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2227-64-7

Basic Information
CAS No.: 2227-64-7
Name: 3-Nitrophenacylbromide
Article Data: 88
Molecular Structure:
Molecular Structure of 2227-64-7 (3-Nitrophenacylbromide)
Formula: C8H6BrNO3
Molecular Weight: 244.045
Synonyms: Acetophenone,2-bromo-3'-nitro- (6CI,7CI,8CI);1-(3-Nitrophenyl)-2-bromoethanone;2-Bromo-1-(3-nitrophenyl)ethanone;2-Bromo-3'-nitroacetophenone;2-Bromo-m-nitroacetophenone;3-Nitrophenacyl bromide;Bromomethyl m-nitrophenylketone;NSC 69855;m-Nitrophenacyl bromide;a-Bromo-3-nitroacetophenone;a-Bromo-3'-nitroacetophenone;a-Bromo-m-nitroacetophenone;w-Bromo-m-nitroacetophenone;α-Bromo-3-nitroacetophenone;
EINECS: 218-764-0
Density: 1.671 g/cm3
Melting Point: 90-94 °C
Boiling Point: 288.6 °C at 760 mmHg
Flash Point: 128.3 °C
Appearance: beige-orange to yellow-green crystalline powder
Hazard Symbols: CorrosiveC
Risk Codes: 34
Safety: 26-27-28-36/37/39-45
Transport Information: UN 3261
PSA: 62.89000
LogP: 2.69560
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Specification

The IUPAC name of 2-Bromo-3'-nitroacetophenone is 2-bromo-1-(3-nitrophenyl)ethanone. With the CAS registry number 2227-64-7 and EINECS 218-764-0, it is also named as 3-Nitrophenacylbromide. The product's category is Pharmaceutical Intermediates. It is beige-orange to yellow-green crystalline powder which should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.02; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.02; (4)ACD/LogD (pH 7.4): 2.02; (5)ACD/BCF (pH 5.5): 20.03; (6)ACD/BCF (pH 7.4): 20.03; (7)ACD/KOC (pH 5.5): 297.37; (8)ACD/KOC (pH 7.4): 297.37; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 62.89 Å2; (13)Index of Refraction: 1.609; (14)Molar Refractivity: 50.55 cm3; (15)Molar Volume: 145.9 cm3; (16)Surface Tension: 56.4 dyne/cm; (17)Enthalpy of Vaporization: 52.78 kJ/mol; (18)Vapour Pressure: 0.00232 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 2; (21)Exact Mass: 242.953106; (22)MonoIsotopic Mass: 242.953106; (23)Topological Polar Surface Area: 62.9; (24)Heavy Atom Count: 13; (25)Complexity: 214.

Preparation of 2-Bromo-3'-nitroacetophenone: It can be obtained by 1-(3-nitro-phenyl)-ethanone. This reaction needs reagent tetrabutylammonium tribromide and solvents CH2Cl2, methanol at ambient temperature. The reaction time is 5 hours. The yield is 71%.

Uses of 2-Bromo-3'-nitroacetophenone: It is used as intermediate of pesticide, pharmaceutical and chemical. It also can react with 2-chloro-pyridine to get 2-chloro-1-(3-nitro-phenacyl)-pyridinium; bromide. This reaction which is a kind of Alkylation solvent acetonitrile by heating. The yield is 51%.

When you are using this chemical, please be cautious about it as the following:
It can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:O=[N+]([O-])c1cc(C(=O)CBr)ccc1
2. InChI:InChI=1/C8H6BrNO3/c9-5-8(11)6-2-1-3-7(4-6)10(12)13/h1-4H,5H2
3. InChIKey:GZHPNIQBPGUSSX-UHFFFAOYAA