19935-81-0

Basic information

• Product Name: Benzene, 1-(1-broMoethyl)-4-nitro-
• Synonyms: Benzene, 1-(1-broMoethyl)-4-nitro-;1-(1-BroMoethyl)-4-nitrobenzene
• CAS NO: 19935-81-0
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.05862
• Mol File: 19935-81-0.mol

Chemical Properties

• Melting Point: 31-32.5 °C
• Boiling Point: 152-153 °C(Press: 5 Torr)
• Appearance: /
• Density: 1.554±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: Benzene, 1-(1-broMoethyl)-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(1-broMoethyl)-4-nitro-(19935-81-0)
• EPA Substance Registry System: Benzene, 1-(1-broMoethyl)-4-nitro-(19935-81-0)

Safety Data

• Hazardous Substances Data: 19935-81-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Benzene, 1-(1-bromoethyl)-4-nitrois utilized as a key intermediate in organic synthesis for the production of various organic compounds. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, Benzene, 1-(1-bromoethyl)-4-nitroserves as a building block for the development of new drugs. Its reactivity and functional groups enable the creation of diverse pharmaceutical compounds with potential therapeutic applications.
Used in Chemical Research:
Benzene, 1-(1-bromoethyl)-4-nitrois also employed in chemical research for studying reaction mechanisms, exploring new synthetic routes, and developing innovative methodologies in organic chemistry.

Upstream product

• 100-12-9 4-ethylnitrobenzene 
• 19935-81-0 1-(4'-nitrophenyl)bromoethane 
• 19910-33-9 2-(4-nitrophenyl)propanoic acid 
• 6531-13-1 (+)-1-(4'-nitrophenyl)ethanol 
• 100-19-6 (4-nitrophenyl)ethanone 
• 100-13-0 4-nitrostyrene 
• 100-27-6 2-(4-nitrophenyl)ethanol 
• 603-35-0 triphenylphosphine 
• 128-08-5 N-Bromosuccinimide 
• 6531-13-1 1-[4-nitrophenyl]-1-ethanol 

Downstream Products

• 100-19-6 (4-nitrophenyl)ethanone 
• 18755-62-9 α.β-Dimethyl-p-nitro-styrol 
• 100-13-0 4-nitrostyrene 
• 83966-40-9 C₈H₈NO₂ 
• 6531-13-1 1-[4-nitrophenyl]-1-ethanol 
• 62-23-7 4-nitro-benzoic acid 
• 1064708-74-2 N-(p-nitrophenylethyl)-4-benzoylmethyl-4-piperidinol hydrochloride 
• 1066-44-0 trimethyltin bromide 
• 169059-35-2 (1-(4-nitrophenyl)ethyl)(phenyl)sulfane 
• 36806-79-8 N-[1-(4-nitro-phenethyl)-piperidin-4-yl]-benzamide 
• 105838-72-0 4-(1-diethylamino-ethyl)-aniline 

Relevant articles and documents

Decarboxylative Bromination of Sterically Hindered Carboxylic Acids with Hypervalent Iodine(III) Reagents

Sterically hindered three-dimensional (3D) alkyl halides are promising precursors for various reactions; however, they are difficult to synthesize via conventional reactions. We present an efficient and practical method for decarboxylative bromination of sterically hindered 3D aliphatic carboxylic acids using commercially available (diacetoxyiodo)benzene and potassium bromide, one of the most stable and cheapest bromine sources in nature. The present method features a metal-free/Br2-free system, mild reaction conditions, one-pot operation under air at room temperature, wide functional group compatibility, and gram-scale synthetic capability. This highly efficient reaction cleanly converts a broad range of carboxylic acids, the most inexpensive and readily available sources of highly strained/naturally occurring/drug-related scaffolds, into the corresponding alkyl bromides in good to high yields.

