1503-49-7

Basic information

• Product Name: 4-CYANOBENZOPHENONE
• Synonyms: 4-CYANOBENZOPHENONE;4-BENZOYLBENZONITRILE;P-CYANOBENZOPHENONE;4-Cyano-benzophenon;Benzonitrile, 4-benzoyl-;benzophenone-4-carbonitrile;4-Cyanobenzophenone,98%
• CAS NO: 1503-49-7
• Molecular Formula: C₁₄H₉NO
• Molecular Weight: 207.23
• EINECS: 216-126-6
• Product Categories: Aromatic Benzophenones & Derivatives (substituted);Building Blocks;C10 to C27;Chemical Synthesis;Cyanides/Nitriles;Nitrogen Compounds;Organic Building Blocks
• Mol File: 1503-49-7.mol
• Article Data: 180

Chemical Properties

• Melting Point: 110-114 °C(lit.)
• Boiling Point: 346.25°C (rough estimate)
• Flash Point: 181.8 °C
• Appearance: /
• Density: 1.1259 (rough estimate)
• Vapor Pressure: 6.95E-06mmHg at 25°C
• Refractive Index: 1.4700 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• BRN: 641181
• CAS DataBase Reference: 4-CYANOBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANOBENZOPHENONE(1503-49-7)
• EPA Substance Registry System: 4-CYANOBENZOPHENONE(1503-49-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1503-49-7(Hazardous Substances Data)

Usage

Chemical Properties

slightly yellow crystalline powder

Uses

Substituted benzophenones?are used to determine the quantum yields for norbornadiene(N)?quadricyclane(Q) and Q?N isomerization. It is employed as a triplet sensitizers.

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 1187, 1976 DOI: 10.1021/jo00869a023Tetrahedron Letters, 26, p. 4819, 1985 DOI: 10.1016/S0040-4039(00)94960-8

General Description

4-Cyanobenzophenone is a benzophenone derivative that can be prepared by treating 4-cyanobenzoyl chloride with benzene. Its reduction under electrochemical condition led to the formation of 4-t-butyl-benzophenone and 1-(4-cyanophenyl)-2,2-dimthyl-1-phenylpropan-1-ol. Its efficiency as triplet sensitizer for norbornadiene(N)→quadriciane(Q) and Q→N photoisomerization has been assessed.

InChI:InChI=1/C14H9NO/c15-10-11-6-8-13(9-7-11)14(16)12-4-2-1-3-5-12/h1-9H

Upstream product

• 6068-72-0 4-cyanobenzoyl chlorIde 
• 71-43-2 benzene 
• 619-65-8 4-cyanobenzoic Acid 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 557-21-1 dicyanozinc 
• 105-07-7 4-cyanobenzaldehyde 
• 98-80-6 phenylboronic acid 
• 623-00-7 4-bromobenzenecarbonitrile 
• 100-47-0 benzonitrile 
• 6136-66-9 4-iodobenzophenone 
• 140-29-4 phenylacetonitrile 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 
• 119072-55-8 tert-butylisonitrile 
• 3058-39-7 4-iodobenzonitrile 

Downstream Products

• 22679-54-5 4-tert-butylbenzophenone 
• 73831-69-3 4-(1-hydroxy-2,2-dimethyl-1-phenylpropyl)benzonitrile 
• 611-95-0 4-carboxybenzophenone 
• 7664-41-7 ammonia 
• 61625-27-2 4-amidinobenzophenone 
• 69677-75-4 (4-benzoylphenyl)(p-tolyl)methanone 
• 20912-50-9 4-benzoylbenzaldehyde 
• 58-72-0 Triphenylethylene 
• 1380593-12-3 (Z)-2-(4-benzoylphenyl)-5-(4-methoxybenzylidene)-5H-thiazol-4-one 
• 1314172-46-7 phenyl-[4-(1H-tetrazol-5-yl)-phenyl]-methanone 
• 1192167-42-2 4-(1-hydroxy-1,3-diphenylprop-2-ynyl)benzonitrile 
• 100710-32-5 4-benzyl-benzylamine 
• 73841-13-1 (4-tert-Butyl-phenyl)-[5,6-di-tert-butyl-3'-(4-tert-butyl-benzoyl)-bicyclohexyl-2,2'-dien-2-yl]-methanone 
• 73831-64-8 1-(4-tert-Butyl-phenyl)-2,2-dimethyl-1-phenyl-propan-1-ol 

Relevant articles and documents

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Feeding Carbonylation with CO2via the Synergy of Single-Site/Nanocluster Catalysts in a Photosensitizing MOF

Solar-driven carbonylation with CO2 replacing toxic CO as a C1 source is of considerable interest; however it remains a great challenge due to the inert CO2 molecule. Herein, we integrate cobalt single-site and ultrafine CuPd nanocluster catalysts into a

Suzuki coupling of aroyl-MIDA boronate esters – A preliminary report on scope and limitations

Recent methodological reports for synthesizing acyl-MIDA boronate esters compel an investigation of their potential use as substrates in a standard Suzuki-Miyaura cross-coupling reaction. Here we report the production of benzophenones by C[sbnd]C cross coupling between a benzoyl-MIDA boronate ester and a multitude of aryl bromide substrates in adequate yields following optimization under ambient conditions outside of a glove box. Under these standard conditions, none of several acyl-MIDA boronate esters (in an alkyl series) serves as a competent coupling partner. The substrate scope is also limited by the finding that the corresponding trifluoroborates of both acyl- and aroyltrifluroborates are not suitable substrates. For reasons of availability and synthetic difficulty in procuring other aroyl-MIDA boronates, this preliminary study examines the reactivity of benzoyl-MIDA boronate with several aryl bromide substrates.