3,4,5-Trimethoxyphenylacetonitrile

Base Information

• Chemical Name: 3,4,5-Trimethoxyphenylacetonitrile
• CAS No.: 13338-63-1
• Molecular Formula: C11H13 N O3
• Molecular Weight: 207.229
• Hs Code.: 29269090
• European Community (EC) Number: 236-388-5
• NSC Number: 97556
• UNII: N1GY2UD3JX
• DSSTox Substance ID: DTXSID4057637
• Nikkaji Number: J55.010H
• Wikidata: Q72513823
• ChEMBL ID: CHEMBL3186473
• Mol file: 13338-63-1.mol

Synonyms:3,4,5-Trimethoxyphenylacetonitrile;13338-63-1;2-(3,4,5-trimethoxyphenyl)acetonitrile;3,4,5-Trimethoxybenzyl cyanide;Benzeneacetonitrile, 3,4,5-trimethoxy-;3,4,5-Trimethoxybenzylnitrile;3,4,5-Trimethoxybenzeneacetonitrile;(3,4,5-Trimethoxyphenyl)acetonitrile;3,4,5-Trimethoxyphenylacetylnitryl;ACETONITRILE, (3,4,5-TRIMETHOXYPHENYL)-;EINECS 236-388-5;MFCD00001912;NSC 97556;N1GY2UD3JX;BRN 2214548;DTXSID4057637;NSC-97556;4-10-00-02033 (Beilstein Handbook Reference);NSC97556;UNII-N1GY2UD3JX;3,5-Trimethoxybenzylnitrile;3,5-Trimethoxybenzyl cyanide;LCZC3016;SCHEMBL1020821;3,5-Trimethoxyphenylacetylnitryl;CHEMBL3186473;DTXCID5031426;(3,5-Trimethoxyphenyl)acetonitrile;3,5-(Trimethoxyphenyl)acetonitrile;3,4,5-trimethoxyphenyl acetonitrile;3,4,5-trimethoxyphenyl-acetonitrile;Benzeneacetonitrile,4,5-trimethoxy-;Tox21_113825;Acetonitrile,4,5-trimethoxyphenyl)-;STL164353;(3,4,5-trimethoxy)phenylacetonitrile;AKOS005363771;AC-5986;CS-W015270;NCGC00253705-01;2-(3,4,5-trimethoxyphenyl) acetonitrile;AS-15523;SY015810;3,4,5-Trimethoxyphenylacetonitrile, 97%;CAS-13338-63-1;AM20020407;FT-0614175;T1927;EN300-1851510;A806609;SR-01000944709;Q-100129;SR-01000944709-1

Chemical Property of 3,4,5-Trimethoxyphenylacetonitrile

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000196mmHg at 25°C
• Melting Point: 76-79 ºC
• Refractive Index: 1.506
• Boiling Point: 327.9 °C at 760 mmHg
• Flash Point: 132.8 °C
• PSA: 51.48000
• Density: 1.104 g/cm³
• LogP: 1.77848
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

3,4,5-Trimethoxyphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)CC#N
• Uses: 3,4,5-Trimethoxyphenylacetonitrile is used in insecticide compositions.

Technology Process of 3,4,5-Trimethoxyphenylacetonitrile

There total 29 articles about 3,4,5-Trimethoxyphenylacetonitrile 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: 88.0%

Oxime of 3,4,5-trimethoxyphenylpyruvic acid (139109-56-1) → 2-(3,4,5-trimethoxyphenyl)acetonitrile (13338-63-1)

Guidance literature:

With 1,1'-oxalyldiimidazole; In benzene; 1.) r.t., 15 min, 2.) 68-70 deg C, 1 h;

DOI:10.1248/cpb.39.187

Reference yield: 75.0%

3,4,5-trimethoxybenzyl bromide (21852-50-6) + sodium cyanide (143-33-9,25596-52-5) → 2-(3,4,5-trimethoxyphenyl)acetonitrile (13338-63-1)

Guidance literature:

In dimethyl sulfoxide; Ambient temperature;

Reference yield: 11.0%

2,3,4-trimethoxybromobenzene (10385-36-1) + acetonitrile (75-05-8,26809-02-9) → 2-(3,4,5-trimethoxyphenyl)acetonitrile (13338-63-1) + Bis-(3,4,5-trimethoxy-phenyl)-acetonitrile (36764-81-5)

Guidance literature:

With ethoxyethoxyethanol; sodium amide; In 1,2-dimethoxyethane; 1.) 45 deg C, 2 h, 2.) -10 deg C, 2 h, 3.) -30 deg C, 4.5 h;

upstream raw materials:

3,4,5-trimethoxybenzoyl cyanide

Oxime of 3,4,5-trimethoxyphenylpyruvic acid

acetic anhydride

potassium cyanide

Downstream raw materials:

2-(3,4,5-trimethoxy-benzyl)-4,5-dihydro-1H-imidazole

(6-Methyl-pyridin-2-yl)-(3,4,5-trimethoxy-phenyl)-acetonitrile

N-(3,3,3-Triphenyl-propyl)-benzamide

4-(Benzoylamino)-2-(3,4,5-trimethoxyphenyl)butyronitril

Refernces

• 1、 Tsao. "-". . p. 5495. Retrieved 1951.
• 2、 Li, Jia-Jun,Ma, Jun,Xin, Ya-Bing,Quan, Zhe-Shan,Tian, Yu-Shun. "Synthesis and pharmacological evaluation of 2,3-diphenyl acrylonitriles-bearing halogen as selective anticancer agents". . p. 1419 - 1428. Retrieved 2018/06/06.
• 3、 -. "Preparation and uses of combretastatin A4 analogs containing cyano and halogen". . . Retrieved 2018/09/29.