874-90-8

Basic information

• Product Name: Anisonitrile
• Synonyms: P-ANISIC ACID NITRILE;P-ANISONITRILE;P-METHOXYBENZONITRILE;4-CYANOANISOLE;4-ANISONITRILE;4-METHOXYBENZONITRILE;ANISONITRILE;1-Cyano-4-methoxybenzene
• CAS NO: 874-90-8
• Molecular Formula: C₈H₇NO
• Molecular Weight: 133.15
• EINECS: 212-871-6
• Product Categories: Benzene derivatives;Aromatic Nitriles;Nitrile;Nitriles;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds;Aromatics;Miscellaneous Reagents
• Mol File: 874-90-8.mol
• Article Data: 883

Chemical Properties

• Melting Point: 57-59 °C(lit.)
• Boiling Point: 256-257 °C765 mm Hg(lit.)
• Flash Point: 256-257°C
• Appearance: White to slightly beige/Crystalline Powder
• Density: 1.1475 (rough estimate)
• Vapor Pressure: 0.0153mmHg at 25°C
• Refractive Index: 1.5402 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform, Methanol
• Water Solubility: soluble
• Sensitive: Hygroscopic
• BRN: 508117
• CAS DataBase Reference: Anisonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: Anisonitrile(874-90-8)
• EPA Substance Registry System: Anisonitrile(874-90-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-20/21/22-36/37/38
• Safety Statements: 36/37-36-26
• RIDADR: 3276
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 874-90-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

4-Methoxybenzonitrile is used as raw material of parfum.

Synthesis Reference(s)

Journal of the American Chemical Society, 91, p. 4181, 1969 DOI: 10.1021/ja01043a028

InChI:InChI=1/C8H7NO/c1-10-8-4-2-7(6-9)3-5-8/h2-5H,1H3

Upstream product

• 123-91-1 1,4-dioxane 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 3717-22-4 (Z)-para-methoxybenzaldehyde oxime 
• 98-88-4 benzoyl chloride 
• 93-97-0 benzoic acid anhydride 
• 110-86-1 pyridine 
• 16061-98-6 4-methoxybenzaldehyde oxime benzoyl ester 
• 628-13-7 pyridine hydrochloride 
• 1517-45-9 4-methoxy-benzaldehyde-((Z)-O-acetyl oxime ) 
• 2299-73-2 N,N-bis(4-methoxybenzylidene)hydrazine 
• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 112129-06-3 N-chloro-4-methoxybenzenemethanimine 
• 16061-98-6 anti-4-methoxyphenylmethanal-O-benzoyloxime 

Downstream Products

• 659719-23-0 (6-hydroxy-3-methyl-benzofuran-2-yl)-(4-methoxy-phenyl)-ketone 
• 17061-62-0 N,N-bis(p-methoxybenzyl)amine 
• 63674-11-3 N-[(4-methoxyphenyl)methyl]cyclohexanamine 
• 59224-73-6 1-(4'-methoxylphenyl)-3,4-dihydroisoquinoline 
• 59938-51-1 N-[4-benzyl-3-(4-methoxy-phenyl)-4H-[1,2,4]thiadiazol-5-ylidene]-toluene-4-sulfonamide 
• 40028-45-3 (2c) 
• 63985-85-3 2-(4-methoxy-phenyl)-6-p-tolyl-4,4-bis-trifluoromethyl-4H-[1,3,5]thiadiazine 
• 63786-55-0 2-(4-chloro-phenyl)-6-(4-methoxy-phenyl)-4,4-bis-trifluoromethyl-4H-[1,3,5]thiadiazine 
• 92250-81-2 2-(4-methoxy-phenyl)-4,4,6-trimethyl-4H-[1,3]oxazine 
• 21864-85-7 N-(tert-butyl)-4-methoxybenzimidoyl cyanide 
• 53775-11-4 4-(9-phenanthryl)phenol 
• 857561-62-7 2-([1,1'-biphenyl]-2-yl)-1-(4-methoxyphenyl)ethan-1-one 
• 37613-33-5 5-(4-methoxyphenyl)-3-(p-tolyl)isoxazole 
• 5385-32-0 4-Indanyl-<4-methoxy-phenyl>-keton 

Relevant articles and documents

Structural studies of two isoelectronic tetrakis isocyano complexes

Two isoelectronic tetrakis isocyano compounds, tetra(p-isocyanoanisole) nickel(0) and tetra(p-isocyanoanisole)copper(I) hexafluorophosphate were synthesized from nickel bis cyclooctadiene and copper (I) tetra acetonitrile hexafluorophosphate and the isonitrile, respectively, and their structures were determined. The nickel complex crystallizes in the orthorhombic space group P212121 with a = 9.6709(8), b = 15.2324(13), c = 19.0955(16) A and Z = 4. The copper salt forms crystals with a tetragonal setting in P4/n with a = b = 15.8206(5), c = 6.5848(4) A and Z = 2. Both complexes exhibit the approximate tetrahedral coordination environment expected for 18 valence electron complexes with soft σ-donor π-acceptor ligands. Packing in the nickel complex is dominated by weak π-π stacking, C-H...;πphenyl, and C-H...;π interactions towards the isonitrile carbon and nitrogen atoms, and several slightly stronger C-H...;O interactions. In the copper complex the presence of the PF6 anion allows for the formation of stronger C-H...;F interactions, and these in combination with π-π stacking and C-H...;O hydrogen bonds dominate the packing.

Cyanide-Free Cyanation of sp2 and sp-Carbon Atoms by an Oxazole-Based Masked CN Source Using Flow Microreactors

This work reports a cyanide-free continuous-flow process for cyanation of sp2 and sp carbons to synthesize aryl, vinyl and acetylenic nitriles from (5-methyl-2-phenyloxazol-4-yl) boronic acid [OxBA] reagent as a sole source of carbon-bound mask

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.