20599-16-0

Basic information

• Product Name: 2-methyloct-3-yn-2-ol
• Synonyms: 2-Methyloct-3-yn-2-ol; 3-octyn-2-ol, 2-methyl-
• CAS NO: 20599-16-0
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.2227
• Mol File: 20599-16-0.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 161.43°C at 760 mmHg
• Flash Point: 55.193°C
• Density: 0.888g/cm³
• Vapor Pressure: 0.788mmHg at 25°C
• Refractive Index: 1.46
• CAS DataBase Reference: 2-methyloct-3-yn-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyloct-3-yn-2-ol(20599-16-0)
• EPA Substance Registry System: 2-methyloct-3-yn-2-ol(20599-16-0)

Safety Data

• Hazardous Substances Data: 20599-16-0(Hazardous Substances Data)

Upstream product

• 32359-01-6 hexenylmagnesium bromide 
• 67-64-1 acetone 
• 42332-01-4 sodium butylacetylide 
• 693-02-7 hex-1-yne 
• 7138-42-3 2-(hex-1-yn-1-yl)-2-methyloxirane 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 109-69-3 n-Butyl chloride 
• 29552-15-6 4-chloro-2-methylbut-3-yn-2-ol 
• 17689-03-1 1-hexynyllithium 
• 106-38-7 para-bromotoluene 

Downstream Products

• 18521-07-8 2-methyl-oct-3c-en-2-ol 
• 17302-15-7 3,3-dimethyl-nonane 
• 29022-31-9 3,3-dimethyl-non-4-yne 

Relevant articles and documents

Synthetic Photochemistry. A Synthesis of the Carbon Skeleton found in Taylorine from Mylia taylorii, using the Di-?-methane Rearrangement

Synthetic routes to the E- and Z-cyclopentenones (20) and (25), which incorporate photosensitive 1,4-diene systems, are described.Irradiation of the E-cyclopentenone (20) is shown to result in efficient regiospecific di-?-methane rearrangement (>70percent) to the vinylcyclopropane (26), which is then converted into trans-deoxytaylorione (28).Irradiation of the corresponding Z-cyclopentenone (25) also leads to (26), presumably by way of the E-cyclopentenone (20), produced by Z-E photoisomerisation.

Copper-Catalyzed Propargylation of Nitroalkanes

Using a commercially available, inexpensive, and abundant copper catalyst system, an efficient α-functionalization of nitroalkanes with propargyl bromides is now established. This mild and robust method is highly functional group tolerant and provides straightforward access to complex secondary and tertiary homopropargylic nitroalkanes. Moreover, the utility of these α-propargylated nitroalkanes is demonstrated through downstream functionalization to biologically relevant, five-membered N-heterocycles such as pyrroles and 2-pyrrolines.

Palladium(II)/Lewis acid cocatalyzed oxidative annulation of 2-alkenylanilines and propargylic esters: An access to benzo[ b]azepines

An attractive approach to valuable yet synthetically challenging benzo[b]azepines was established via palladium(II)/Lewis acid cocatalyzed oxidative [5 + 2] annulation of readily available 2-alkenylanilines and propargylic esters. The protocol features mild reaction conditions and good functional group tolerance, constituting an array of benzo[b]azepines in yields of 30-75%.