4-(Dimethylamino)-3-methyl-2,2-diphenylbutanenitrile

Base Information

• Chemical Name: 4-(Dimethylamino)-3-methyl-2,2-diphenylbutanenitrile
• CAS No.: 6293-01-2
• Molecular Formula: C19H22 N2
• Molecular Weight: 278.397
• European Community (EC) Number: 613-110-4
• NSC Number: 9993
• UNII: XUT061I23E
• DSSTox Substance ID: DTXSID60903583
• Wikidata: Q27294000
• ChEMBL ID: CHEMBL1987399
• Mol file: 6293-01-2.mol

Synonyms:4-(dimethylamino)-3-methyl-2,2-diphenylbutanenitrile;6293-01-2;Isodidiavalo;Tuso-Blandin;NSC9993;NSC-9993;Isodidiavalo, (+/-)-;XUT061I23E;2,2-Diphenyl-3-methyl-4-(dimethylamino)butyronitrile;(3RS)-4-(Dimethylamino)-3-methyl-2,2-diphenylbutanenitrile;(3RS)-4-(Dimethylamino)-3-methyl-2,2-diphenylbutanenitrile (Isodidiavalo);BENZENEACETONITRILE, A-[2-(DIMETHYLAMINO)-1-METHYLETHYL]-A-PHENYL-;NoName_4278;NCIOpen2_007516;UNII-XUT061I23E;CHEMBL1987399;SCHEMBL10346210;DTXSID60903583;MFCD01821315;AKOS025392614;BS-5038;NCI60_042247;FT-0670473;W13706;AG-664/43371740;Methadone hydrochloride specified impurity C [EP];Q27294000;4-(Dimethylamino)-3-methyl-2,2-diphenyl-butanenitrile;METHADONE HYDROCHLORIDE IMPURITY C [EP IMPURITY];LEVOMETHADONE HYDROCHLORIDE IMPURITY C [EP IMPURITY];Benzeneacetonitrile, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-;BENZENEACETONITRILE, .ALPHA.-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA.-PHENYL-

Chemical Property of 4-(Dimethylamino)-3-methyl-2,2-diphenylbutanenitrile

Chemical Property:

• Vapor Pressure: 1.06E-06mmHg at 25°C
• Melting Point: 66-67 °C
• Boiling Point: 402.9°Cat760mmHg
• PKA: 8.87±0.28(Predicted)
• Flash Point: 165.9°C
• PSA: 27.03000
• Density: 1.032g/cm³
• LogP: 3.69398
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 278.178298710
• Heavy Atom Count: 21
• Complexity: 335

Purity/Quality:

99%, ^*data from raw suppliers

4-(dimethylamino)-3-methyl-2,2-diphenylbutanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CN(C)C)C(C#N)(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of 4-(Dimethylamino)-3-methyl-2,2-diphenylbutanenitrile

There total 22 articles about 4-(Dimethylamino)-3-methyl-2,2-diphenylbutanenitrile 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: 45.0%

Diphenylacetonitrile (86-29-3) + 2-chloro-1-dimethylaminopropane (108-14-5) → (R,S)-2,2-diphenyl-4-dimethylaminopentanenitrile (125-79-1) + 2,2-diphenyl-3-methyl-4-(dimethylamino)-butyronitrile (6293-01-2)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 75 - 80 ℃; for 1h; Inert atmosphere;

Reference yield:

Diphenylacetonitrile (86-29-3) + (2-chloropropyl)dimethylamine hydrochloride (4584-49-0) → hydrochloride salt of 2,2 diphenyl-4-(dimethylamino)-pentane nitrile + 2,2-diphenyl-3-methyl-4-(dimethylamino)-butyronitrile (6293-01-2)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In water; toluene;

Reference yield:

Diphenylacetonitrile (86-29-3) → (R,S)-2,2-diphenyl-4-dimethylaminopentanenitrile (125-79-1) + 2,2-diphenyl-3-methyl-4-(dimethylamino)-butyronitrile (6293-01-2)

Guidance literature:

With lithium amide; benzene; Erwaermen des Reaktionsgemisches mit (+-)-Dimethyl-<2-chlor-propyl>-amin;

DOI:10.1021/ja01169a015

upstream raw materials:

Diphenylacetonitrile

tetrachloromethane

potassium tert-butylate

(2-chloro-1-methyl-ethyl)-dimethyl-amine

Downstream raw materials:

3,N⁴,N⁴-trimethyl-2,2-diphenyl-butanediyldiamine

dimethyl-(2-methyl-3,3-diphenyl-propyl)-amine

(+/-)-1,4-dimethyl-3,3-diphenyl-2-pyrrolidone

5-dimethylamino-4-methyl-3,3-diphenyl-pentan-2-one

Refernces

• 1、 Unterhalt,Coesfeld. "Considerations to the synthesis of methadone-nitrile as well as isomethadone-nitrile, and related compounds". . p. 229 - 234. Retrieved 2007/10/03.
• 2、 Brine,Boldt. "Synthesis and anticonvulsant screening of 3,3-diphenyl-2-pyrrolidone derivatives". . p. 700 - 702. Retrieved 2007/10/02.