1196-45-8

Basic information

• Product Name: Benzene, (1,2-dibromopropyl)-
• CAS NO: 1196-45-8
• Molecular Formula: C9H10Br2
• Molecular Weight: 277.986
• Mol File: 1196-45-8.mol

Chemical Properties

• CAS DataBase Reference: Benzene, (1,2-dibromopropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1,2-dibromopropyl)-(1196-45-8)
• EPA Substance Registry System: Benzene, (1,2-dibromopropyl)-(1196-45-8)

Safety Data

• Hazardous Substances Data: 1196-45-8(Hazardous Substances Data)

Upstream product

• 637-50-3 1-phenylpropene 
• 103-65-1 phenylpropane 
• 1855-09-0 1-phenyl-1,2-propandiol 
• 873-66-5 1-propenylbenzene 
• 766-90-5 cis-1-phenyl-1-propylene 
• 93-54-9 1-Phenyl-1-propanol 
• 1196-45-8 (1,2-dibromopropyl)benzene 
• 1196-45-8 syn-1,2-dibromo-1-phenylpropane 
• 104-54-1 3-Phenylpropenol 
• 57680-93-0 N-(α-aethylbenzyl)benzamid 
• 7789-69-7 phosphorus pentabromide 
• 873-49-4 cyclopropylbenzene 

Downstream Products

• 102654-45-5 2-bromo-1-methoxy-1-phenylpropane 
• 637-50-3 1-phenylpropene 
• 1855-09-0 1-phenyl-1,2-propandiol 
• 4962-45-2 2-bromo-1-phenyl-propan-1-ol 
• 90917-82-1 5-methyl-4-phenyl-4,5-dihydro-oxazol-2-ylamine 
• 13041-79-7 (E)-1-cyano-4-styryl-benzene 
• 4962-46-3 2-bromo-1-phenyl-propyl acetate 
• 1196-45-8 (1,2-dibromopropyl)benzene 
• 31076-47-8 [(1E)-1-bromoprop-1-en-1-yl]benzene 
• 1196-45-8 syn-1,2-dibromo-1-phenylpropane 
• 873-66-5 1-propenylbenzene 
• 200395-89-7 dibromo di-n-hexyl tellurium(IV) 
• 31026-78-5 cis-1-bromo-2-methyl-1-phenylethene 
• 88196-06-9 syn-1-phenylpropane-1,2-diol 

Relevant articles and documents

Examination of subsequent reaction products enhanced through parahydrogen-induced nuclear polarization (PHIP)

Homogeneous hydrogenation with parahydrogen yields strong nuclear spin polarization in the 1H NMR spectra of the reaction products. This polarization can be transferred to subsequent reaction products and detected by in situ 1H NMR s

Green bromination method

The invention discloses a green bromination method, and belongs to the field of green organic chemistry. Under the conditions of room temperature, opening and neutrality, reaction raw materials are aromatic hydrocarbon, olefin, alkyne, tryptamine, tryptophane and derivatives thereof with different functional groups, a bromine source is MBrx (M is Fe , Fe , Ce and the like, and x is 2-3), and the unique oxidant is H2O2. Brominated alkanes, alkenes, aromatic hydrocarbons, pyrrolo-indolines and furo-indolines and derivatives thereof can be produced. The bromination reaction is carried out by using easily available and cheap reagents (such as FeBr2, CeB3 and H2O2) in the market and the solvent, and the method has the characteristics of mild reaction conditions, wide substrate application range, simple steps, easiness in operation and no need of separation, is a green, environment-friendly and safe bromination reaction method, and has a good application prospect.

A General Method for the Dibromination of Vicinal sp3C-H Bonds Exploiting Weak Solvent-Substrate Noncovalent Interactions

A general procedure of 1,2-dibromination of vicinal sp3 C-H bonds of arylethanes using N-bromosuccinimide as the bromide reagent without an external initiator has been established. The modulation of the strength of the intermolecular noncovalent interactions between the solvent and arylethane ethanes, quantitatively evaluated via quantum chemical calculations, allows us to circumvent the fact that arylethane ethane cannot be dibrominated through traditional methods. The mechanism was explored by both experiments and quantum chemical calculations, revealing a radical chain with HAA process.

