2-Cyanotetrahydrofuran

Base Information

• Chemical Name: 2-Cyanotetrahydrofuran
• CAS No.: 14631-43-7
• Molecular Formula: C5H7NO
• Molecular Weight: 97.1167
• Hs Code.: 2932190090
• European Community (EC) Number: 815-285-4
• Nikkaji Number: J2.282.736G
• Mol file: 14631-43-7.mol

Synonyms:2-Cyanotetrahydrofuran;14631-43-7;Tetrahydrofuran-2-carbonitrile;oxolane-2-carbonitrile;2-Furancarbonitrile, tetrahydro-;MFCD07787008;tetrahydro-furan-2-carbonitrile;RZZIKHSWRWWPAN-UHFFFAOYSA-N;AKOS012322770;SY012529;FT-0737275;FT-0770619;EN300-88010;A921486;J-010143;Z1079178976

Chemical Property of 2-Cyanotetrahydrofuran

Chemical Property:

• PSA: 33.02000
• LogP: 0.68898
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 97.052763847
• Heavy Atom Count: 7
• Complexity: 102

Purity/Quality:

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

2-Cyanotetrahydrofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1)C#N

Technology Process of 2-Cyanotetrahydrofuran

There total 19 articles about 2-Cyanotetrahydrofuran 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: 98.0%

TETRAHYDROFURFURYLAMINE (4795-29-3) → 2-tetrahydrofuran-2-carbonitrile (14631-43-7)

Guidance literature:

With pyridine; Oxone; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; Pyridine hydrobromide; In dichloromethane; at 20 ℃; for 12h; Green chemistry;

DOI:10.1002/chem.201600549

Reference yield: 90.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + 3-oxo-1λ3-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile (172876-96-9) → 2-tetrahydrofuran-2-carbonitrile (14631-43-7)

Guidance literature:

With tert-Butyl peroxybenzoate; In ethyl acetate; at 110 ℃; for 16h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1039/c8ob00173a

Reference yield: 89.0%

3-oxo-1λ3-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile (172876-96-9) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → 2-tetrahydrofuran-2-carbonitrile (14631-43-7) + (±)-benzyl 2-cyanopyrrolidine-1-carboxylate (119020-06-3)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; cesium benzoate; In tetrahydrofuran; at 20 ℃; Solvent; Catalytic behavior; Irradiation; Molecular sieve;

DOI:10.1039/c6sc04907a

upstream raw materials:

(E)-tetrahydrofuran-2-carbaldehyde oxime

sodium acetate

acetic anhydride

acetic acid

Downstream raw materials:

C₁₇H₁₇N₃OS

2-cyclopropyl-2-hydroxyacetonitrile

hydrogen cyanide

tetrahydrofuran

Refernces

• 1、 Sun, Ming-Xue,Wang, Yao-Feng,Xu, Bao-Hua,Ma, Xin-Qi,Zhang, Suo-Jiang. "A metal-free direct C (sp3)-H cyanation reaction with cyanobenziodoxolones". supporting information. p. 1971 - 1975. Retrieved 2018/03/23.
• 2、 Le Vaillant, Franck,Wodrich, Matthew D.,Waser, Jér?me. "Room temperature decarboxylative cyanation of carboxylic acids using photoredox catalysis and cyanobenziodoxolones: a divergent mechanism compared to alkynylation". . p. 1790 - 1800. Retrieved 2017/03/09.