6136-68-1

Basic information

• Product Name: 3-ACETYLBENZONITRILE
• Synonyms: M-CYANOACETOPHENONE;M-ACETYLBENZONITRILE;3'-CYANOACETOPHENONE;3-CYANOACETOPHENONE;3-ACETYLBENZONITRILE;Benzonitrile, 3-acetyl-;3-Acetylbenzonitrile97%;3-acetylbenzonitrile,98%
• CAS NO: 6136-68-1
• Molecular Formula: C₉H₇NO
• Molecular Weight: 145.16
• EINECS: 228-110-6
• Product Categories: Boron, Nitrile, Thio,& TM-Cpds;Carbonyl Compounds;Aromatic Nitriles
• Mol File: 6136-68-1.mol
• Article Data: 33

Chemical Properties

• Melting Point: 98-100 °C(lit.)
• Boiling Point: 120 °C (5 mmHg)
• Flash Point: 120°C/5mm
• Appearance: Pale yellow-orange to brown/Powder
• Density: 1.1555 (rough estimate)
• Refractive Index: 1.4500 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 4g/l
• Water Solubility: Insoluble in water.
• BRN: 2079629
• CAS DataBase Reference: 3-ACETYLBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ACETYLBENZONITRILE(6136-68-1)
• EPA Substance Registry System: 3-ACETYLBENZONITRILE(6136-68-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• RIDADR: 3439
• WGK Germany: 3
• TSCA: T
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 6136-68-1(Hazardous Substances Data)

Usage

Description

3-Acetylbenzonitrile, also known as 3-cyanoacetophenone, is an organic compound with the chemical formula C8H5NO. It is a pale yellowish-orange to brown powder and is primarily used as a synthetic intermediate in the preparation of various organic compounds and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
3-Acetylbenzonitrile is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. It is involved in the synthesis of 3-(hydroxyacetyl)benzonitrile and 3-(1-(3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)-4-methylphenylimino)ethyl)benzonitrile, which are important building blocks for the development of new drugs.
Used in Chemical Industry:
In the chemical industry, 3-Acetylbenzonitrile is used in the preparation of (q2-2-Acetyl-4-cyanophenyl)tetra-carbonylmanganese by reacting with benzylpentacarbonylmanganese. 3-ACETYLBENZONITRILE has potential applications in the field of organometallic chemistry and catalysis.
Used in Synthesis of Aromatic Amidoximes:
3-Acetylbenzonitrile is also used in the synthesis of four aromatic amidoximes by reacting hydroxylamine with 1,3-dicyanobenzene, 1,4-dicyanobenzene, 3-acetylbenzonitrile, and 4-acetylbenzonitrile. These amidoximes have potential applications in various chemical and pharmaceutical processes.
Used in Darzens Condensation:
3-Acetylbenzonitrile is utilized in the Darzens condensation process to provide aldehyde, which is a crucial intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.

InChI:InChI=1/C26H23Cl2N3O2S/c1-17-4-2-6-21(14-17)29-25(33)23-16-24(32)31(13-12-18-8-10-19(27)11-9-18)26(34-23)30-22-7-3-5-20(28)15-22/h2-11,14-15,23H,12-13,16H2,1H3,(H,29,33)/b30-26-

Upstream product

• 99-03-6 1-(3-aminophenyl)ethanone 
• 79784-56-8 m-cyanovalerophenone 
• 107496-42-4 3-(1-Methoxyimino-ethyl)-benzonitrile 
• 186581-53-3 diazomethane 
• 24964-64-5 3-Cyanobenzaldehyde 
• 64-17-5 ethanol 
• 50916-55-7 3-(2-bromoacetyl)benzonitrile 
• 127-08-2 potassium acetate 
• 557-21-1 dicyanozinc 
• 2142-63-4 1-(3-Bromophenyl)ethanone 
• 6952-59-6 3-cyanobromobenzene 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 3012-37-1 benzyl thiocyanate 

Downstream Products

• 107100-94-7 (E)-3-(4-oxo-4-phenylbut-2-enoyl)benzonitrile 
• 586-42-5 3-acetylbenzoic acid 
• 105802-54-8 3-(2-oxoacetyl)benzonitrile 
• 76597-77-8 3-cyanophenacyl chloride 
• 50916-55-7 3-(2-bromoacetyl)benzonitrile 
• 33083-93-1 4-Benzyloxy-3'-cyan-chalkon 
• 33083-94-2 3,4-Dimethoxy-5-jod-3'-cyan-chalkon 
• 33083-96-4 3-Ethoxy-4-methoxy-3'-cyan-chalkon 
• 33083-92-0 2,4-Dibenzyloxy-3'-cyan-chalkon 
• 33083-95-3 2,4-Dimethoxy-5-brom-3'-cyan-chalkon 
• 55805-06-6 3-(1,1-difluoroethyl)benzonitrile 
• 33083-91-9 3,4,5-Trimethoxy-3'-cyan-chalkon 
• 60694-93-1 3-acetylbenzenecarboximidimic acid ethyl ester hydrochloride 
• 53097-35-1 3-(prop-1-en-2-yl)benzonitrile 

Relevant articles and documents

Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

Synthesis method of aromatic benzyl ketone

The invention discloses a synthesis method of aromatic benzyl ketone, which comprises the following step: by using oxygen and/or air as an oxidant, oxidizing an aromatic benzyl compound shown in a formula (I) under the action of a catalytic system to obtain aromatic benzyl ketone shown in a formula (II). The catalytic system is formed by combining ferric ions, nitrate radicals and N-hydroxyimide derivatives and does not contain heavy metal ions harmful to human bodies, wherein the molar ratio of the ferric ions to the nitrate radicals is 1: (0.5-5), and the molar ratio of the ferric ions to the N-hydroxyimide derivatives is (0.01-0.1): (0.03-0.2). The method disclosed by the invention is wide in substrate applicability and high in atom utilization rate, avoids the use of harmful heavy metals such as copper and cobalt, and has the characteristics of high efficiency, economy and environmental protection. The formulas are as follows: Ar-CH2-R (I) and Ar-CO-R (II).

Preparation method of aromatic ketone

The invention discloses a preparation method of aromatic ketone. Under the effects of a palladium catalyst and a nitrogen-containing ligand, nitrile compounds and arylsulfonylhydrazide take desulfurization addition reaction in an organic solvent; after the reaction is completed, post treatment is performed to obtain aromatic ketone. The reaction is applicable to aromatic nitrile compounds, and isalso applicable to aliphatic nitrile compounds; the reaction realizes the wide substrate applicability and functional group tolerance; the potential application value is realized in the aspect of aryl-carbonyl building.