29162
Methyl 2-oxocyclohexanecarboxylate
technical, ≥90% (GC)
Synonym(s):
2-Methoxycarbonylcyclohexanone, Methyl cyclohexanone-2-carboxylate
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About This Item
Empirical Formula (Hill Notation):
C8H12O3
CAS Number:
Molecular Weight:
156.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
255-306-9
Beilstein/REAXYS Number:
510258
MDL number:
Assay:
≥90% (GC)
InChI key
JEENWEAPRWGXSG-UHFFFAOYSA-N
InChI
1S/C8H12O3/c1-11-8(10)6-4-2-3-5-7(6)9/h6H,2-5H2,1H3
SMILES string
COC(=O)C1CCCCC1=O
grade
technical
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.)
Quality Level
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.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
192.2 °F - closed cup
flash_point_c
89 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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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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