4-Methoxybenzonitrile

Base Information

• Chemical Name: 4-Methoxybenzonitrile
• CAS No.: 874-90-8
• Deprecated CAS: 721942-48-9
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 29269095
• European Community (EC) Number: 212-871-6
• NSC Number: 71539,3777
• DSSTox Substance ID: DTXSID0052596
• Nikkaji Number: J195.161K
• Wikidata: Q72443446
• ChEMBL ID: CHEMBL482278
• Mol file: 874-90-8.mol

Synonyms:4-methoxybenzonitrile;4-methoxybenzonitrile, 15N-labeled;4-methoxybenzonitrile, cyano-14C-labeled;p-methoxybenzonitrile;para-methoxybenzonitrile

Chemical Property of 4-Methoxybenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0153mmHg at 25°C
• Melting Point: 57-59 °C(lit.)
• Refractive Index: 1.527
• Boiling Point: 256.5 °C at 760 mmHg
• Flash Point: 104.3 °C
• PSA: 33.02000
• Density: 1.08 g/cm³
• LogP: 1.56688
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: Chloroform, Methanol
• Water Solubility.: soluble
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn， Xi
• Hazard Codes: Xn,Xi
• Statements: 22-20/21/22-36/37/38
• Safety Statements: 36/37-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: COC1=CC=C(C=C1)C#N
• Uses: 4-Methoxybenzonitrile is used as raw material of parfum.

Technology Process of 4-Methoxybenzonitrile

There total 741 articles about 4-Methoxybenzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

4-methoxy-benzaldehyde (123-11-5) → 4-methoxyphenylacetamide (3424-93-9) + 4-methoxybenzonitrile (874-90-8) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With H₂SO₄*2NH₂OH; Rh(OH)x/Al₂O₃; In water; for 7h; Heating;

DOI:10.1002/anie.200701273

Reference yield: 83.0%

1-(azidomethyl)-4-methoxybenzene (70978-37-9) → 4-methoxybenzonitrile (874-90-8) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With tert.-butylhydroperoxide; vanadia; In water; at 100 ℃; for 6h;

DOI:10.1016/j.tet.2011.08.080

Reference yield: 81.0%

2-azido-1,2-bis(4-methoxyphenyl)ethanone (1221966-62-6) → 4-methoxybenzonitrile (874-90-8) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With oxygen; copper diacetate; potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; under 760.051 Torr;

DOI:10.1021/ol100522z

upstream raw materials:

1,4-dioxane

1-methyl-4-nitrosobenzene

(Z)-para-methoxybenzaldehyde oxime

benzoyl chloride

Downstream raw materials:

methyl 4-methoxybenzimidate hydrochloride

4-isopropylidene-5-(4-methoxy-phenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrrole

1-(4-methoxyphenyl)ethanone

N-cyclohexyl-4-methoxybenzamide

Refernces

• 1、 ?těpni?ka, Petr,Císa?ová, Ivana,Horky, Filip. "Synthesis, coordination and catalytic use of phosphinoferrocene ligands bearing 6-phospha-2,4,6-trioxaadamantane P-donor moieties". . . Retrieved 2021/11/11.
• 2、 Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi. "Nitrile Synthesis via Desulfonylative-Smiles Rearrangement". . p. 4460 - 4467. Retrieved 2022/03/15.