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111015

Sigma-Aldrich

Methylenecyclohexane

98%

Synonym(s):

1-Methylenecyclohexane

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About This Item

Linear Formula:
C6H10(=CH2)
CAS Number:
1192-37-6
Molecular Weight:
96.17
Beilstein:
773760
EC Number:
214-752-4
MDL number:
MFCD00001661
UNSPSC Code:
12352100
PubChem Substance ID:
24846870
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.449 (lit.)

bp

102-103 °C (lit.)

density

0.8 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C=C1CCCCC1

InChI

1S/C7H12/c1-7-5-3-2-4-6-7/h1-6H2

InChI key

YULMNMJFAZWLLN-UHFFFAOYSA-N

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General description

Methylenecyclohexane ring is obtained by 1,4-addition of 4-pentenylmagnesium bromide to 2-cyano-2-cycloalkenones followed by a Pd(II)-mediated oxidative cyclization. It undergoes gas phase ozonolysis to form secondary organic aerosol (SOA).

Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Danger

Hazard Statements

H225,H304

Hazard Classifications

Asp. Tox. 1 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

28.4 °F - closed cup

Flash Point(C)

-2 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Min-Tsang Hsieh et al.
Organic & biomolecular chemistry, 10(23), 4609-4617 (2012-05-15)
A highly efficient annulative approach towards the construction of the structurally attractive methylenecyclohexane ring was developed through a convenient 1,4-addition of 4-pentenylmagnesium bromide to 2-cyano-2-cycloalkenones followed by a Pd(II)-mediated oxidative cyclization of the resulting ω-unsaturated α-cyano ketones. Based on this
Conny Müller et al.
Electrophoresis, 28(9), 1364-1370 (2007-03-21)
The composition of secondary organic aerosol (SOA) from the gas phase ozonolysis of methylenecyclohexane was analyzed in a series of indoor aerosol chamber experiments. Capillary electrophoresis-electrospray ionization-ion trap mass spectrometry (CE/ESI-ITMS) was used for qualitative and quantitative analysis of SOA

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