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232181

Sigma-Aldrich

Methyl 1-cyclohexene-1-carboxylate

≥97%

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About This Item

Linear Formula:
C6H9CO2CH3
CAS Number:
18448-47-0
Molecular Weight:
140.18
Beilstein:
1071971
EC Number:
242-331-5
MDL number:
MFCD00001544
UNSPSC Code:
12352100
PubChem Substance ID:
24853885
NACRES:
NA.22

Quality Level

200

Assay

≥97%

form

liquid

bp

190-192 °C
58-60 °C/0.1 mmHg (lit.)

density

1.028 g/mL at 20 °C (lit.)

functional group

ester

SMILES string

COC(=O)C1=CCCCC1

InChI

1S/C8H12O2/c1-10-8(9)7-5-3-2-4-6-7/h5H,2-4,6H2,1H3

InChI key

KXPWRCPEMHIZGU-UHFFFAOYSA-N

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Application

Methyl 1-cyclohexene-1-carboxylate was used in:
  • diastereoselective synthesis of cis-1,2-dialkenylcyclopropanols
  • synthesis of methyl 7,7-dimethyl-9-oxo-1,3,4,4a,6,7,8,9,9b-decahydrodibenzo[b,d]furan-4a-carboxylate
  • synthesis of ethyl 7-oxo-7b,8,9,10,11,11a-hexahydro-7H-benzo[b]phenaleno[2,1-d]furan-11a-carboxylate

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

159.8 °F - closed cup

Flash Point(C)

71 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Diastereoselective Synthesis of cis-1, 2-Dialkenylcyclopropanols and Subsequent Oxy-Cope Rearrangement.
Lee J, et al.
Journal of the American Chemical Society, 117(39), 9919-9920 (1995)
Ceric ammonium nitrate (CAN)-mediated oxidative cycloaddition of 1, 3-dicarbonyls to conjugated compounds. Efficient synthesis of dihydrofurans, dihydrofurocoumarins, dihydrofuroquinolinones, dihydrofurophenalenones, and furonaphthoquinone natural products.
Lee YR, et al.
Tetrahedron, 56(45), 8845-8853 (2000)

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