4-METHOXYCINNAMONITRILE

Base Information

• Chemical Name: 4-METHOXYCINNAMONITRILE
• CAS No.: 14482-11-2
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• Hs Code.: 2926909090
• Mol file: 14482-11-2.mol

Synonyms:2-Propenenitrile,3-(4-methoxyphenyl)-, (E)-; Cinnamonitrile, p-methoxy-, (E)- (8CI);(E)-4-Methoxycinnamonitrile; (E)-4'-Methoxycinnamonitrile;(E)-p-Methoxycinnamonitrile; trans-4-Methoxycinnamonitrile

Chemical Property of 4-METHOXYCINNAMONITRILE

Chemical Property:

• Melting Point: 64 °C
• Refractive Index: n20/D 1.6131(lit.)
• Boiling Point: 127-140 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 33.02000
• Density: 1.096 g/mL at 25 °C(lit.)
• LogP: 2.23198

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-METHOXYCINNAMONITRILE

There total 108 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:

1,1,2,2-tetraphenylethylene

3-(4-Methoxy-phenyl)-4-nitro-butyronitrile

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

3-(4-hydroxyphenyl)prop-2-ene nitrile

Refernces

• 1、 Zhou, Wang,Xu, Jiaojiao,Zhang, Liangren,Jiao, Ning. "An efficient approach to alkenyl nitriles from allyl esters". . p. 887 - 890. Retrieved 2011.
• 2、 Sato, Yoshiro,Niinomi, Yasuko. "Selective Synthesis of (Z)-Alk-2-enenitriles from Aldehydes". . p. 56 - 57. Retrieved 1982.
• 3、 Ahmad, Muhammad Siddique,Ahmad, Atique. "Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives". . p. 5427 - 5431. Retrieved 2021.
• 4、 Gokel et al.. "". . p. 3495. Retrieved 1976.
• 5、 An, Peng,Yu, Zhipeng,Lin, Qing. "Design and synthesis of laser-activatable tetrazoles for a fast and fluorogenic red-emitting 1,3-dipolar cycloaddition reaction". . p. 5496 - 5499. Retrieved 2013.
• 6、 Harenberg, Johannes H.,Weidmann, Niels,Karaghiosoff, Konstantin,Knochel, Paul. "Continuous Flow Sodiation of Substituted Acrylonitriles, Alkenyl Sulfides and Acrylates". supporting information. p. 731 - 735. Retrieved 2020/11/30.
• 7、 Ye, Runyou,Zhu, Maoshuai,Yan, Xufei,Long, Yang,Xia, Ying,Zhou, Xiangge. "Pd(II)-Catalyzed CC Bond Cleavage by a Formal Group-Exchange Reaction". . p. 8678 - 8683. Retrieved 2021/07/26.