24089-00-7

Basic information

• Product Name: 3-methyloct-1-en-3-ol
• Synonyms: 3-methyloct-1-en-3-ol;1-Octen-3-ol, 3-methyl-;3-METHYL-1-OCTEN-3-OL
• CAS NO: 24089-00-7
• Molecular Formula: C₉H₁₈O
• Molecular Weight: 142.23862
• EINECS: 246-015-8
• Mol File: 24089-00-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: -7°C (estimate)
• Boiling Point: 224.85°C (estimate)
• Flash Point: 61.6°C
• Appearance: /
• Density: 0.8660 (estimate)
• Vapor Pressure: 0.29mmHg at 25°C
• Refractive Index: 1.4391 (estimate)
• PKA: 14.70±0.29(Predicted)
• CAS DataBase Reference: 3-methyloct-1-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyloct-1-en-3-ol(24089-00-7)
• EPA Substance Registry System: 3-methyloct-1-en-3-ol(24089-00-7)

Safety Data

• Hazardous Substances Data: 24089-00-7(Hazardous Substances Data)

Usage

Safety Profile

Moderately toxic by ingestion. Low toxicity by skin contact. A severe skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C9H18O/c1-4-6-7-8-9(3,10)5-2/h5,10H,2,4,6-8H2,1,3H3

Upstream product

• 593-60-2 Vinyl bromide 
• 110-43-0 n-pentyl methyl ketone 
• 4312-99-6 oct-1-en-3-one 
• 917-54-4 methyllithium 
• 1838-94-4 isoprene epoxide 
• 23580-51-0 3-methyl-1-octyn-3-ol 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 66008-66-0 1-methyl-1-(n-pentyl)-2-propenyl acetate 

Relevant articles and documents

Prenyl Praxis: A Method for Direct Photocatalytic Defluoroprenylation

The prenyl fragment is the quintessential constituent of terpenoid natural products, a diverse family which contains numerous members with diverse biological properties. In contrast, fluorinated and multifluorinated arenes make up an important class of anthropogenic molecules which are highly relevant to material, agricultural, and pharmaceutical industries. While allylation chemistry is well developed, effective prenylation strategies have been less forthcoming. Herein, we describe the photocatalytic defluoroprenylation, a powerful method that provides access to "hybrid molecules" that possess both the functionality of a prenyl group and fluorinated arenes. This approach involves direct prenyl group transfer under very mild conditions, displays excellent functional group tolerance, and includes relatively short reaction times (4 h), which is the fastest photocatalytic C-F functionalization developed to date. Additionally, the strategy can be extended to include allyl and geranyl (10 carbon fragment) transfers. Another prominent finding is a reagent-dependent switch in regioselectivity of the major product from para to ortho C-F functionalization.

Enantio- and stereospecific syntheses of 15(R)-Me-PGD2, a potent and selective DP2-receptor agonist

(Chemical Equation Presented) The first total synthesis of 15(R)-Me-PGD2 3 is reported. The synthesis is based on the enantioselective and stereospecific syntheses of synthon 17 and its attachment to the five-membered ring by a olefin cross metathesis reaction. This approach permits the introduction of a side chain with a predetermined stereogenic center into the prostanoid ring, resulting in the synthesis of 15R-methyl prostaglandin D2 and allows rapid access to other prostanoids.

Regioselective SN2 opening of vinylic epoxides with trialkylzincates and trialkylaluminates

The use of trialkylorganozincates and tetraalkylaluminates allows regioselective SN2 nucleophilic opening of vinylic epoxides. The reaction occurs with an anti-substitution pattern and can be applied to a wide range of substrates. We also show that the solvent and the structure of the epoxide have an influence on the substitution products' ratio. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.