3,3,5,5-Tetramethyl-1,2-dioxolane

Base Information

• Chemical Name: 3,3,5,5-Tetramethyl-1,2-dioxolane
• CAS No.: 22431-90-9
• Molecular Formula: C7H14 O2
• Molecular Weight: 130.187
• DSSTox Substance ID: DTXSID30176969
• Nikkaji Number: J1.322.976G
• Wikidata: Q83047290
• Mol file: 22431-90-9.mol

Synonyms:22431-90-9;1,2-Dioxolane, 3,3,5,5-tetramethyl-;3,3,5,5-Tetramethyl-1,2-dioxolane;1,2-Dioxolane,3,3,5,5-tetramethyl-;SCHEMBL6827967;DTXSID30176969

Chemical Property of 3,3,5,5-Tetramethyl-1,2-dioxolane

Chemical Property:

• Vapor Pressure: 45.2mmHg at 25°C
• Boiling Point: 98.8°Cat760mmHg
• Flash Point: 24.4°C
• Density: 0.881g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 102

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(OO1)(C)C)C

Technology Process of 3,3,5,5-Tetramethyl-1,2-dioxolane

There total 7 articles about 3,3,5,5-Tetramethyl-1,2-dioxolane 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: 52.0%

2,4-dimethylpentane-2,4-diol (24892-49-7,139687-48-2) → 3,3,5,5-tetramethyl-[1,2]dioxolane (22431-90-9) + 2,4-bis(hydroperoxy)-2,4-dimethylpentane (61756-35-2)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; 1.) 0 deg C, 2.) room temp., 48 h;

DOI:10.1021/jo00322a028

Reference yield:

2,4-dimethyl-1,4-pentadiene (4161-65-3) → 3,3,5,5-tetramethyl-[1,2]dioxolane (22431-90-9) + 2,4-dimethylpent-4-en-2-ol (19781-53-4)

Guidance literature:

With sodium tetrahydroborate; mercury(II) nitrate; Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

2,4-dimethylpentane-2,4-diol (24892-49-7,139687-48-2) → 3,3,5,5-tetramethyl-[1,2]dioxolane (22431-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: water; hydrogen peroxide / 120 °C / 1838.8 Torr

2: lead (IV)-acetate; acetic acid

With lead(IV) acetate; water; dihydrogen peroxide; acetic acid;

upstream raw materials:

2,4-dimethylpentane-2,4-diol

2,4-bis(hydroperoxy)-2,4-dimethylpentane

lead(IV) tetraacetate

acetic acid

Downstream raw materials:

C₄H₈O

C₇H₁₄O₂

acetone