A Cascade Suzuki-Miyaura/Diels-Alder Protocol: Exploring the Bifunctional Utility of Vinyl Bpin

Cascade reactions are an important strategy in reaction design, allowing streamlining of chemical synthesis. Here we report a cascade Suzuki-Miyaura/Diels-Alder reaction, employing vinyl Bpin as a bifunctional reagent in two distinct roles: as an organoboron nucleo phile for cross-coupling and as a Diels-Alder dienophile. Merging these two reactions enables a rapid and operationally simple synthesis of functionalized carbocycles in good yield. The effect of the organoboron subtype on Diels-Alder regioselectivity was investigated and postsynthetic modifications were carried out on a model substrate. The potential for a complementary Heck/Diels-Alder process was also assessed.

Mild and Efficient Vicinal Dibromination of Olefins Mediated by Aqueous Ammonium Fluoride

A mild and efficient vicinal dibromination of olefins has been developed by using saturated aqueous ammonium fluoride solution as the promoter. Inexpensive and commercially available N -bromosuccinimide (NBS) was used as the brominating reagent. The corresponding vicinal dibromoalkanes could be obtained in good to excellent yields.

Photocatalytic Transfer Hydrogenolysis of Allylic Alcohols on Pd/TiO2: A Shortcut to (S)-(+)-Lavandulol

We report herein a regio- and stereoselective photocatalytic hydrogenolysis of allylic alcohols to form unsaturated hydrocarbons employing a palladium(II)-loaded titanium oxide; the reaction proceeds at room temperature under light irradiation without stoichiometric generation of salt wastes. Olefin and saturated alcohol moieties tolerated the reaction conditions. Hydrogen atoms were selectively incorporated into less sterically congested carbons of the allylic functionalities. This protocol allowed a short-step synthesis of (S)-(+)-lavandulol from (R)-(?)-carvone by avoiding otherwise necessary protection/deprotection steps.

Electrochemical bromination of cyclic and acyclic enes using biphasic electrolysis

A simple method of electrochemical bromination of a series of cyclic and acyclic enes (styrene and substituted styrenes, stilbene, indene, and cyclooctene) in a biphasic water-chloroform mixture mediated by bromide/bromine redox system is reported. Aqueous 25% NaBr/H2SO4 is used as the electrolyte. Regio- and stereoselective dibromination of enes is achieved. Moderate to excellent yields of the product (83-98%) is obtained depending on the substrate. Electrolyte reuse has also been demonstrated successfully using HBr in the dibromination of styrene.

On the bromination of aromatics, alkenes and alkynes using alkylammonium bromide: Towards the mimic of bromoperoxidases reactivity

This article describes an efficient method of bromination of organic substrates including aromatics, alkenes and alkynes with NH4VO3as a catalyst and H2O2as an oxidant agent using a non-toxic and easy-to-handle source of bromine, tetrabutylammonium bromide. The process was developed under mild reaction conditions and is an innovation from reported methods in aspects such as: i) short reaction times, ii) the ability to work at room temperature, iii) regioselectivity and good yields.

Efficient bromination of olefins, alkynes, and ketones with dimethyl sulfoxide and hydrobromic acid

The oxidative bromination of olefins, alkynes, and ketones has been developed with HBr as the brominating reagent and DMSO as the mild oxidant. The simple conditions, high bromide-atom-economy, as well as easy accessibility and low cost of DMSO and HBr make the present strategy prospective for the synthesis of dibrominated alkanes, dibrominated alkenes and α-bromoketones.

Organocatalytic diastereoselective dibromination of alkenes

A highly diastereoselective pyrrolidine-promoted dibromination of alkenes by combination of NBS and succinimide is presented. The pyrrolidine-mediated dibromination of alkenes is higly anti-selective and gives the corresponding products in moderate to high yields and up to >25:1 dr.