2-Bromo-4′-nitroacetophenone - ≥98%(GC) , CAS No.99-81-0

CAS: 99-81-0 Cat. No.: B139518 Molecular Weight: 244.04 Beilstein Registry Number: 393567 EC Number: 202-789-9

GRADE & PURITY ≥98%(GC)

Synonyms

2-Bromo-4`-nitroacetophenone | 2-bromo-4'-nitroaceto phenone | W-100018 | a-bromo-p-nitroacetophenone | MFCD00007356 | NSC 9805 | p-Nitrophenacyl bromide | .omega.-Bromo-4-nitroacetophenone | 2-bromo-1-(4-nitro-phenyl)-ethan-1-one | 2-bromo-1-(4-nitrophen

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Usually used to study the pKa of the histidine-34 imidazole.

Specifications

Synonyms

2-Bromo-4`-nitroacetophenone | 2-bromo-4'-nitroaceto phenone | W-100018 | a-bromo-p-nitroacetophenone | MFCD00007356 | NSC 9805 | p-Nitrophenacyl bromide | .omega.-Bromo-4-nitroacetophenone | 2-bromo-1-(4-nitro-phenyl)-ethan-1-one | 2-bromo-1-(4-nitrophen

Specifications & Purity

≥98%(GC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488183865
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183865
• Canonical Smiles: C1=CC(=CC=C1C(=O)CBr)[N+](=O)[O-]
• IUPAC Name: 2-bromo-1-(4-nitrophenyl)ethanone
• InChIKey: MBUPVGIGAMCMBT-UHFFFAOYSA-N
• INCHI: 1S/C8H6BrNO3/c9-5-8(11)6-1-3-7(4-2-6)10(12)13/h1-4H,5H2
• Isomeric SMILES: C1=CC(=CC=C1C(=O)CBr)[N+](=O)[O-]
• WGK Germany: 3
• Molecular Weight: 244.04
• Beilstein: 393567
• Reaxy-Rn: 393567
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=393567&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Nitrobenzenes Nitroaromatic compounds Benzoyl derivatives Aryl alkyl ketones Alpha-haloketones Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives Alkyl bromides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Nitrobenzene - Nitroaromatic compound - Benzoyl - Aryl alkyl ketone - Monocyclic benzene moiety - Benzenoid - Alpha-haloketone - C-nitro compound - Organic nitro compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organic 1,3-dipolar compound - Hydrocarbon derivative - Organonitrogen compound - Organobromide - Organohalogen compound - Alkyl bromide - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Alkyl halide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: a bromide

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

Discover Target: GSK3B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CTSB Tchem Cathepsin B (3822 Activities)

Discover Target: CTSB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility in hot Methanol:very faint turbidity
• Sensitivity: Air Sensitive
• Melt Point(°C): 97°C-101°C
• Molecular Weight: 244.040 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 242.953 Da
• Monoisotopic Mass: 242.953 Da
• Topological Polar Surface Area: 62.900 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 206.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Shuwei Cai, Shuzhong Wang, Dongxu Wei, Haijun Niu, Wen Wang, Xuduo Bai.  (2018)  Multifunctional polyamides containing pyrrole unit with different triarylamine units owning electrochromic, electrofluorochromic and photoelectron conversion properties.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2018.01.039]

2. Zhuxin Zhou, Lunjun Qu, Tingting Yang, Jinglan Wen, Yi Zhang, Zhenguo Chi, Siwei Liu, Xudong Chen, Jiarui Xu.  (2016)  Nonvolatile electrical switching behavior and mechanism of functional polyimides bearing a pyrrole unit: influence of different side groups.  RSC Advances,  6  (58): (52798-52809).  [PMID:] [10.1039/C6RA11615A]