3,4-Dibenzyloxyphenylacetonitrile

Base Information

• Chemical Name: 3,4-Dibenzyloxyphenylacetonitrile
• CAS No.: 1699-60-1
• Molecular Formula: C22H19NO2
• Molecular Weight: 329.398
• Hs Code.: 2926909090
• European Community (EC) Number: 673-985-3
• DSSTox Substance ID: DTXSID60374138
• Wikidata: Q82162635
• Mol file: 1699-60-1.mol

Synonyms:3,4-Dibenzyloxyphenylacetonitrile;1699-60-1;2-(3,4-Bis(benzyloxy)phenyl)acetonitrile;2-[3,4-bis(phenylmethoxy)phenyl]acetonitrile;Benzeneacetonitrile,3,4-bis(phenylmethoxy)-;SCHEMBL1465482;4,5-dibenzyloxyphenylacetonitrile;DTXSID60374138;JVNGVPICFBYTGS-UHFFFAOYSA-N;BAA69960;MFCD00060302;2-(3,4-dibenzyloxyphenyl)acetonitrile;AKOS015839487;FS-5510;[3,4-Bis(benzyloxy)phenyl]acetonitrile;(3,4-bis-benzyloxy-phenyl)-acetonitrile;FT-0676456;F70062;A811154;J-010591

Chemical Property of 3,4-Dibenzyloxyphenylacetonitrile

Chemical Property:

• Vapor Pressure: 2.05E-10mmHg at 25°C
• Melting Point: 80 °C
• Refractive Index: 1.604
• Boiling Point: 507.3 °C at 760 mmHg
• Flash Point: 170.9 °C
• PSA: 42.25000
• Density: 1.155 g/cm³
• LogP: 4.91068
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 329.141578849
• Heavy Atom Count: 25
• Complexity: 417

Purity/Quality:

98%min ^*data from raw suppliers

3,4-Dibenzyloxyphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)CC#N)OCC3=CC=CC=C3

Technology Process of 3,4-Dibenzyloxyphenylacetonitrile

There total 9 articles about 3,4-Dibenzyloxyphenylacetonitrile 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:

3,4-dibenzyloxybenzaldehyde (5447-02-9) → (3,4-bis-benzyloxyphenyl)acetonitrile (1699-60-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / methanol / 20 °C

2: SOCl₂ / dioxane / 20 °C

3: acetonitrile / 20 °C

With sodium tetrahydroborate; thionyl chloride; In 1,4-dioxane; methanol; acetonitrile;

DOI:10.1016/S0960-894X(01)00403-6

Reference yield:

3,4-bis(benzyloxy)benzyl alcohol (1699-58-7) → (3,4-bis-benzyloxyphenyl)acetonitrile (1699-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / dioxane / 20 °C

2: acetonitrile / 20 °C

With thionyl chloride; In 1,4-dioxane; acetonitrile;

DOI:10.1016/S0960-894X(01)00403-6

Reference yield:

3,4-dihydroxybenzaldehyde (139-85-5) → (3,4-bis-benzyloxyphenyl)acetonitrile (1699-60-1)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / methanol / Heating

2: NaBH₄ / methanol / 20 °C

3: SOCl₂ / dioxane / 20 °C

4: acetonitrile / 20 °C

With sodium tetrahydroborate; thionyl chloride; potassium carbonate; In 1,4-dioxane; methanol; acetonitrile;

DOI:10.1016/S0960-894X(01)00403-6

upstream raw materials:

potassium cyanide

3,4-dibenzyloxybenzyl chloride

3,4-bis(benzyloxy)benzyl alcohol

sodium cyanide

Downstream raw materials:

1-(3,4-dihydroxyphenyl)cyclopropanecarboxylic methyl ester

1-(3,4-dihydroxyphenyl)cyclopropanecarbonitrile

3,4-dihydroxyphenylacetamide

3,4-Dibenzyloxy-phenylessigsaeure-diaethylamid

Refernces

• 1、 Lisowski, Vincent,Enguehard, Cecile,Lancelot, Jean-Charles,Caignard, Daniel-Henri,Lambel, Stephanie,Leonce, Stephane,Pierre, Alain,Atassi, Ghanem,Renard, Pierre,Rault, Sylvain. "Design, synthesis and antiproliferative activity of tripentones: A new series of antitubulin agents". . p. 2205 - 2208. Retrieved 2007/10/03.