4-Benzyloxyphenylacetonitrile

Base Information

• Chemical Name: 4-Benzyloxyphenylacetonitrile
• CAS No.: 838-96-0
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• Hs Code.: 29269090
• European Community (EC) Number: 617-499-1
• DSSTox Substance ID: DTXSID50335071
• Nikkaji Number: J907.748K
• Wikidata: Q72442467
• Mol file: 838-96-0.mol

Synonyms:4-Benzyloxyphenylacetonitrile;838-96-0;2-(4-(benzyloxy)phenyl)acetonitrile;4-benzyloxybenzyl cyanide;2-(4-phenylmethoxyphenyl)acetonitrile;(4-benzyloxyphenyl)acetonitrile;[4-(benzyloxy)phenyl]acetonitrile;2-[4-(benzyloxy)phenyl]acetonitrile;MFCD00016400;4-Benzyloxybenzeneacetonitrile;p-benzyloxyphenyl acetonitrile;4-benzyloxyphenyl-acetonitrile;SCHEMBL2277105;DTXSID50335071;(4-benzyloxy-phenyl)-acetonitrile;AMY24829;AKOS000184480;FS-3886;B4734;CS-0456110;FT-0617671;EN300-247913;T71376

Chemical Property of 4-Benzyloxyphenylacetonitrile

Chemical Property:

• Appearance/Colour: Cream powder
• Vapor Pressure: 3.29E-06mmHg at 25°C
• Melting Point: 65 °C
• Refractive Index: 1.582
• Boiling Point: 387.4 °C at 760 mmHg
• Flash Point: 163.1 °C
• PSA: 33.02000
• Density: 1.114 g/cm³
• LogP: 3.33168
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 223.099714038
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

99.9% ^*data from raw suppliers

4-Benzyloxyphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi；Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)CC#N
• Uses: 4-Benzyloxyphenylacetonitrile is an intermediate in the preparation of Desmethylvenlafaxine, an antidepressant and also in the preparation of RAGE antagonist for the treatment of Alzheimer''s disease.

Technology Process of 4-Benzyloxyphenylacetonitrile

There total 20 articles about 4-Benzyloxyphenylacetonitrile 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: 98.0%

sodium cyanide (143-33-9,25596-52-5) + 4-benzyloxybenzyl chloride (836-42-0) → 2-[4-(benzyloxy)phenyl]acetonitrile (838-96-0)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1016/j.bmc.2005.10.051

Reference yield: 98.0%

sodium cyanide (773837-37-9) + 4-benzyloxybenzyl chloride (836-42-0) → 2-[4-(benzyloxy)phenyl]acetonitrile (838-96-0)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1039/c4md00564c

Reference yield: 97.0%

4-cyanomethylphenol (14191-95-8) + benzyl bromide (100-39-0) → 2-[4-(benzyloxy)phenyl]acetonitrile (838-96-0)

Guidance literature:

With potassium carbonate; In acetone; for 17h; Heating;

DOI:10.1021/jm00085a002

upstream raw materials:

4-cyanomethylphenol

benzyl chloride

sodium cyanide

4-benzyloxybenzyl chloride

Downstream raw materials:

(E)-2-(4-Benzyloxy-phenyl)-5,5-diphenyl-penta-2,4-dienenitrile

5-[4-[3-[(2,4-diamino-6-ethyl-5-pyrimidinyl)oxy]propoxy]phenyl]-6-ethylpyrimidine-2,4-diamine

1-(4-(benzyloxy)phenyl)cyclobutanecarbonitrile

Refernces

• 1、 Martins, Nayara Silva,ángel, Alix Y. Bastidas,Anghinoni, Jo?o M.,Lenard?o, Eder J.,Barcellos, Thiago,Alberto, Eduardo E.. "From Stoichiometric Reagents to Catalytic Partners: Selenonium Salts as Alkylating Agents for Nucleophilic Displacement Reactions in Water". supporting information. p. 87 - 93. Retrieved 2021/11/03.
• 2、 -. "TETRAHYDROPROTOBERBERINE COMPOUND, PREPARATION METHOD THEREFOR AND USES THEREOF, AND PHARMACEUTICAL COMPOSITION". Paragraph 0144-0145. . Retrieved 2020/07/07.