dienal 
• 910644-91-6 C₁₄H₁₄INO₃ 
• 1449379-58-1 C₁₄H₁₅N₃O 
• 1449379-59-2 1-(2-azidophenyl)-3-methylhept-6-en-1-yn-3-yl acetate 
• 1449379-57-0 C₁₄H₁₇NO 

Relevant articles and documents

Synthesis of acetylenic alcohols with calcium carbide as the acetylene source

Propargyl alcohols containing a terminal alkyne group are highly important and versatile intermediates. Here, we report the synthesis of these compounds from an inexpensive and renewable resource, calcium carbide (CaC2). No metal catalysts are required in this new protocol and the reactions take place under very mild conditions.

Evidence for the rapid conversion of stephacidin B into the electrophilic monomer avrainvillamide in cell culture

We report that the dimeric alkaloid stephacidin B (1) and the monomeric alkaloid avrainvillamide (2) function equivalently within experimental error to inhibit the growth of four different cultured human cancer cell lines. We also show that the proportion

PtCl2-mediated cycloisomerization of unsaturated propargylic carboxylates

The PtCl2-mediated cycloisomerization of unsaturated propargylic carboxylates yields differently functionalized bicyclo[4.1.0]heptane enol esters from moderate to good yield, in a very diastereoselective manner. We have prepared and submitted to PtCl2-catalyzed cycloisomerization a series of differently substituted hept-1-en-6-ynes with different O-acyl (acetyl, trichloroacetyl, 3,4,5-trimethoxybenzoyl, etc.) protecting groups at propargylic positions, investigating also the effect of the geometry at the double bond, as well as the effect of the number of substituents at the alkene moiety. As a result, we have found that the O-acetyl migrating group is the best one in terms of simplicity and chemical yields. In this reaction we have isolated mixtures of compounds formed by minor 1-acetoxy-allenes and major bicyclo[4.1.0]heptane derivatives. Major products are the result of a sequential process involving steps of cycloisomerization plus cyclopropanation, followed by acyl migration. The basic methanolysis (K2CO3, MeOH) of these intermediates gave mixtures of cis and trans-caran-2-ones. This two-step protocol (cycloisomerization plus basic methanolysis) for the syntheses of α,β-unsaturated cyclopropyl ketones constitutes a synthetic alternative to the usual unfriendly, intramolecular cyclopropanation of unsaturated α-diazocarbonyl derivatives. The formation of these bicyclo[4.1.0]heptane derivatives is a simple, but efficient entry into the skeleton of the 'carane' family of natural products.