5911-04-6

Basic information

• Product Name: 3-Methylnonane
• Synonyms: Methylnonane
• CAS NO: 5911-04-6
• Molecular Formula: C₁₀H₂₂
• Molecular Weight: 0
• EINECS: 227-631-6
• Mol File: 5911-04-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 166-167 °C(lit.)
• Flash Point: 46 °C
• Appearance: /
• Density: 0.732 g/mL at 20 °C(lit.)
• Vapor Pressure: 2.19mmHg at 25°C
• Refractive Index: 1.412
• CAS DataBase Reference: 3-Methylnonane(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methylnonane(5911-04-6)
• EPA Substance Registry System: 3-Methylnonane(5911-04-6)

Safety Data

• Hazardous Substances Data: 5911-04-6(Hazardous Substances Data)

Usage

General Description

3-Methylnonane is a chemical compound with the molecular formula C10H22. It is a branched alkane with a methyl group attached to the third carbon atom of a nonane chain. 3-Methylnonane is a colorless liquid at room temperature and is primarily used as a solvent in various industrial applications. It is insoluble in water but soluble in organic solvents. 3-Methylnonane exhibits a boiling point of 168.6°C and a flash point of 40°C, making it potentially flammable. This chemical is also used in the production of lubricants, plasticizers, and other chemical intermediates, and is valued for its ability to dissolve non-polar substances.

InChI:InChI=1/C10H22/c1-4-6-7-8-9-10(3)5-2/h10H,4-9H2,1-3H3

Upstream product

• 21078-72-8 3-nonanol, 3-methyl- 
• 111-66-0 oct-1-ene 
• 557-18-6 diethylmagnesium 
• 925-90-6 ethylmagnesium bromide 
• 1678-93-9 butylcyclohexane 
• 124-18-5 decane 
• 97-93-8 triethylaluminum 
• 493-01-6 cis-decalin 
• 2386-64-3 ethylmagnesium chloride 
• 818-54-2 5-methoxy-1-hexen-3-yne 
• 22663-64-5 3-methylnonane-1-ol 
• 29117-48-4 (R)-(-)-2-iodooctane 
• 36049-78-2 2-iodooctane 
• 811-49-4 ethyllithium 

Downstream Products

• 871-83-0 isodecane 
• 17301-94-9 4-methylnonane 
• 74-98-6 propane 
• 75-28-5 Isobutane 
• 106-97-8 n-butane 
• 109-66-0 pentane 

Relevant articles and documents

The tantalum-catalyzed carbozincation of 1-alkenes with zinc dialkyls

The TaCl5-mediated reaction between monosubstituted alkenes and Et2Zn affords 3-(R-substituted)-n-butylzincs in high yield (up to 92%) and regioselectivity. Organozinc reagents bearing a longer alkyl chain (R = Prn, Bun, Amn, Hexn) react with 1-alkenes in the presence of TaCl5 as the catalyst to give two types of organozinc compound having iso-alkyl structure. The probable mechanism of the carbozincation reaction implies the formation of β-substituted and β,β'-disubstituted tantalacyclopentanes as the key intermediates. The thermodynamic probability of the mechanistic elementary stages for the ethylzincation of terminal alkenes has been estimated using DFT PBE/SBK method.

Unusual pathway of the tantalum-catalyzed carboalumination reaction of alkenes with triethylaluminum

Carboalumination of 1-alkenes (1-hexene, 1-octene, 1-decene) with Et 3Al in the presence of catalytic amounts of TaCl5 results in a mixture of 2-(R-substituted)- and 3-(R-substituted)-n-butylaluminums (1:1 ratio) in total yields of 75-85%. The TaCl5-catalyzed reaction of bicyclo[2.2.1]hept-2-ene, endo-tricyclo[5.2.1.02,6]deca-3,8-diene, and (exo/endo)-5-methylbicyclo[2.1.1]hept-2-ene with Et3Al leads to the formation of diethyl[2-exo-(2′-norbornylethyl)]aluminums in high yields. DFT calculations confirm the thermodynamic preference of the final exo product. The multistep reaction mechanisms for the formation of the resultant organoaluminums through tantalacyclopentanes as key intermediates are also discussed.

Two routes of tantalum-catalyzed alkene carbomagnesiation with ethyl Grignard reagents

Carbomagnesiation of 1-alkenes with EtMgX (X = Cl, Et) has been implemented in the presence of TaCl5 as a catalyst to give a mixture of 2-(R-substituted)- and 3-(R-substituted)-n-butylmagnesiums (5:4 ratio) ina total yield of 98%. The probable