35276-83-6

Basic information

• Product Name: 2-METHOXYBENZOYLACETONITRILE
• Synonyms: 3-(2-METHOXYPHENYL)-3-OXOPROPANENITRILE;2-METHOXYBENZOYLACETONITRILE;BUTTPARK 81\09-12;3-(2-Methoxyphenyl)-3-oxo-propionitrile;Benzenepropanenitrile, 2-Methoxy-b-oxo-;3-keto-3-(2-methoxyphenyl)propionitrile;2-Methoxy-beta-oxo-benzenepropanenitrile
• CAS NO: 35276-83-6
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18
• Mol File: 35276-83-6.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 334.1°Cat760mmHg
• Flash Point: 145.6°C
• Appearance: /
• Density: 1.131g/cm³
• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: 2-METHOXYBENZOYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXYBENZOYLACETONITRILE(35276-83-6)
• EPA Substance Registry System: 2-METHOXYBENZOYLACETONITRILE(35276-83-6)

Safety Data

• Hazardous Substances Data: 35276-83-6(Hazardous Substances Data)

Usage

General Description

2-Methoxybenzoyl acetonitrile is a chemical compound with the molecular formula C10H9NO2. It is a white solid that is used in organic synthesis as a versatile building block for the preparation of various pharmaceuticals, agrochemicals, and specialty chemicals. 2-Methoxybenzoyl acetonitrile is also known for its use as a reagent in the synthesis of other compounds, including the preparation of heterocyclic compounds. It is considered to be a valuable intermediate in the pharmaceutical and chemical industries due to its role in the production of diverse organic compounds. Additionally, it is important to handle this chemical with care as it is toxic and may cause irritation to the eyes, skin, and respiratory system.

InChI:InChI=1/C10H9NO2/c1-13-10-5-3-2-4-8(10)9(12)6-7-11/h2-5H,6H2,1H3

Upstream product

• 606-45-1 2-methoxybenzoic acid methyl ester 
• 75-05-8 acetonitrile 
• 75480-74-9 3-Imino-3-(2-methoxy-phenyl)-propionitrile 
• 579-74-8 2-Methoxyacetophenone 
• 143-33-9 sodium cyanide 
• 31949-21-0 bromomethyl 2-methoxyphenyl ketone 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 6609-56-9 2-methoxy-benzonitrile 
• 7335-26-4 ethyl 2-methoxybenzoate 
• 1121543-12-1 α,α-dibromo-2'-methoxyacetophenone 
• 18293-53-3 2-trimethylsilylacetonitrile 
• 529-28-2 4-iodoanisol 
• 201230-82-2 carbon monoxide 
• 13939-06-5 molybdenum hexacarbonyl 

Downstream Products

• 69316-14-9 3-(2-Methoxy-phenyl)-2-oximino-3-oxo-propionitril 
• 54606-19-8 3-(2-methoxy-phenyl)-isoxazol-5-ylamine 
• 53882-56-7 Dithiophosphoric acid O-[(E)-2-cyano-1-(2-methoxy-phenyl)-vinyl] ester O'-ethyl ester S-propyl ester 
• 55865-52-6 (2-Amino-thiophen-3-yl)-(2-methoxy-phenyl)-methanone 
• 78839-21-1 2-(2-Methoxy-benzoyl)-3,3-bis-methylsulfanyl-acrylonitrile 
• 244233-77-0 1-(2-Nitro-5-chlorophenyl)-3-(2-methoxyphenyl)-5-aminopyrazole 
• 149246-82-2 5-(2-methoxyphenyl)-2H-pyrazol-3-ylamine 
• 934340-14-4 C₁₃H₁₃NO₄ 
• 244234-05-7 8-chloro-2-(2-methoxy-phenyl)-benzo[e]pyrazolo[5,1-c][1,2,4]triazine 5-oxide 
• 75473-32-4 5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 75473-50-6 5-(2-Methoxy-phenyl)-1-methyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one 
• 75473-22-2 2-Iodo-N-[3-(2-methoxy-benzoyl)-thiophen-2-yl]-acetamide 

Relevant articles and documents

Reaction of 1,3-Bis(het)arylmonothio-1,3-diketones with Sodium Azide: Regioselective Synthesis of 3,5-Bis(het)arylisoxazoles via Intramolecular N-O Bond Formation

An efficient new synthesis of 3,5-bis(het)arylisoxazoles, involving the reaction of 1,3-bis(het)arylmonothio-1,3-diketones with sodium azide in the presence of IBX catalyst, has been reported. The reaction proceeds at room temperature in high yields and is applicable to a broad range of substrates including the synthesis of 5-methyl-3-arylisoxazoles, a key subunit present in several β-lactamase-resistant antibiotics. A probable mechanism for the formation of isoxazoles has been suggested. A few of the 5-styryl/arylbutadienyl-3-(het)arylisoxazoles have also been synthesized by reacting the corresponding 1-(het)aryl-1-(methylthio)-4-(het)arylidene-but-1-en-3-ones with sodium azide at higher temperatures. The reaction of β-ketodithioesters with sodium azide is shown to furnish β-ketonitriles in good yields.

One-pot synthesis of benzoylacetonitriles through sequential Pd-catalyzed carbonylation and decarboxylation

Benzoylacetonitrile were prepared through sequential carbonylation and decarboxylation. The palladium-catalyzed carbonylation of aryl iodides and methyl cyanoacetate using Mo(CO)6 as a carbon monoxide source afforded beta-keto cyanoesters, and then the subsequent reaction with Li/H2O produced the desired benzoylacetonitriles.

Cascade synthesis of 3-aza-bicyclo[3.1.0]hex-2-ene derivatives from N-allyl enamines

An efficient iodine-mediated cascade synthesis of 3-aza-bicyclo[3.1.0]hex-2-ene derivatives from easily prepared N-allyl enamines has been developed. The advantages of the reaction include facilitative preparation of substrates 3a-t, good functional group tolerance and transition-metal-free conditions.