6575-00-4

Basic information

• Product Name: 3,5-Dichlorobenzonitrile
• Synonyms: 3,5-Dichlorobenzenecarbonitrile;3,5-Dichlorobenzonitrile,97%;3,5-Dichlorobenzonit;3,5-dichlorobenzenenitrile;3,5-Dichlorobenzonitrile 97%;Benzonitrile, 3,5-dichloro-;3,5-DICHLOROBENZONITRILE
• CAS NO: 6575-00-4
• Molecular Formula: C₇H₃Cl₂N
• Molecular Weight: 172.01
• EINECS: 229-495-3
• Product Categories: Boron, Nitrile, Thio,& TM-Cpds;Aromatic Nitriles;Phenyls & Phenyl-Het;Nitriles;Chlorine Compounds;Phenyls & Phenyl-Het;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 6575-00-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 64-66 °C(lit.)
• Boiling Point: 283.76°C (rough estimate)
• Flash Point: 85.849 °C
• Appearance: White to beige-brownish/Crystalline Powder
• Density: 1.4980 (rough estimate)
• Vapor Pressure: 0.097mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol (Slightly)
• BRN: 2207019
• CAS DataBase Reference: 3,5-Dichlorobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dichlorobenzonitrile(6575-00-4)
• EPA Substance Registry System: 3,5-Dichlorobenzonitrile(6575-00-4)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39-22-36-36/37-9
• RIDADR: 3276
• WGK Germany: 3
• TSCA: N
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 6575-00-4(Hazardous Substances Data)

Usage

Description

3,5-Dichlorobenzonitrile is an organic compound that exists as a white to light yellow crystal powder. It is characterized by its chemical structure, which includes two chlorine atoms at the 3rd and 5th positions of a benzene ring, and a nitrile group (C≡N) attached to the carbon at the 1st position.

Uses

Used in Analytical Chemistry:
3,5-Dichlorobenzonitrile is used as an internal standard for the programmed temperature vaporization-GC-MS (Gas Chromatography-Mass Spectrometry) determination of dichlobenil and 2,6-dichlorobenzamide in onions. It serves as a reference compound to ensure accurate quantification and comparison of the target analytes in the sample.
The use of 3,5-Dichlorobenzonitrile as an internal standard is particularly beneficial in the analysis of pesticide residues in agricultural products, as it helps to account for variations in sample preparation, instrument response, and other factors that may affect the accuracy of the measurements.

InChI:InChI=1/C7H3Cl2N/c8-6-1-5(4-10)2-7(9)3-6/h1-3H

Upstream product

• 60211-57-6 3,5-dichlorobenzyl alcohol 
• 19752-55-7 1-bromo-3,5-dichlorobenzene 
• 557-21-1 zinc(II) cyanide 
• 67492-50-6 (3,5-dichlorophenyl)boronic acid 
• 557-21-1 dicyanozinc 
• 626-43-7 3,5-Dichloroaniline 

Downstream Products

• 14401-72-0 3',5'-dichloroacetophenone 
• 473923-96-5 3-chloro-5-methoxybenzonitrile 
• 56041-58-8 3,5-Dichlorethylbenzol 
• 22978-61-6 3,5-dichlorophenyl amidine hydrochloride 
• 125927-01-7 5-(3,5-Dichloro-phenyl)-[1,2,4]triazolo[1,5-c]pyrimidin-2-ylamine 
• 125926-71-8 [2-(3,5-Dichloro-phenyl)-pyrimidin-4-yl]-hydrazine 
• 125903-94-8 2-(3,5-Dichloro-phenyl)-3H-pyrimidin-4-one 
• 125904-08-7 4-Chloro-2-(3,5-dichloro-phenyl)-pyrimidine 
• 95514-32-2 3-(p-chlorophenyl)-5-<2-amino-2-(3,5-dichlorophenyl)vinyl>isothiazole 
• 188257-73-0 5-Bromo-2-{4-[2-(3,5-dichloro-phenyl)-5-iodo-3H-imidazol-4-ylmethyl]-piperazin-1-yl}-pyrimidine 
• 188257-71-8 5-Bromo-2-{4-[2-(3,5-dichloro-phenyl)-3H-imidazol-4-ylmethyl]-piperazin-1-yl}-pyrimidine 
• 188257-68-3 2-(3,5-dichlorophenyl)-4-hydroxymethylimidazole 
• 346709-55-5 3,5-dichloro-N-prop-2-ynylbenzamidine 

Relevant articles and documents

Atomically Dispersed Ru on Manganese Oxide Catalyst Boosts Oxidative Cyanation

There is a strong incentive for environmentally benign and sustainable production of organic nitriles to avoid the use of toxic cyanides. Here we report that manganese oxide nanorod-supported single-site Ru catalysts are active, selective, and stable for oxidative cyanation of various alcohols to give the corresponding nitriles with molecular oxygen and ammonia as the reactants. The very low amount of Ru (0.1 wt %) with atomic dispersion boosts the catalytic performance of manganese oxides. Experimental and theoretical results show how the Ru sites enhance the ammonia resistance of the catalyst, bolstering its performance in alcohol dehydrogenation and oxygen activation, the key steps in the oxidative cyanation. This investigation demonstrates the high efficiency of a single-site Ru catalyst for nitrile production.

Cyanation of arenes via iridium-catalyzed borylation

We report a method to conduct one-pot meta cyanation of arenes by iridium-catalyzed C-H borylation and copper-mediated cyanation of the resulting arylboronate esters. This process relies on a method to conduct the cyanation of arylboronic esters, and conditions for this new transformation are reported. Conditions for the copper-mediated cyanation of arylboronic acids are also reported. By the resulting sequence of borylation and cyanation, 1,3-disubstituted and 1,2,3-trisubstituted arenes and heteroarenes containing halide, ketone, ester, amide, and protected alcohol functionalities are converted to the corresponding meta-substituted aryl nitriles. The utility of this methodology is demonstrated through the conversion of a protected 2,6-disubstituted phenol to 4-cyano-2,6-dimethylphenol, which is an intermediate in the synthesis of the pharmaceutical etravirine. The utility of the method is further demonstrated by the conversion of 3-chloro-5-methylbenzonitrile, produced through the one-pot C-H borylation and cyanation sequence, to the corresponding 3,5-disubstituted aldehydes, ketones, amides, carboxylic acids, tetrazoles, and benzylamines.