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329738

Sigma-Aldrich

2-Acetyl-5-bromothiophene

99%

Synonym(s):

5-Bromo-2-thienyl methyl ketone

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About This Item

Empirical Formula (Hill Notation):
C6H5BrOS
CAS Number:
5370-25-2
Molecular Weight:
205.07
EC Number:
226-363-7
MDL number:
MFCD00014528
UNSPSC Code:
12352100
PubChem Substance ID:
24859809
NACRES:
NA.22

Assay

99%

form

solid

bp

103 °C/4 mmHg (lit.)

mp

94-96 °C (lit.)

SMILES string

CC(=O)c1ccc(Br)s1

InChI

1S/C6H5BrOS/c1-4(8)5-2-3-6(7)9-5/h2-3H,1H3

InChI key

IGBZCOWXSCWSHO-UHFFFAOYSA-N

Application

2-Acetyl-5-bromothiophene was used as a starting reagent in the synthesis of bithiophene bis-imidazo[1,2-a]pyridine derivatives. It was also used in the preparation of phosphorus-containing fused bicyclic 5,6-membered compounds.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

329738-25G:
329738-VAR:
329738-5G:
329738-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Willsingh Anbu Durai et al.
Journal of fluorescence, 31(2), 465-474 (2021-01-09)
Herein, a simple, efficient ratiometric chemosensor was reported for the selective sensing of Pb2+ and F- ions using thiophene functionalized hydrazone as a chemical probe. Hydrazone moiety was developed by utilizing thiophene/naphthalene as a platform for the particular recognition of
Mohamed A Ismail et al.
Synthetic communications, 41(3), 319-330 (2011-05-07)
Symmetrical and unsymmetrical bithiophene-substituted heterocycles bearing carbonitriles including imidazo[1,2-a]pyridine, benzimidazole, and pyridine derivatives have been synthesized via different synthetic protocols. The bithiophene bis-imidazo[1,2-a]pyridine derivatives 3a,b were achieved in three steps starting from 2-acetyl-5-bromothiophene. Suzuki coupling reaction of 2a with 5-formylthiophen-2-ylboronic
Khyati P Thakor et al.
Luminescence : the journal of biological and chemical luminescence, 34(1), 113-124 (2019-01-04)
Novel palladium(II) complexes (7a-7e) of substituted quinoline derivatives were synthesized. The complexes were characterized using various techniques such as thermogravimetric analysis (TGA), elemental analysis, conductance measurement, mass, absorption, infra-red (IR), 1 H NMR, 13 C NMR and energy-dispersive X-ray spectroscopy
Wafaa M Abdou et al.
European journal of medicinal chemistry, 45(11), 5217-5224 (2010-09-08)
The reaction of Horner-Emmons reactant carbanions with 2-acetyl-5-methyl furan 1 and 2-acetyl-5-bromothiophene 9 resulted in phosphorus-containing fused bicyclic 5,5-membered and 5,6-membered systems 5a-c and 12a-c, respectively, as major reaction products along with minor (∼20%) amounts of phosphorylated heterocycles 3a-c and

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