2,2-dimethylpropane-1,3-diyl diformate

Base Information

• Chemical Name: 2,2-dimethylpropane-1,3-diyl diformate
• CAS No.: 5451-58-1
• Molecular Formula: C7H12O4
• Molecular Weight: 160.1678
• Mol file: 5451-58-1.mol

Synonyms:

Chemical Property of 2,2-dimethylpropane-1,3-diyl diformate

Chemical Property:

• Vapor Pressure: 0.147mmHg at 25°C
• Boiling Point: 215.5°Cat760mmHg
• Flash Point: 100.9°C
• Density: 1.057g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2-dimethylpropane-1,3-diyl diformate

There total 5 articles about 2,2-dimethylpropane-1,3-diyl diformate 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: 76.0%

2,2-Dimethyl-1,3-propanediol (126-30-7) + formic acid ethyl ester (109-94-4) → 2,2-dimethylpropanediol diformate (5451-58-1)

Guidance literature:

With poly(4-vinylpyridinium tribromide); at 20 ℃; for 2h; neat (no solvent);

DOI:10.5012/bkcs.2011.32.4.1399

Reference yield:

(5Z,8Z)-10-[2-Bromo-3-(5,5-dimethyl-[1,3]dioxan-2-yl)-cyclopropyl]-deca-5,8-dienoic acid methyl ester (96349-30-3) → 2,2-dimethylpropanediol diformate (5451-58-1) + (5Z,8Z)-10-(2-Bromo-3-formyl-cyclopropyl)-deca-5,8-dienoic acid methyl ester (96349-32-5)

Guidance literature:

With formic acid; In tetrahydrofuran; at 0 ℃; for 20h; Title compound not separated from byproducts;

DOI:10.1021/jo00213a011

Reference yield:

2-[2-Bromo-3-(5,5-dimethyl-[1,3]dioxan-2-yl)-cyclopropyl]-ethanol (96349-27-8) → 2,2-dimethylpropanediol diformate (5451-58-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / NaOAc, pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) KOC(CH₃)3 / 1.) THF, 0 deg C, 10 min, 2.) 0 deg C, 3.75 h

3: 88percent HCO₂H / tetrahydrofuran / 20 h / 0 °C

With formic acid; potassium tert-butylate; sodium acetate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00213a011

upstream raw materials:

(5Z,8Z)-10-[2-Bromo-3-(5,5-dimethyl-[1,3]dioxan-2-yl)-cyclopropyl]-deca-5,8-dienoic acid methyl ester

2-[2-Bromo-3-(5,5-dimethyl-[1,3]dioxan-2-yl)-cyclopropyl]-ethanol

[2-Bromo-3-(5,5-dimethyl-[1,3]dioxan-2-yl)-cyclopropyl]-acetaldehyde

2,2-Dimethyl-1,3-propanediol

Refernces

• 1、 Porter, N. A.,Ziegler, C. B.,Khouri, F. F.,Roberts, D. H.. "General Synthesis of Polyunsaturated Fatty Acid Hydroperoxides Involving a Novel Vinylcyclopropyl Bromide Ring Opening". . p. 2252 - 2258. Retrieved 2007/10/02.