4-Methoxycinnamonitrile

Base Information

• Chemical Name: 4-Methoxycinnamonitrile
• CAS No.: 28446-68-6
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.188
• Hs Code.: 2926907090
• European Community (EC) Number: 249-022-4
• NSC Number: 379284
• UNII: ET8BLJ6LJ4
• DSSTox Substance ID: DTXSID401035107
• Nikkaji Number: J384.932E,J250.720J
• Wikidata: Q76139883
• Mol file: 28446-68-6.mol

Synonyms:4-Methoxycinnamonitrile;28446-68-6;p-Methoxycinnamonitrile;14482-11-2;CINNAMONITRILE, p-METHOXY-;2-Propenenitrile, 3-(4-methoxyphenyl)-;cis,trans-4-Methoxycinnamonitrile;(E)-3-(4-methoxyphenyl)prop-2-enenitrile;EINECS 249-022-4;NSC 379284;4-Methoxycinnamonitrile,c&t;3-(4-methoxyphenyl)acrylonitrile;4-Methoxycinnamonitrile cis + trans;3-(4-Methoxyphenyl)-2-propenenitrile;NSC-379284;2-Propenenitrile, 3-(4-methoxyphenyl)-, (2E)-;NSC379284;(2E)-3-(4-methoxyphenyl)prop-2-enenitrile;ET8BLJ6LJ4;3-(p-Anisyl)acrylonitrile;Cambridge id 5106708;4-Methoxybenzeneacrylonitrile;(E)-4-Methoxycinnamonitrile;trans-4-Methoxycinnamonitrile;SCHEMBL442274;DTXSID401035107;HMS1538L04;beta-(4-Methoxyphenyl)acrylonitrile;Cinnamonitrile, p-methoxy-, (E)-;MFCD00001934;STL308391;4-Methoxycinnamonitrile, Cis + Trans;(E)-3-(4-methoxyphenyl)acrylonitrile;AKOS008967971;(E)-3-(4-methoxyphenyl)-acrylonitrile;2-Propenenitrile,3-(4-methoxyphenyl)-;NCGC00174201-01;LS-54230;(2E)-3-(4-Methoxyphenyl)-2-propenenitrile;CS-0210675;(2E)-3-(4-Methoxyphenyl)-2-propenenitrile #

Chemical Property of 4-Methoxycinnamonitrile

Chemical Property:

• Appearance/Colour: Clear yellow liquid after melting
• Vapor Pressure: 0.000197mmHg at 25°C
• Melting Point: 50-55 °C
• Refractive Index: n20/D 1.6131(lit.)
• Boiling Point: 327.8 °C at 760 mmHg
• Flash Point: 131.6 °C
• PSA: 33.02000
• Density: 1.077 g/cm³
• LogP: 2.23198
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methoxycinnamonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-Methoxycinnamonitrile

There total 24 articles about 4-Methoxycinnamonitrile 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%

4-methoxycinnamaldehyde (1963-36-6) → p-methoxycinnamonitrile (14482-11-2,30115-95-8,28446-68-6)

Guidance literature:

With ammonium iodide; In dimethyl sulfoxide; at 20 ℃; for 4h; Electrolysis;

DOI:10.1007/s11426-015-5331-z

Reference yield: 99.0%

4-methoxy-benzaldehyde (123-11-5) + acetonitrile (75-05-8,26809-02-9) → p-methoxycinnamonitrile (14482-11-2,30115-95-8,28446-68-6)

Guidance literature:

With P(HNCH₂CH₂)(i-PrNCH₂CH₂)2N; at 40 ℃; for 3h;

DOI:10.1021/jo972343u

Reference yield: 96.0%

para-iodoanisole (696-62-8) + acrylonitrile (107-13-1,25014-41-9) → p-methoxycinnamonitrile (14482-11-2,30115-95-8,28446-68-6)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 2.33333h; Catalytic behavior;

DOI:10.1007/s10562-016-1927-y

upstream raw materials:

4-methoxy-benzaldehyde

cyanomethylene triphenylphosphorane

2-trimethylsilylacetonitrile

diethyl 1-cyanomethylphosphonate

Downstream raw materials:

(E)-3-(4-Methoxy-phenyl)-acrylimidic acid ethyl ester

(+/-)-3endo-(4-methoxy-phenyl)-norborn-5-ene-2exo-carboxylic acid

(+/-)-3exo-(4-methoxy-phenyl)-norborn-5-ene-2endo-carboxylic acid

3-(4-methoxyphenyl)propionitrile

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、 Tahmasbi, Bahman,Ghorbani-Choghamarani, Arash. "Magnetic MCM-41 nanoparticles as a support for the immobilization of a palladium organometallic catalyst and its application in C-C coupling reactions". supporting information. p. 14485 - 14501. Retrieved 2019/09/30.