3,3-Dimethyl-2-phenyl-oxirane-2-carbonitrile

Base Information

• Chemical Name: 3,3-Dimethyl-2-phenyl-oxirane-2-carbonitrile
• CAS No.: 5445-32-9
• Molecular Formula: C11H11NO
• Molecular Weight: 173.2111
• NSC Number: 21992
• DSSTox Substance ID: DTXSID90281563
• Nikkaji Number: J566.030K
• Mol file: 5445-32-9.mol

Synonyms:5445-32-9;MLS002638827;NSC21992;DTXSID90281563;HMS3091F15;NSC 21992;NSC-21992;SMR001548290;2-Phenyl-3,3-dimethyloxirane-2-carbonitrile

Chemical Property of 3,3-Dimethyl-2-phenyl-oxirane-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.00148mmHg at 25°C
• Boiling Point: 296°Cat760mmHg
• Flash Point: 124.6°C
• Density: 1.12g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 257

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(O1)(C#N)C2=CC=CC=C2)C

Technology Process of 3,3-Dimethyl-2-phenyl-oxirane-2-carbonitrile

There total 4 articles about 3,3-Dimethyl-2-phenyl-oxirane-2-carbonitrile 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: 78.0%

bromocyane (506-68-3) + phenyl isopropyl ketone (611-70-1) → 2,2-Dimethyl-3-phenyl-3-oxiranecarbonitrile (5445-32-9)

Guidance literature:

phenyl isopropyl ketone; With lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; for 0.0833333h; Inert atmosphere;

bromocyane; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/anie.201006966

Reference yield: 51.0%

methanol (67-56-1) + sodium cyanide (143-33-9,25596-52-5) + phenyl isopropyl ketone (611-70-1) → 2,2-Dimethyl-3-phenyl-3-oxiranecarbonitrile (5445-32-9) + Methyl 2,2-dimethyl-3-phenyl-3-oxiranecarboximidate (152493-92-0)

Guidance literature:

sodium methylate; potassium iodide; electrochemical oxidation; a constant current of 1.0 A; 2.2 F/mol of electricity;

DOI:10.1021/jo00075a010

Reference yield: 32.0%

sodium cyanide (143-33-9,25596-52-5) + phenyl isopropyl ketone (611-70-1) → 2,2-Dimethyl-3-phenyl-3-oxiranecarbonitrile (5445-32-9) + Methyl 2,2-dimethyl-3-phenyl-3-oxiranecarboximidate (152493-92-0)

Guidance literature:

With methanol; sodium methylate; potassium iodide; electrochemical oxidation; a constant current of 1.0 A; 2.2 F/mol of electricity;

DOI:10.1021/jo00075a010

upstream raw materials:

methanol

sodium cyanide

phenyl isopropyl ketone

bromocyane

Downstream raw materials:

Methyl 2,2-dimethyl-3-phenyl-3-oxiranecarboximidate

2,2-Dimethyl-3-phenyl-3-oxiranecarbamide

Methyl 2,2-dimethyl-3-phenyl-3-oxiranecarboxylate

2,2-dimethyl-3-oxo-3-phenylpropanenitrile