2-Bromoacetophenone, 98%, Thermo Scientific Chemicals
2-Bromoacetophenone, 98%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

2-Bromoacetophenone, 98%, Thermo Scientific Chemicals

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Catalog number A15576.36
also known as A15576-36
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247.65
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Quantity:
500 g
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Price (USD)/ Each
247.65
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Online exclusive
Ends: 31-Dec-2024
291.00 
Save 43.35 (15%)
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2-Bromoacetophenone, 98%, Thermo Scientific Chemicals
Catalog numberA15576.36
Price (USD)/ Each
247.65
Special Offer
Online exclusive
Ends: 31-Dec-2024
291.00 
Save 43.35 (15%)
-
Add to cart
Chemical Identifiers
CAS70-11-1
IUPAC Name2-bromo-1-phenylethan-1-one
Molecular FormulaC8H7BrO
InChI KeyLIGACIXOYTUXAW-UHFFFAOYSA-N
SMILESBrCC(=O)C1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White or pale yellow to pale green or pale brown or green-brown
FormCrystalline powder or crystals
Assay (GC)≥97.5%
Identification (FTIR)Conforms
Melting Point (clear melt)46-52°C
It is used in preparation of crystalline esters from acids. 2-Bromoacetophenone is a complete and irreversible inactivator of human liver aldehyde dehydrogenase isoenzymes E1 and E2.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
It is used in preparation of crystalline esters from acids. 2-Bromoacetophenone is a complete and irreversible inactivator of human liver aldehyde dehydrogenase isoenzymes E1 and E2.

Solubility
Insoluble in water.

Notes
Store in a cool, dry conditions in a well sealed container. Incompatible with oxidizing agent, acids & bases.
RUO – Research Use Only

General References:

  1. E Bielak; S Biliński. [Reactions of 1-(X-benzoyl)-4-R-thiosemicarbazide with chloroacetone and μ-bromoacetophenone. VI. 4-(o-tolyl)-thiosemicarbazide of o-nitro - and p-nitrobenzoic acid]. Annales UMCS Medicina. 1996,51 185-193.
  2. Adolfo Lopez Torres; Eunice Yanez Barrientos; Katarzyna Wrobel; Kazimierz Wrobel. Selective derivatization of cytosine and methylcytosine moieties with 2-bromoacetophenone for submicrogram DNA methylation analysis by reversed phase HPLC with spectrofluorimetric detection. Analytical chemistry 2011, 83 (20), 7999-8005.
  3. Reagent for carboxyl protection as phenacyl esters, stable to acid hydrolysis but readily cleaved by nucleophiles or by reduction. See Appendix 6. Protection can be effected in the presence of triethylamine: J. Chem. Soc. (C), 1191 (1966), or, better, KF in DMF: Tetrahedron Lett., 599 (1977). Phase-transfer conditions have also been reported: Synth. Commun., 26, 1747 (1996). Cleavage has been described using a variety of reagents, including Zn-AcOH: Tetrahedron Lett., 343 (1970), catalytic hydrogenolysis, treatment with PhS-, PhSeH, or NaHTe: Synth. Commun., 18, 116 (1988); TBAF: J. Org. Chem., 56, 5465 (1991); or photolysis: J. Org. Chem., 62, 6245 (1997).
  4. Has also been used to block the imidazole ring in histidine residues during peptide synthesis, and is stable to TFA, TfOH and HBr-AcOH: J. Chem. Soc., Chem. Commun., 472 (1978); J. Chem. Soc., Perkin 1, 2261 (1979).
  5. For formation of the Sn enolate using SnCl2, see: Synth. Commun., 23, 271 (1993). 1,4-Diketones may be synthesized from ɑ-bromoketones and Sn enolates: J. Chem. Soc., Perkin 1, 3205 (1990).