In Situ Generated Gold Nanoparticles on Active Carbon as Reusable Highly Efficient Catalysts for a Csp3 ?Csp3 Stille Coupling

Gold nanoparticle catalysts are important in many industrial production processes. Nevertheless, for traditional Csp2-Csp2 cross-coupling reactions they have been rarely used and Pd catalysts usually give a superior performance. Herein we report that in situ formed gold metal nanoparticles are highly active catalysts for the cross coupling of allylstannanes and activated alkylbromides to form Csp3-Csp3 bonds. Turnover numbers up to 29 000 could be achieved in the presence of active carbon as solid support, which allowed for convenient catalyst recovery and reuse. The present study is a rare case where a gold metal catalyst is superior to Pd catalysts in a cross-coupling reaction of an organic halide and an organometallic reagent.

Dual copper- and photoredox-catalysed C(sp2)-C(sp3) coupling

The use of copper catalysis with visible light photoredox catalysis in a cooperative fashion has recently emerged as a versatile means of developing new C-C bond forming reactions. In this work, dual copper and photoredox catalysis is exploited to effect C(sp2)-C(sp3) cross-couplings between aryl boronic acids and benzyl bromides.

Visible-Light-Driven Oxidative Mono- and Dibromination of Benzylic sp 3 C-H Bonds with Potassium Bromide/Oxone at Room Temperature

Benzylic sp 3 C-H bonds have been successfully brominated with potassium bromide by using Oxone as an oxidant in water/dichloromethane under visible light at room temperature. Toluene, ethylbenzene and other alkylbenzenes bearing an electron-withdrawing group, such as Br, Cl, COMe, CO 2 Et, CO 2 H, CN or NO 2, provide the corresponding benzylic monobromides in good to excellent yields in this reaction. Dibromides can also be produced in the presence of excess potassium bromide in a prolonged reaction time. Control of the illuminance of visible light (~500 lux) is crucial to achieving both high yield and high selectivity in these brominations. Mono- and difluorides can be conveniently prepared through nucleophilic substitutions of the benzylic bromides with potassium fluoride.

Scalable anti-Markovnikov hydrobromination of aliphatic and aromatic olefins

To improve access to a key synthetic intermediate we targeted a direct hydrobromination-Negishi route. Unsurprisingly, the anti-Markovnikov addition of HBr to estragole in the presence of AIBN proved successful. However, even in the absence of an added initiator, anti-Markovnikov addition was observed. Re-examination of early reports revealed that selective Markovnikov addition, often simply termed "normal" addition, is not always observed with HBr unless air is excluded, leading to the rediscovery of a reproducible and scalable initiator-free protocol.

Direct and selective benzylic oxidation of alkylarenes via C-H abstraction using alkali metal bromides

A direct benzylic oxidation of alkylarenes via C-H bond abstraction was developed using alkali metal bromides and oxidants under mild conditions. This reaction proceeded with excellent selectivity by thermal oxidation or photooxidation to provide a broad range of carbonyl compounds containing electron-deficient aryl carbonyl compounds in high yields.

Oxidation of benzylic methylenes to ketones with Oxone-KBr in aqueous acetonitrile under transition metal free conditions

A green and highly efficient protocol for the oxidation of benzylic methylenes to their corresponding ketones with a combination of Oxone and KBr in aqueous acetonitrile is developed. The H218O labeling experiment demonstrated that the oxygen introduced into ketone originated from water. A plausible mechanism was also suggested.

(R)-3-(N,N-DIMETHYLAMINO)PYRROLIDINE DERIVATIVES

(R)-3-(N,N-Dimethyiamino)pyrrolidine derivatives of formula (I), wherein the meaning for Cy1 is as disclosed in the description. These compounds are useful as JAK3 kinase inhibitors

PYRAZOLE DERIVATIVES AS ANTI-PLATELET AND ANTI-THROMBOTIC AGENTS

This invention relates to novel compounds of formula (I) or stereoisomers or pharmaceutically acceptable salts thereof wherein Y, R1 through R9, and X1 through X7 are as defined in the specification, pharmaceutical compositions containing said compounds useful as P2Y1 antagonists, and to methods of treating thromboembolic disorders.