2-(Oxiran-2-ylmethoxy)benzonitrile

Base Information

• Chemical Name: 2-(Oxiran-2-ylmethoxy)benzonitrile
• CAS No.: 38465-16-6
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2926909090
• European Community (EC) Number: 609-555-9,948-428-5
• DSSTox Substance ID: DTXSID30959350
• Nikkaji Number: J2.152.246E
• Mol file: 38465-16-6.mol

Synonyms:2-(Oxiran-2-ylmethoxy)benzonitrile;38465-16-6;2-GLYCIDYLOXYBENZONITRILE;2-(2-oxiranylmethoxy)benzonitrile;2-[(Oxiran-2-yl)methoxy]benzonitrile;(S)-2-(OXIRAN-2-YLMETHOXY)BENZONITRILE;904734-43-6;2-(oxiran-2-ylmethoxy)benzenecarbonitrile;SCHEMBL4098812;2-cyanophenoxy-2,3-epoxypropane;DTXSID30959350;BIJYXIOVXFBJEP-UHFFFAOYSA-N;2-(2,3-epoxypropoxy)benzonitrile;(2-cyanophenoxy)-2,3-epoxypropane;2-(2,3-epoxypropoxy)-benzonitrile;MFCD01632505;2-[(2,3-epoxy)propoxy]benzonitrile;1-(2-cyanophenoxy)-2,3-epoxypropane;2,3-epoxy-1-(2-cyanophenoxy)propane;AKOS000157200;AKOS027379872;SB46819;1-(2-cyano- phenoxy)-2,3-epoxypropane;AS-30973;CS-0216342;FT-0691283;EN300-40067;A843560;A924239;Z285167128;2-(oxiran-2-ylmethoxy)benzonitrile;(S)-2-(Oxiran-2-ylmethoxy)benzonitrile

Chemical Property of 2-(Oxiran-2-ylmethoxy)benzonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 335.423 °C at 760 mmHg
• Flash Point: 141.859 °C
• PSA: 45.55000
• Density: 1.219 g/cm³
• LogP: 1.33588
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

2-(2-Oxiranylmethoxy)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COC2=CC=CC=C2C#N
• Uses: 2-(2-Oxiranylmethoxy)benzonitrile is used in the synthesis of novel (aryloxy)propanolamines (and their derivatives) possessing some antarrhythmic and beta-blocking effects.

Technology Process of 2-(Oxiran-2-ylmethoxy)benzonitrile

There total 8 articles about 2-(Oxiran-2-ylmethoxy)benzonitrile 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: 80.0%

salicylonitrile (611-20-1) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1,2-epoxy-3-(2-cyanophenyl)propane (38465-16-6)

Guidance literature:

With potassium carbonate; In acetonitrile; for 16h; Reflux;

DOI:10.1055/s-0033-1340465

Reference yield: 56.0%

C10H9NO4S → 1,2-epoxy-3-(2-cyanophenyl)propane (38465-16-6)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1080/00397911.2016.1258579

Reference yield: 20.0%

salicylonitrile (611-20-1) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (RS)-1-chloro-3-(2-cyanophenoxy)propan-2-ol (42864-99-3) + 1,2-epoxy-3-(2-cyanophenyl)propane (38465-16-6)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate; at 106 ℃; for 0.283333h;

DOI:10.1016/j.tet.2006.08.067

upstream raw materials:

(RS)-1-chloro-3-(2-cyanophenoxy)propan-2-ol

salicylonitrile

1,2-Epoxy-3-bromopropane

epichlorohydrin

Downstream raw materials:

3-<(2-aminoethyl)-amino>-1-(2-cyanophenoxy)propan-2-ol

2-[2-Hydroxy-3-(2-phenylsulfanyl-ethylamino)-propoxy]-benzonitrile

2-[3-(2-Ethylsulfanyl-ethylamino)-2-hydroxy-propoxy]-benzonitrile

2-[2-Hydroxy-3-(2-methoxy-ethylamino)-propoxy]-benzonitrile

Refernces

• 1、 Shen, Chuang,Guo, Xiang,Yu, Jun,Zeng, Xian-Guo,Peng, Li,Zhao, Chuan-Meng,Zhang, Fu-Li. "Synthesis of 2-(phenoxymethyl)oxirane derivatives through unexpected rearrangement of oxiran-2-ylmethyl benzenesulfonates". supporting information. p. 273 - 278. Retrieved 2017/02/10.
• 2、 Kong, Xu-Dong,Ma, Qian,Zhou, Jiahai,Zeng, Bu-Bing,Xu, Jian-He. "A smart library of epoxide hydrolase variants and the top hits for synthesis of (S)-β-blocker precursors". supporting information. p. 6641 - 6644. Retrieved 2014/07/08.