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2-Acetyl-5-bromothiophene

CAS# 5370-25-2

2-Acetyl-5-bromothiophene

Catalog No. BCC8513----Order now to get a substantial discount!

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2-Acetyl-5-bromothiophene: 5mg $17 In Stock
2-Acetyl-5-bromothiophene: 10mg Please Inquire In Stock
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Chemical structure

2-Acetyl-5-bromothiophene

3D structure

Chemical Properties of 2-Acetyl-5-bromothiophene

Cas No. 5370-25-2 SDF Download SDF
PubChem ID 79335 Appearance Powder
Formula C6H5BrOS M.Wt 205
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1-(5-bromothiophen-2-yl)ethanone
SMILES CC(=O)C1=CC=C(S1)Br
Standard InChIKey IGBZCOWXSCWSHO-UHFFFAOYSA-N
Standard InChI InChI=1S/C6H5BrOS/c1-4(8)5-2-3-6(7)9-5/h2-3H,1H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

2-Acetyl-5-bromothiophene Dilution Calculator

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2-Acetyl-5-bromothiophene Molarity Calculator

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Preparing Stock Solutions of 2-Acetyl-5-bromothiophene

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.878 mL 24.3902 mL 48.7805 mL 97.561 mL 121.9512 mL
5 mM 0.9756 mL 4.878 mL 9.7561 mL 19.5122 mL 24.3902 mL
10 mM 0.4878 mL 2.439 mL 4.878 mL 9.7561 mL 12.1951 mL
50 mM 0.0976 mL 0.4878 mL 0.9756 mL 1.9512 mL 2.439 mL
100 mM 0.0488 mL 0.2439 mL 0.4878 mL 0.9756 mL 1.2195 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 2-Acetyl-5-bromothiophene

SYNTHESIS OF NOVEL BITHIOPHENE-SUBSTITUTED HETEROCYCLES BEARING CARBONITRILE GROUPS.[Pubmed:21546984]

Synth Commun. 2011 Jan 1;41(3):319-330.

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 acid forms the formyl derivative 5, which by condensation with 3,4-diaminobenzonitrile in the presence of sodium bisulfite furnishes the unsymmetrical bithiophene derivative 6. The bis-benzimidazole derivative 8 was obtained via hexabutylditin-mediated homocoupling of 5-bromothiophene-2-carboxaldehyde, while the benzimidazole derivatives 12a,b were prepared via the formyl derivatives 11a,b, a product of Velsmier formylation reaction of 10a,b. Two synthetic protocols for the aryl/hetaryl-2,2'-bithiophene derivative 14 have also been presented. In addition, the guanyl hydrazones of bithiophenes, 16 and 17, were prepared from bis(tri-n-butylstannyl)-2,2'-bithiophene through a Stille coupling reaction followed by a condensation step.

Use of phosphonyl carbanions in the synthesis of anti-inflammatory active phosphorus-containing fused heterocycles and relevance phosphonates.[Pubmed:20817324]

Eur J Med Chem. 2010 Nov;45(11):5217-24.

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 ( approximately 20%) amounts of phosphorylated heterocycles 3a-c and 10a-c. Further treatment of bromo-substituted bicyclic systems 12a-c with the corresponding carbanion proceeded as a substitution of bromine for the residue of the Horner-Emmons reactant to afford compounds 13a-c bearing endo- and exocyclic phosphorus atoms. Reaction of diethyl vinylphosphonate with 5-methylfuran 1 and 5-bromothiophene 9 provided spirofuran 8 as a sole reaction product and (5H-thieno[3,2-d]oxaphosphinin-2-yl)vinylphosphonate 15, respectively. Among the products, at 50 mg/kg dose, 4 compounds showed notable anti-inflammatory activity without toxicity side-effect.

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