51655-39-1

Basic information

• Product Name: 2-Bromo-4,5-dimethoxyphenylacetonitrile
• Synonyms: 6-BROMO-3,4-DIMETHOXYPHENYLACETONITRILE;2-BROMO-4,5-DIMETHOXYPHENYLACETONITRILE;2-Bromo-4,5-dimethoxybenzyl cyanide;2-(2-BroMo-4,5-diMethoxyphenyl)acetonitrile
• CAS NO: 51655-39-1
• Molecular Formula: C₁₀H₁₀BrNO₂
• Molecular Weight: 256.1
• Product Categories: Aromatic Nitriles
• Mol File: 51655-39-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 87-89°C
• Boiling Point: 343.4°Cat760mmHg
• Flash Point: 161.5°C
• Appearance: /
• Density: 1.424g/cm³
• Vapor Pressure: 7.05E-05mmHg at 25°C
• Refractive Index: 1.543
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-Bromo-4,5-dimethoxyphenylacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4,5-dimethoxyphenylacetonitrile(51655-39-1)
• EPA Substance Registry System: 2-Bromo-4,5-dimethoxyphenylacetonitrile(51655-39-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 51655-39-1(Hazardous Substances Data)

Usage

General Description

2-Bromo-4,5-dimethoxyphenylacetonitrile is a chemical compound that belongs to the class of acetonitrile derivatives. It is a white crystalline solid with the molecular formula C10H10BrNO2. 2-Bromo-4,5-dimethoxyphenylacetonitrile is often used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also used in the production of organic compounds and in research laboratories for chemical reactions and studies. Additionally, it is important to handle this chemical with caution, as it may pose health hazards if not handled properly.

InChI:InChI=1/C10H10BrNO2/c1-13-9-5-7(3-4-12)8(11)6-10(9)14-2/h5-6H,3H2,1-2H3

Upstream product

• 53207-00-4 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene 
• 2859-78-1 4-Bromoveratrole 
• 54370-00-2 2-bromo-4,5-dimethoxybenzyl alcohol 
• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 54370-01-3 1-bromo-2-(chloromethyl)-4,5-dimethoxy-benzene 
• 151-50-8 potassium cyanide 
• 143-33-9 sodium cyanide 

Downstream Products

• 656807-26-0 2-ethenyl-4,5-dimethoxybenzeneacetonitrile 
• 4697-57-8 methyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate 
• 93-17-4 3,4-dimethoxyphenylacetonitrile 

Relevant articles and documents

The aza-hexadehydro-diels-alder reaction

The generation of pyridynes from diyne nitriles is reported. These cyano-containing precursors are analogues of the triyne substrates typically used for the hexadehydro-Diels-Alder (HDDA) cycloisomerization reactions that produce ring-fused benzynes. Hence, the new processes described represent aza-HDDA reactions. Depending on the location of the nitrile, either 3,4-pyridynes (from 1,3-diynes containing a tethered cyano group) or 2,3-pyridynes (from 1-cyanoethyne derivatives containing a tethered alkyne) are produced. In situ trapping of these reactive intermediates leads to highly substituted and functionalized pyridine derivatives. In several instances, unprecedented pyridyne trapping reactions are seen. Differences in reaction energetics between the aza-HDDA substrates and that of their analogous HDDA (triyne) substrates are discussed.

A high-yielding modular access to the lamellarins: Synthesis of lamellarin G trimethyl ether, lamellarin η and dihydrolamellarin η

A deprotonated α-aminonitrile serves as a key intermediate in a highly efficient (95 % per step on average; see scheme) modular synthetic approach to the lamellarin alkaloids. Its reaction with an α,β- unsaturated aldehyde forms the central pyrrole ring in a one-pot procedure. The construction of the fused pentacyclic skeleton is completed by a microwave-assisted Ullmann-type lactone formation.

BENZOPHENANTHRIDINES V. INVESTIGATION OF THE RODIONOV-SUVOROV SCHEME. SYNTHESIS OF 3,3-DIETHOXYCARBONYL-2-(3,4-DIMETHOXYPHENYL)-6,7-DIMETHOXY-1-TETRALONE

Triethyl 1,3-bis(3,4-dimethoxyphenyl)propane-1,2,2-tricarboxylate was synthesized by the alkylation of the lithium enolate of ethyl homoveratrate with α-bromo(3,4-dimethoxybenzyl)malonic ester.It was converted by intramolecular acylation, catalyzed by BF3