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463507

Sigma-Aldrich

2-Bromo-1-indanone

90%

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About This Item

Empirical Formula (Hill Notation):
C9H7BrO
CAS Number:
1775-27-5
Molecular Weight:
211.06
MDL number:
MFCD00041030
UNSPSC Code:
12352100
PubChem Substance ID:
24870075
NACRES:
NA.22

assay

90%

bp

110-112 °C/0.4 mmHg (lit.)

mp

33-38 °C (lit.)

functional group

bromo
ketone

SMILES string

BrC1Cc2ccccc2C1=O

InChI

1S/C9H7BrO/c10-8-5-6-3-1-2-4-7(6)9(8)11/h1-4,8H,5H2

Inchi Key

UXVCSPSWUNMPMT-UHFFFAOYSA-N

General description

2-Bromo-1-indanone is a halogenated indanone. It can be obtained via bromination of 1-indanone.[1]

Application

2-Bromo-1-indanone may be used in the preparation of trans-2-benzal-1-indanone epoxide via Darzens-type condensation with benzaldehyde.[2] It may also be employed as substrate to investigate the substrate specificity of recombinant β-keto ester reductase (KER) of Penicillium citrinum.[3]

Pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH0957
02017TH
01201DD
21219HO
18505KB

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Expoxy ketones. VII. The stereochemistry of spiroepoxy ketones. Reactions of 2-benzal-1-indanone oxide.
Cromwell NH and Martin JL.
The Journal of Organic Chemistry, 33(5), 1890-1894 (1968)
The synthesis of derivatives of 1-indanone and indenone.
House HO, et al.
Journal of the American Chemical Society, 82(6), 1452-1457 (1960)
N Itoh et al.
Applied microbiology and biotechnology, 66(1), 53-62 (2004-09-01)
A novel beta-keto ester reductase (KER) was purified to homogeneity from recombinant Escherichia coli (pTrcKER) cells, which efficiently expressed the ker gene cloned from Penicillium citrinum IFO4631. The enzyme was monomeric and had a molecular mass of 37 kDa. It

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