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414522

Sigma-Aldrich

7-Oxabicyclo[4.1.0]heptan-2-one

98%

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About This Item

Empirical Formula (Hill Notation):
C6H8O2
CAS Number:
6705-49-3
Molecular Weight:
112.13
EC Number:
229-751-4
MDL number:
MFCD00192371
UNSPSC Code:
12352100
PubChem Substance ID:
24865940
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.474 (lit.)

bp

76-78 °C/15 mmHg (lit.)

density

1.13 g/mL at 25 °C (lit.)

functional group

ether
ketone

SMILES string

O=C1CCCC2OC12

InChI

1S/C6H8O2/c7-4-2-1-3-5-6(4)8-5/h5-6H,1-3H2

InChI key

QKOHEJBTNOEACF-UHFFFAOYSA-N

General description

7-Oxabicyclo[4.1.0]heptan-2-one is one of the products formed during oxidation of cyclohexene by dendritic complexes. It has been reported as anticapsin analog.

Application

7-Oxabicyclo[4.1.0]heptan-2-one was employed as substrate to investigate the substrate specificity of purified recombinant NADPH-dependent 3-quinuclidinone reductases from Microbacterium luteolum JCM 9174 for the reductive reaction of ketones.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000237100
0000228741
0000210295
0000199825
MKCC4051

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Kentaro Isotani et al.
Applied and environmental microbiology, 79(4), 1378-1384 (2012-12-25)
We used the resting-cell reaction to screen approximately 200 microorganisms for biocatalysts which reduce 3-quinuclidinone to optically pure (R)-(-)-3-quinuclidinol. Microbacterium luteolum JCM 9174 was selected as the most suitable organism. The genes encoding the protein products that reduced 3-quinuclidinone were
Oxidation of cyclohexene by dendritic PAMAMSA-Mn (II) complexes.
Yang Z-W, et al.
J. Mol. Catal. A: Chem., 213(2), 169-176 (2004)

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