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Key Documents

M65807

Sigma-Aldrich

2-Methylpentane

≥99%

Synonym(s):

‘Isohexane’

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About This Item

Linear Formula:
CH3CH2CH2CH(CH3)2
CAS Number:
Molecular Weight:
86.18
Beilstein:
1730735
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3 (vs air)

vapor pressure

6.77 psi ( 37.7 °C)

Assay

≥99%

form

liquid

autoignition temp.

583 °F

expl. lim.

7 %

refractive index

n20/D 1.371 (lit.)

bp

62 °C (lit.)

mp

−154 °C (lit.)

density

0.653 g/mL at 25 °C (lit.)

SMILES string

CCCC(C)C

InChI

1S/C6H14/c1-4-5-6(2)3/h6H,4-5H2,1-3H3

InChI key

AFABGHUZZDYHJO-UHFFFAOYSA-N

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Application

2-Methylpentane is mainly used in studies involving the functionalization of aliphatic C–H bonds using different carbene insertion processes to form C–H insertion products. The metal-free Ritter-type amination reaction of tertiary C–H bond using iodic acid as an oxidant in the presence of N-hydroxyphthalimide has also been reported.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

19.4 °F - closed cup

Flash Point(C)

-7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Ritter-type amination of C--H bonds at tertiary carbon centers using iodic acid as an oxidant.
Kiyokawa K, et al.
Chemical Communications (Cambridge, England), 52(89), 13082-13085 (2016)
Metal-Free C--H Functionalization of Alkanes by Aryldiazoacetates.
Tortoreto C, et al.
Organic Letters, 19(4), 770-773 (2017)
Zinc (II)-Mediated carbene insertion into C--H bonds in alkanes.
Kulkarni N V, et al.
Inorganic Chemistry, 54(23), 11043-11045 (2015)
Andrea N Giordano et al.
The journal of physical chemistry. A, 119(15), 3545-3555 (2015-03-27)
We report the solvent-dependent dynamics of carbonyl site exchange for Fe(CO)3(η(4)-norbornadiene) (FeNBD) in a series of linear and nonlinear alkanes. The barrier to exchange is very low (∼1.5 kcal/mol), and the resulting carbonyl dynamics are rapid enough to lead to
2-Methylpentane (isohexane). CAS# 107-83-5.
J B Galvin et al.
Journal of toxicology and environmental health. Part A, 58(1-2), 81-92 (1999-10-28)

Protocols

-1,3-Dimethylcyclopentane; 1,1-Dimethylcyclopentane; 2,2,3-Trimethylpentane; 2,2-Dimethylbutane; 2,2-Dimethylhexane; 2,2-Dimethylpentane; 2,3-Dimethylbutane; 2,3-Dimethylhexane; 2,4-Dimethylheptane; 2,4-Dimethylpentane; 2,5-Dimethylheptane; 2-Methylhexane; 2-Methylpentane; 3,3-Dimethylpentane; 3,4-Dimethylhexane; 3-Ethylpentane; 3-Methyloctane; 4-Methylheptane; Ethylbenzene; Ethylcyclopentane; 2,6-Dimethylheptane; 3-Ethylheptane

Protocol for GC Analysis of Hydrocarbons in Gasoline on Petrocol® DH

-Xylene; Nonane; Propylbenzene; Mesitylene; 1,2,4-Trimethylbenzene; 1,2,3-Trimethylbenzene; 1,3-Diethylbenzene; 1,4-Dimethyl-2-ethylbenzene; 1,2-Dimethyl-4-ethylbenzene; Durene; 1,2,3,5-Tetramethylbenzene; 1,2,3,5-Tetramethylbenzene; 2-Methylnaphthalene (β)

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