2-Methyltetrahydrofuran-2-carbonitrile

Base Information

• Chemical Name: 2-Methyltetrahydrofuran-2-carbonitrile
• CAS No.: 19679-75-5
• Molecular Formula: C6H9NO
• Molecular Weight: 111.144
• Hs Code.: 2932190090
• European Community (EC) Number: 243-222-5
• DSSTox Substance ID: DTXSID60941440
• Nikkaji Number: J27.235C
• Mol file: 19679-75-5.mol

Synonyms:2-Methyltetrahydrofuran-2-carbonitrile;19679-75-5;2-methyloxolane-2-carbonitrile;2-Methyltetrahydro-2-furancarbonitrile;EINECS 243-222-5;SCHEMBL5315127;AMY3382;DTXSID60941440;MFCD06797636;STK503342;AKOS005171587;LS-01999;CS-0216514;EN300-49457;2-Methyltetrahydro-2-furancarbonitrile, AldrichCPR;A880069;Z384972070

Chemical Property of 2-Methyltetrahydrofuran-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.335mmHg at 25°C
• Refractive Index: 1.45
• Boiling Point: 199.8 °C at 760 mmHg
• Flash Point: 80.7 °C
• PSA: 33.02000
• Density: 1.01 g/cm³
• LogP: 1.07908
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 111.068413911
• Heavy Atom Count: 8
• Complexity: 135

Purity/Quality:

98% ^*data from raw suppliers

2-Methyltetrahydro-2-furancarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCO1)C#N
• Uses: 2-Methyltetrahydro-2-furancarbonitrile is used as a reagent for the synthesis of C2-carbon-linked heterocyclic-5-hydroxy-6-oxo-dihydropyrimidine-4-carboxamides as HIV-1 integrase inhibitors.

Technology Process of 2-Methyltetrahydrofuran-2-carbonitrile

There total 3 articles about 2-Methyltetrahydrofuran-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%

bromo-5-pentanone-2 (3884-71-7) + copper(I) cyanide (544-92-3) → cyano-2 methyl-2 tetrahydrofuranne (19679-75-5)

Guidance literature:

In toluene; Heating;

Reference yield:

pent-1-yn-5-ol (5390-04-5) + trimethylsilyl cyanide (7677-24-9) → cyano-2 methyl-2 tetrahydrofuranne (19679-75-5)

Guidance literature:

With tris(pentafluorophenyl)borate; water; In 1,2-dichloro-ethane; at 60 ℃; for 27h;

DOI:10.1021/acscatal.8b00955

Reference yield:

5-chloro-2-pentanone (5891-21-4) + potassium cyanide (151-50-8) → cyano-2 methyl-2 tetrahydrofuranne (19679-75-5)

Guidance literature:

With water;

upstream raw materials:

5-chloro-2-pentanone

potassium cyanide

bromo-5-pentanone-2

copper(I) cyanide

Downstream raw materials:

N-(4-Fluorobenzyl)-5-hydroxy-1-methyl-2-(2-methyl-tetrahydrofuran-2-yl)-6-oxo-1,6-dihydropyrimidine-4-carboxamide

Refernces

• 1、 Amouroux, Roger,Chastrette, Francine,Chastrette, Maurice. "Synthese de polyethers polycycliques. II. Synthese stereoselective de dimethyl-2,5, dimethyl-2',5 et trimethyl-2,2',5 bis-2,2'-tetrahydrofurranes". . p. 293 - 302. Retrieved 2007/10/02.