2-(Oxetan-3-ylidene)acetonitrile

Base Information

• Chemical Name: 2-(Oxetan-3-ylidene)acetonitrile
• CAS No.: 1123787-67-6
• Molecular Formula: C5H5NO
• Molecular Weight: 95.0993
• Hs Code.: 2932190090
• European Community (EC) Number: 663-674-0
• DSSTox Substance ID: DTXSID70693524
• Mol file: 1123787-67-6.mol

Synonyms:2-(oxetan-3-ylidene)acetonitrile;1123787-67-6;2-(3-Oxetanylidene)acetonitrile;(OXETAN-3-YLIDENE)ACETONITRILE;Oxetan-3-ylidene-acetonitrile;MFCD14586415;Oxetan-3-ylideneacetonitrile;DTXSID70693524;DSKHBLMKLTZNRU-UHFFFAOYSA-N;CS-B0971;YUB78767;AKOS006336771;PB15181;2-(3-Oxetanylidene)acetonitrile, 95%;AS-60101;SY097276;AM20020006;FT-0706190;EN300-1198089;A1-11800

Chemical Property of 2-(Oxetan-3-ylidene)acetonitrile

Chemical Property:

• Melting Point: 56-58℃
• Boiling Point: 216 °C at 760 mmHg
• Flash Point: 88.4 °C
• PSA: 33.02000
• Density: 1.309 g/cm³
• LogP: 0.46658
• Storage Temp.: 2-8°C
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 95.037113783
• Heavy Atom Count: 7
• Complexity: 133

Purity/Quality:

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

2-(Oxetan-3-ylidene)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=CC#N)CO1

Technology Process of 2-(Oxetan-3-ylidene)acetonitrile

There total 4 articles about 2-(Oxetan-3-ylidene)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: 82.0%

oxetan-3-one (6704-31-0) + cyanomethylene triphenylphosphorane (16640-68-9) → 2-(oxetane-3-ylidene)acetonitrile (1123787-67-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jm9018788

Reference yield: 65.17%

oxetan-3-one (6704-31-0) + diethyl 1-cyanomethylphosphonate (2537-48-6) → 2-(oxetane-3-ylidene)acetonitrile (1123787-67-6)

Guidance literature:

diethyl 1-cyanomethylphosphonate; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

oxetan-3-one; In tetrahydrofuran; at 20 ℃;

Reference yield: 63.0%

oxetan-3-one (6704-31-0) + (cyanomethyl)triphenylphosphonium bromide (15898-47-2) → 2-(oxetane-3-ylidene)acetonitrile (1123787-67-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 16h;

upstream raw materials:

oxetan-3-one

cyanomethylene triphenylphosphorane

diethyl 1-cyanomethylphosphonate

(cyanomethyl)triphenylphosphonium bromide

Downstream raw materials:

[4-(3-cyanomethyloxetan-3-yl)-2-ethylphenyl]carbamic acid tert-butyl ester

Refernces

• 1、 -. "Compounds serving as IRAK inhibitors and preparation method and application thereof". Paragraph 0152-0157. . Retrieved 2020/08/22.
• 2、 Chalyk, Bohdan A.,Isakov, Andrei A.,Butko, Maryna V.,Hrebeniuk, Kateryna V.,Savych, Olena V.,Kucher, Olexandr V.,Gavrilenko, Konstantin S.,Druzhenko, Tetiana V.,Yarmolchuk, Vladimir S.,Zozulya, Sergey,Mykhailiuk, Pavel K.. "Synthesis of 6-Azaspiro[4.3]alkanes: Innovative Scaffolds for Drug Discovery". . p. 4530 - 4542. Retrieved 2017/08/30.