{4-[(Prop-2-en-1-yl)oxy]phenyl}acetonitrile

Base Information

• Chemical Name: {4-[(Prop-2-en-1-yl)oxy]phenyl}acetonitrile
• CAS No.: 515163-31-2
• Molecular Formula: C11H11NO
• Molecular Weight: 173.21114
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40476442
• Nikkaji Number: J1.842.077E
• Wikidata: Q82307811
• Mol file: 515163-31-2.mol

Synonyms:515163-31-2;{4-[(Prop-2-en-1-yl)oxy]phenyl}acetonitrile;DTXSID40476442;AKOS000175535

Chemical Property of {4-[(Prop-2-en-1-yl)oxy]phenyl}acetonitrile

Chemical Property:

• PSA: 33.02000
• LogP: 2.31748
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=CC=C(C=C1)CC#N

Technology Process of {4-[(Prop-2-en-1-yl)oxy]phenyl}acetonitrile

There total 4 articles about {4-[(Prop-2-en-1-yl)oxy]phenyl}acetonitrile 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: 97.0%

4-cyanomethylphenol (14191-95-8) + allyl bromide (106-95-6) → 2-(4-(allyloxy)phenyl)acetonitrile (515163-31-2)

Guidance literature:

In acetonitrile; for 6h; Reflux; Inert atmosphere;

DOI:10.1039/d0tc04571c

Reference yield: 53.0%

C11H12O2 → 2-(4-(allyloxy)phenyl)acetonitrile (515163-31-2)

Guidance literature:

With ammonia; iodine; at 0 ℃; for 1h;

DOI:10.1002/ejoc.201700277

Reference yield:

4-(2-propenyloxy)benzaldehyde (40663-68-1) → 2-(4-(allyloxy)phenyl)acetonitrile (515163-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 2 h / 0 - 20 °C

2: toluene-4-sulfonic acid / water; acetonitrile / 6 h / 0 - 20 °C

3: iodine; ammonia / 1 h / 0 °C

With ammonia; iodine; toluene-4-sulfonic acid; In tetrahydrofuran; water; acetonitrile; 1: |Wittig Olefination;

DOI:10.1002/ejoc.201700277

upstream raw materials:

4-cyanomethylphenol

allyl bromide

4-(2-propenyloxy)benzaldehyde

Refernces

• 1、 Kong, Weiguang,An, Hejun,Song, Qiuling. "Visible-light-induced thiotrifluoromethylation of terminal alkenes with sodium triflinate and benzenesulfonothioates". supporting information. p. 8968 - 8971. Retrieved 2017/08/15.
• 2、 Sekizaki, Haruo,Itoh, Kunihiko,Toyota, Eiko,Tanizawa, Kazutaka. "A facile synthesis of benzofuran derivatives: A useful synthon for preparation of trypsin inhibitor". . p. 237 - 243. Retrieved 2007/10/03.