3-(4-Methoxyphenyl)propionitrile

Base Information

• Chemical Name: 3-(4-Methoxyphenyl)propionitrile
• CAS No.: 22442-48-4
• Molecular Formula: C10H11 N O
• Molecular Weight: 161.203
• Hs Code.: 2926909090
• European Community (EC) Number: 674-115-5
• DSSTox Substance ID: DTXSID70176983
• Nikkaji Number: J1.318.878E
• Wikidata: Q83047308
• Mol file: 22442-48-4.mol

Synonyms:3-(4-Methoxyphenyl)propionitrile;22442-48-4;3-(4-Methoxyphenyl)propanenitrile;3-(p-Methoxyphenyl)propionitrile;p-Methoxyhydrocinnamonitrile;4-Methoxybenzenepropanenitrile;BRN 2090556;4-Methoxy-Benzenepropanenitrile;Hydrocinnamonitrile, p-methoxy-;Benzenepropanenitrile, 4-methoxy-;beta-(4-Methoxyphenyl)propionitrile;3-(4-Methoxyphenyl)propionitrile,;.beta.(p-Methoxyphenyl)propionitrile;MFCD00016404;Benzenepropanenitrile, 4-methoxy- (9CI);4-10-00-00638 (Beilstein Handbook Reference);Anisylacetonitril;Benzenepropanenitrile,4-methoxy-;SCHEMBL1343898;3-(4-Methoxyohenyl)propionitrile;DTXSID70176983;3-(4-methoxyphenyl)-propionitrile;3-(4-Methoxyphenyl)propanenitrile #;AKOS012322949;FS-4694;LS-77226;CS-0213322;FT-0676390;A18477;EN300-1868735;J-510729

Chemical Property of 3-(4-Methoxyphenyl)propionitrile

Chemical Property:

• Vapor Pressure: 0.000678mmHg at 25°C
• Boiling Point: 308.5°Cat760mmHg
• Flash Point: 130.1°C
• PSA: 33.02000
• Density: 1.032g/cm³
• LogP: 2.15138
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

3-(4-Methoxyphenyl)propionitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CCC#N

Technology Process of 3-(4-Methoxyphenyl)propionitrile

There total 43 articles about 3-(4-Methoxyphenyl)propionitrile 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: 99.0%

p-methoxycinnamonitrile (14482-11-2,30115-95-8,28446-68-6) → 3-(4-methoxyphenyl)propionitrile (22442-48-4)

Guidance literature:

With CuF(PPh₃)3*2MeOH; bis[2-(diphenylphosphino)phenyl] ether; tert-butyl alcohol; In toluene; at 25 ℃; for 3.5h; chemoselective reaction; Inert atmosphere;

DOI:10.2478/s11696-013-0380-2

Reference yield: 94.0%

4-methoxy-benzaldehyde (123-11-5) + cyanomethylene triphenylphosphorane (16640-68-9) → 3-(4-methoxyphenyl)propionitrile (22442-48-4)

Guidance literature:

With N,N-dimethyl acetamide; palladium 10% on activated carbon; hydrogen; In ethanol; water; at 20 ℃; for 18h; under 760.051 Torr; chemoselective reaction;

DOI:10.1021/acs.orglett.0c01874

Reference yield: 92.0%

4-Methoxybenzyl alcohol (105-13-5) + acetonitrile (75-05-8,26809-02-9) → 3-(4-methoxyphenyl)propionitrile (22442-48-4)

Guidance literature:

With [(1,5-cyclooctadiene)(OH)iridium(I)]2; potassium tert-butylate; triphenylphosphine; In 1,4-dioxane; at 130 ℃; for 15h; Inert atmosphere;

DOI:10.1246/cl.2011.1055

upstream raw materials:

quinoline

α-Cyano-β-(4-methoxyphenyl)propionic acid

3-(4-methoxyphenyl)propanoic acid

lead(II) thiocyanate

Downstream raw materials:

cis-bis(4-methoxyphenylpropinonitrile)dichloroplatinum (II)

2-(p-methoxyphenyl)ethanamidine hydrochloride

N’-hydroxy-2-(4-methoxyphenyl)ethanimidamide

2'-hydroxy-4,4',6'-trimethoxydihydrochalcone

Refernces

• 1、 Yi, Ce,Xing, Gang,Wang, Siqi,Li, Xiaoran,Liu, Yichuang,Li, Jinyan,Lin, Bin,Woo, Anthony Yiu-Ho,Zhang, Yuyang,Pan, Li,Cheng, Maosheng. "Design, synthesis and biological evaluation of 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one derivatives as potent β2-adrenoceptor agonists". . . Retrieved 2019/11/26.
• 2、 Frye, Nils L.,Bhunia, Anup,Studer, Armido. "Nickel-Catalyzed Markovnikov Transfer Hydrocyanation in the Absence of Lewis Acid". supporting information. p. 4456 - 4460. Retrieved 2020/06/03.