2-Methyl-2-phenylpropanenitrile

Base Information

• Chemical Name: 2-Methyl-2-phenylpropanenitrile
• CAS No.: 1195-98-8
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80383929
• Nikkaji Number: J486.544H
• Wikidata: Q82175753
• Mol file: 1195-98-8.mol

Synonyms:2-methyl-2-phenylpropanenitrile;1195-98-8;MFCD00099614;2-methyl-2-phenyl-propionitrile;phenylisobutyronitrile;benzeneacetonitrile, alpha,alpha-dimethyl-;SCHEMBL230672;2-Methyl-2-phenylpropionitrile;alpha,alpha-dimethylbenzyl cyanide;Benzeneacetonitrile,a,a-dimethyl-;DTXSID80383929;PGQTYXFMSZUGOW-UHFFFAOYSA-N;AMY20197;alpha,alpha-dimethylphenylacetonitrile;STL451487;AKOS005173704;AC-2447;PS-8962;SY001232;CS-0067905;FT-0683518;M3308;EN300-35236;A892535;Z339435272

Chemical Property of 2-Methyl-2-phenylpropanenitrile

Chemical Property:

• Vapor Pressure: 0.0521mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 234.7 °C at 760 mmHg
• Flash Point: 101.4 °C
• PSA: 23.79000
• Density: 0.971 g/cm³
• LogP: 2.48778
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

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

2-Methyl-2-phenylpropanenitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Harmful:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C#N)C1=CC=CC=C1

Technology Process of 2-Methyl-2-phenylpropanenitrile

There total 55 articles about 2-Methyl-2-phenylpropanenitrile 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%

phenylacetonitrile (140-29-4) + methyl iodide (74-88-4) → 2-methyl-2-phenylpropionitrile (1195-98-8)

Guidance literature:

With sodium hydroxide; dimethyl sulfoxide; In water;

Reference yield: 92.0%

bromobenzene (108-86-1,52753-63-6) + Isobutyronitrile (78-82-0) → 2-methyl-2-phenylpropionitrile (1195-98-8)

Guidance literature:

With P(i-BuNCH₂CH₂)3N; sodium hexamethyldisilazane; palladium diacetate; In toluene; at 100 ℃; for 4h;

DOI:10.1021/jo034779h

Reference yield: 90.0%

phenylacetonitrile (140-29-4) + dimethyl sulfate (77-78-1) → 2-methyl-2-phenylpropionitrile (1195-98-8)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 20 - 40 ℃; for 2h; Reagent/catalyst;

upstream raw materials:

phenylacetonitrile

methyl iodide

hydrogen cyanide

isopropenylbenzene

Downstream raw materials:

2-methyl-2-phenyl-1-[2]thienyl-propan-1-one

2-methyl-2-phenylbutan-3-one

2-methyl-1,2-diphenyl-propan-1-one

2-Methyl-1,2-diphenyl-1-propanimin

Refernces

• 1、 Taranko,Perry jun.. "-". . p. 226. Retrieved 1969.
• 2、 Doi, Ryohei,Abdullah, Iman,Taniguchi, Takahisa,Saito, Nozomi,Sato, Yoshihiro. "Nickel-catalyzed hydrocarboxylation of ynamides with CO2 and H2O: Observation of unexpected regioselectivity". . p. 7720 - 7723. Retrieved 2017.
• 3、 Semmelhack,Hall. "". . p. 7091. Retrieved 1974.
• 4、 Ohlsson, Bengt,Ullenius, Christina. "Reversible addition of carbon nucleophiles to some nitrogen-substituted η6-arenetricarbonylchromium(0) compounds". . p. 35 - 56. Retrieved 1988.
• 5、 Takamatsu, Kazutaka,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro. "Synthesis of indolines by copper-mediated intramolecular aromatic C-H amination". . p. 3242 - 3249. Retrieved 2015.
• 6、 Utsumi, Tatsuki,Noda, Kenta,Kawauchi, Daichi,Ueda, Hirofumi,Tokuyama, Hidetoshi. "Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst". supporting information. p. 3583 - 3588. Retrieved 2020/08/05.
• 7、 Kaetzel, Nathaniel D.,Kelly, Christopher B.,Lambert, Kyle M.. "Oxidation of aldehydes to nitriles with an oxoammonium salt: Preparation of piperonylonitrile". . p. 294 - 313. Retrieved 2020/11/09.