(2-Methoxyphenyl)acetonitrile

Base Information

• Chemical Name: (2-Methoxyphenyl)acetonitrile
• CAS No.: 7035-03-2
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2926909090
• European Community (EC) Number: 230-314-5
• DSSTox Substance ID: DTXSID40220629
• Nikkaji Number: J208.729D
• Wikidata: Q72517481
• ChEMBL ID: CHEMBL4551609
• Mol file: 7035-03-2.mol

Synonyms:2-Methoxyphenylacetonitrile;7035-03-2;(2-Methoxyphenyl)acetonitrile;2-(2-methoxyphenyl)acetonitrile;2-Methoxybenzyl cyanide;Benzeneacetonitrile, 2-methoxy-;2-Methoxybenzeneacetonitrile;MFCD00001902;(o-Methoxyphenyl)acetonitrile;o-methoxyphenylacetonitrile;2-methoxybenzylcyanid;o-methoxybenzylcyanide;2-methoxybenzylcyanide;o-Methoxybenzyl cyanide;2-methoxy benzylcyanide;SCHEMBL198463;CHEMBL4551609;DTXSID40220629;2-Methoxyphenylacetonitrile, 98%;2-METHOXYPHENYL ACETONITRILE;EINECS 230-314-5;STL164351;AKOS000119408;BS-22927;A9281;CS-0065824;FT-0612863;M0855;EN300-20346;D73340;AK-087/40365554;W-104557;F0001-1821

Chemical Property of (2-Methoxyphenyl)acetonitrile

Chemical Property:

• Appearance/Colour: white to slightly brown crystalline powder
• Vapor Pressure: 0.00767mmHg at 25°C
• Melting Point: 65-67 °C(lit.)
• Refractive Index: 1.519
• Boiling Point: 268.5 °C at 760 mmHg
• Flash Point: 105.5 °C
• PSA: 33.02000
• Density: 1.053 g/cm³
• LogP: 1.76128
• Storage Temp.: Store below +30°C.
• Solubility.: 0.01g/l
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methoxybenzeneacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36/37-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC=C1CC#N
• Uses: 2-Methoxyphenylacetonitrile was used in the synthesis of 2-(1-cyano-1-(2-methoxy)phenyl)methylidene-3-phenylthiazolidine-4,5-dione.

Technology Process of (2-Methoxyphenyl)acetonitrile

There total 37 articles about (2-Methoxyphenyl)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: 100.0%

C22H18N2O5 (183657-71-8) → 2-methoxy-benzeneacetonitrile (7035-03-2) + biphenyl-4-carboxylic acid (92-92-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1016/0040-4039(96)01779-0

Reference yield: 97.0%

sodium cyanide (143-33-9,25596-52-5) + o-Methoxybenzyl chloride (7035-02-1) → 2-methoxy-benzeneacetonitrile (7035-03-2)

Guidance literature:

In dimethyl sulfoxide; at 35 - 45 ℃; for 3h;

Reference yield: 96.0%

2-Chloroanisole (766-51-8) + sodium cyanoacetate (1071-36-9) → 2-methoxy-benzeneacetonitrile (7035-03-2)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)); In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 5.16667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

upstream raw materials:

2-(2-methoxyphenyl)acetamide

o-Methoxybenzyl bromide

potassium cyanide

2-ethoxycarbonyl-2-hydroxy-2-(2-methoxylphenyl)-acetonitrile

Downstream raw materials:

ethyl (2-methoxyphenyl)acetate

(2-methoxy-phenyl)-((Ξ)-phthalidyliden)-acetonitrile

5-(2-methoxy-phenyl)-pyrimidin-4-ylamine

2-(2-methoxyphenyl)-3-oxobutanenitrile

Refernces

• 1、 Hu, Dandan,Liu, Jiayue,Ren, Hongjun,Song, Jinyu,Zhang, Jun-Qi,Zhu, Guorong. "Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes". supporting information. p. 786 - 790. Retrieved 2022/01/28.
• 2、 Xu, Jianyu,Twitty, J. Cameron,Watson, Mary P.. "Nickel-Catalyzed Deaminative Cyanation: Nitriles and One-Carbon Homologation from Alkyl Amines". supporting information. p. 6242 - 6245. Retrieved 2021/08/23.