29162
Methyl 2-oxocyclohexanecarboxylate
technical, ≥90% (GC)
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Synonym(s):
2-Methoxycarbonylcyclohexanone, Methyl cyclohexanone-2-carboxylate
Empirical Formula (Hill Notation):
C8H12O3
CAS Number:
Molecular Weight:
156.18
Beilstein:
510258
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
technical
Quality Level
Assay
≥90% (GC)
refractive index
n20/D 1.483
bp
50 °C/0.2 mmHg (lit.)
density
1.10 g/mL at 20 °C (lit.)
SMILES string
COC(=O)C1CCCCC1=O
InChI
1S/C8H12O3/c1-11-8(10)6-4-2-3-5-7(6)9/h6H,2-5H2,1H3
InChI key
JEENWEAPRWGXSG-UHFFFAOYSA-N
Application
Methyl 2-oxocyclohexanecarboxylate has been used in the synthesis of substituted tetrahydrobenzofuran derivatives via reaction with propargylic esters in the presence of palladium catalyst.
WGK
WGK 3
Flash Point(F)
192.2 °F
Flash Point(C)
89 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Highly diastereoselective synthesis of tetrahydrobenzofuran derivatives by palladium-catalyzed reaction of propargylic esters with substituted ?-dicarbonyl compounds.
Yoshida M, et al.
Tetrahedron, 66(14), 2675-2682 (2010)
Qinglei Meng et al.
Nature communications, 8, 14190-14190 (2017-02-01)
Cyclohexanone and its derivatives are very important chemicals, which are currently produced mainly by oxidation of cyclohexane or alkylcyclohexane, hydrogenation of phenols, and alkylation of cyclohexanone. Here we report that bromide salt-modified Pd/C in H
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