2,2-DIMETHYLTETRAHYDROFURAN

Base Information

• Chemical Name: 2,2-DIMETHYLTETRAHYDROFURAN
• CAS No.: 1003-17-4
• Molecular Formula: C6H12 O
• Molecular Weight: 100.161
• Hs Code.: 2932190090
• Mol file: 1003-17-4.mol

Synonyms:2,2-Dimethyltetrahydrofuran

Chemical Property of 2,2-DIMETHYLTETRAHYDROFURAN

Chemical Property:

• Vapor Pressure: 57.3mmHg at 25°C
• Melting Point: -114.46°C
• Refractive Index: 1.4070
• Boiling Point: 93°Cat760mmHg
• Flash Point: 4.5°C
• PSA: 9.23000
• Density: 0.847g/cm³
• LogP: 1.57540

Purity/Quality:

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

2,2-DIMETHYLTETRAHYDROFURAN 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 11
• Safety Statements: 7-33-60

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,2-Dimethyltetrahydrofuran is a heterocyclic ether used in the synthesis of tetrahydrofuran and other tetrahydropyran derivatives.

Technology Process of 2,2-DIMETHYLTETRAHYDROFURAN

There total 54 articles about 2,2-DIMETHYLTETRAHYDROFURAN 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: 96.0%

4-methyl-4-penten-1-ol (22508-64-1) → 2,2-dimethyltetrahydrofuran (1003-17-4)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 65 ℃; for 21h;

DOI:10.1016/j.tet.2009.10.055

Reference yield: 90.0%

(C4H9)3SnOC(CH3)2CH2CH2CH2Cl (41968-77-8) → 2,2-dimethyltetrahydrofuran (1003-17-4) + tributyltin chloride (1461-22-9)

Guidance literature:

decompn. of the crude compound at 100°C (0.5 h);

Reference yield: 60.0%

5-chloro-2-pentanone (5891-21-4) + methylmagnesium chloride (676-58-4) → 2,2-dimethyltetrahydrofuran (1003-17-4)

Guidance literature:

5-chloro-2-pentanone; methylmagnesium chloride; In tetrahydrofuran; water; at 20 ℃; for 0.166667h;

With sodium hydroxide; In tetrahydrofuran; water; Concentration;

DOI:10.1039/c5sc03436a

upstream raw materials:

2-Methyl-4,5-dihydrofuran

2-methyleneoxolane

2,5-dihydro-2,2-dimethylfuran

methyl magnesium iodide

Downstream raw materials:

3-(5,5-dimethyl) tetrahydrofuran boronic acid pinacol ester

2-(Tetrahydrofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-methyl-2-pentene

4-methyl-1,3-pentadiene

Refernces

• 1、 Nakao,R. et al.. "-". . p. 76 - 78. Retrieved 1972.
• 2、 Ansell,Thomas. "-". . p. 1163,1165. Retrieved 1958.
• 3、 Denney, Donald B.,Denney, Dorothy Z.,Gigantino, John J.. "Cyclodehydration of 1,4-Butanediols by Pentaethoxyphosphorane". . p. 2831 - 2832. Retrieved 1984.
• 4、 Coulombel, Lydie,Favier, Isabelle,Dunach, Elisabet. "Catalytic formation of C-O bonds by alkene activation: Lewis acid-cycloisomerisation of olefinic alcohols". . p. 2286 - 2288. Retrieved 2005.
• 5、 Cicco, Luciana,Sblendorio, Stefania,Mansueto, Rosmara,Perna, Filippo M.,Salomone, Antonio,Florio, Saverio,Capriati, Vito. "Water opens the door to organolithiums and Grignard reagents: Exploring and comparing the reactivity of highly polar organometallic compounds in unconventional reaction media towards the synthesis of tetrahydrofurans". . p. 1192 - 1199. Retrieved 2016/02/09.
• 6、 -. "METHOD FOR PREPARING TRIOLS AND DIOLS FROM BIOMASS-DERIVED REACTANTS". Paragraph 0092; 0093. . Retrieved 2014/09/30.