Di-tert-butyl carbonate

Base Information

• Chemical Name: Di-tert-butyl carbonate
• CAS No.: 34619-03-9
• Molecular Formula: C9H18O3
• Molecular Weight: 230.261
• European Community (EC) Number: 609-007-9
• DSSTox Substance ID: DTXSID40436864
• Nikkaji Number: J1.196.050B
• Wikidata: Q82252205
• Mol file: 34619-03-9.mol

Synonyms:di-tert-butyl carbonate;34619-03-9;di-tert-butylcarbonate;Ditert-butyl Carbonate;Di-t-butyl carbonate;diterbutylcarbonate;carbonic acid di-tert-butyl ester;ditertbutlycarbonate;ditertbutylcarbonate;di t-butylcarbonate;di-t-butylcarbonate;dit-butyl carbonate;diterbutyl carbonate;di-tertbutylcarbonate;di(t-butyl)carbonate;di-t butyl carbonate;di-terbutyl carbonate;di-tert butylcarbonate;di-tertbutyl carbonate;Di-tert.butylcarbonate;di-(t-butyl)carbonate;ditertiarybutylcarbonate;di tert-butyl carbonate;di(tert-butyl)carbonate;di-tert butyl carbonate;di-tert-butyl-carbonate;di-tert.-butylcarbonate;(di-tert-butyl)carbonate;di-(tert-butyl)carbonate;di-tert.-butyl carbonate;SCHEMBL29121;carbonic acid di-t-butyl ester;bis(1,1-dimethylethyl)carbonate;DTXSID40436864;ODCCJTMPMUFERV-UHFFFAOYSA-N;MFCD14560560;AKOS017523543;AB17496;CS-0146214

Chemical Property of Di-tert-butyl carbonate

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 174.125594432
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)OC(C)(C)C

Technology Process of Di-tert-butyl carbonate

There total 6 articles about Di-tert-butyl carbonate 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: 30.0%

potassium tert-butylate (865-47-4) + methyl chloroformate (79-22-1) → tert-butyldicarbonate (34619-03-9) + 1,1-dimethylethyl methyl carbonate (32793-05-8) + chloroformic acid ethyl ester (541-41-3) + tert-butyl chloroformate (24608-52-4)

Guidance literature:

DOI:10.1039/P29830000291

Reference yield:

[1,3]-dioxolan-2-one (96-49-1) + tert-butyl alcohol (75-65-0) → tert-butyldicarbonate (34619-03-9) + ethylene glycol (107-21-1)

Guidance literature:

With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide; at 70 ℃; for 6h;

DOI:10.1016/j.tetlet.2010.03.114

Reference yield:

2-Cyanopyridine (100-70-9,1232006-36-8) + carbon dioxide (124-38-9,18923-20-1) + tert-butyl alcohol (75-65-0) → pyridine-2-carboxylic acid amide (1452-77-3) + tert-butyldicarbonate (34619-03-9)

Guidance literature:

With cerium(IV) oxide; at 119.84 - 599.84 ℃; for 12h; under 7500.75 Torr; Pressure; Autoclave;

upstream raw materials:

tert-butyl 2,2,2-trichloroacetate

potassium tert-butylate

isobutene

pentane

Downstream raw materials:

3-<amino>methyl>pyridine

tert-butyl 6-methyl-1H-indole-1-carboxylate

(2-aminopyridin-3-yl)carbamate tert-butyl ester

1-t-butoxycarbonyl-1,3-dihydro-2H-imidazo<4,5-b>pyridin-2-one

Refernces

• 1、 Parham et al.. "-". . p. 1900. Retrieved 1959.
• 2、 Yang, Zhen-Zhen,He, Liang-Nian,Dou, Xiao-Yong,Chanfreau, Sébastien. "Dimethyl carbonate synthesis catalyzed by DABCO-derived basic ionic liquids via transesterification of ethylene carbonate with methanol". supporting information; experimental part. p. 2931 - 2934. Retrieved 2010/06/16.