115665-95-7

Basic information

• Product Name: TRANS-3-BROMO-BETA-NITROSTYRENE 97
• Synonyms: trans-3-Bromo-beta-nitrostyrene 97%;TRANS-3-BROMO-BETA-NITROSTYRENE 97;trans-3-bromo-β-nitrostyrene;1-bromo-3-[(E)-2-nitroethenyl]benzene
• CAS NO: 115665-95-7
• Molecular Formula: C₈H₆BrNO₂
• Molecular Weight: 228.044
• Product Categories: Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 115665-95-7.mol
• Article Data: 28

Chemical Properties

• Melting Point: 60-64 °C(lit.)
• Boiling Point: 318.1°Cat760mmHg
• Flash Point: 146.2°C
• Appearance: /
• Density: 1.596g/cm³
• Vapor Pressure: 0.000686mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: TRANS-3-BROMO-BETA-NITROSTYRENE 97(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-3-BROMO-BETA-NITROSTYRENE 97(115665-95-7)
• EPA Substance Registry System: TRANS-3-BROMO-BETA-NITROSTYRENE 97(115665-95-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 115665-95-7(Hazardous Substances Data)

Usage

Description

TRANS-3-BROMO-BETA-NITROSTYRENE 97, also known as trans-3-bromo-β-nitrostyrene, is an organic chemical compound that serves as an intermediate in the synthesis of more complex pharmaceutical compounds. It is characterized by its bromine atom attached to the third carbon and a nitro group on the beta carbon of the styrene structure. TRANS-3-BROMO-BETA-NITROSTYRENE 97 plays a crucial role in the development of pharmaceuticals with potential anti-cancer properties.

Uses

Used in Pharmaceutical Industry:
TRANS-3-BROMO-BETA-NITROSTYRENE 97 is used as a key intermediate in the synthesis of pharmaceutical compounds for their anti-cancer potency. It contributes to the development of new drugs that target various types of cancer by interacting with specific biological pathways and mechanisms involved in cancer cell growth and proliferation.
As an intermediate, TRANS-3-BROMO-BETA-NITROSTYRENE 97 is involved in the production of more complex molecules that can be used as therapeutic agents in the treatment of cancer. These complex molecules may have enhanced efficacy, selectivity, and reduced side effects compared to existing anti-cancer drugs, making them valuable additions to the arsenal of cancer treatments.

InChI:InChI=1/C8H6BrNO2/c9-8-3-1-2-7(6-8)4-5-10(11)12/h1-6H/b5-4+

Upstream product

• 3132-99-8 m-bromobenzoic aldehyde 
• 75-52-5 nitromethane 
• 39220-96-7 1-(3-bromophenyl)-2-nitroethanol 
• 2039-86-3 3-bromostyrene 

Downstream Products

• 58971-11-2 2-(3-bromophenyl)ethanamine 
• 92774-84-0 2-[1-(3-Bromo-phenyl)-2-nitro-ethyl]-3-hydroxy-cyclopent-2-enone 
• 585-76-2 m-bromobenzoic acid 
• 950592-82-2 C₁₀H₁₀BrNO 
• 950839-94-8 (E)-5-(3-bromophenyl)-6-nitro-1-(trimethylsilyl)-2-hexen-1-one 

Relevant articles and documents

Catalytic Asymmetric Construction of Tertiary Carbon Centers Featuring an α-Difluoromethyl Group with CF2H-CH2-NH2as the "building Block"

We report here for the first time a novel difluoromethylated ketimine building block condensed by thioisatin and difluoroethylamine, offering efficient access to a broad range of enantioenriched products bearing difluoroethylamine units (27 examples, ≤98% yield, >99% ee) in the presence of quinine-derived squaramide. Further transformation of the intermediate would generate a variety of versatile functional blocks like α-difluoromethyl amines, β-amino acid, and β-diamine with retention of the enantiomeric excess at the difluoromethyl-bound carbon.

Preparation method of beta-trans-nitroolefin

The invention relates to a preparation method of beta-trans-nitroolefin. The method comprises: sequentially adding an olefin compound, a nitration reagent and a solvent into a reaction container, mixing the substances uniformly, and carrying out constant temperature reaction for 18h under an illumination condition to obtain a reaction solution; and sequentially carrying out drying, concentration and column chromatography treatment on the reaction solution to obtain the beta-trans-nitroolefin compound. The method is simple and practicable, low in cost and high in product yield, can realize large-scale production, and has good industrial application prospects in the aspects of functional organic material, bioactive compound and drug synthesis.

Metal-free, room temperature, acid-K2S2O8 mediated method for the nitration of olefins: An easy approach for the synthesis of nitroolefins

Here, we have developed a simple, room temperature method for the nitration of olefins by using inexpensive sodium nitrite as a source of nitro groups in the presence of trifluoroacetic acid (TFA) and potassium persulfate (K2S2O8) under an open atmosphere. Styrenes and mono-substituted olefins give stereo-selective corresponding E-nitroolefins under optimized conditions, however, 1,1-bisubstituted olefins give a mixture of E- and Z-nitroolefins. The optimized conditions work well with electron-donating, electron-withdrawing, un-substituted and heterocyclic styrenes and mono-substituted olefins and give corresponding nitroolefins with good to excellent yields.