tert-Butyl phenyl carbonate

Base Information

• Chemical Name: tert-Butyl phenyl carbonate
• CAS No.: 6627-89-0
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Hs Code.: 29209090
• European Community (EC) Number: 229-601-8
• NSC Number: 60248
• UNII: DP3JXG8MSN
• DSSTox Substance ID: DTXSID90216471
• Nikkaji Number: J149.825H
• Wikidata: Q72504025
• Mol file: 6627-89-0.mol

Synonyms:tert-butyl phenyl carbonate

Chemical Property of tert-Butyl phenyl carbonate

Chemical Property:

• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: n20/D 1.480
• Boiling Point: 259.8 °C at 760 mmHg
• Flash Point: 97 °C
• PSA: 35.53000
• Density: 1.061 g/cm³
• LogP: 3.00050
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

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

tert-Butyl phenyl carbonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)OC1=CC=CC=C1
• Uses: tert-Butyl phenyl carbonate is used in determination of octanol-water partition coefficients by microemulsion electrokinetic chromatography. It is also used in the synthesis of 2-nitroindoles and as a reagent for mono-Boc protection of α,ω-diamines.

Technology Process of tert-Butyl phenyl carbonate

There total 7 articles about tert-Butyl phenyl 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + phenol (108-95-2,27073-41-2) → tert-butyl phenyl carbonate (6627-89-0)

Guidance literature:

With mesoporous silica MCM-41 supported erbium(III); at 40 ℃; for 1h; Neat (no solvent); ultrasound irradiation; Inert atmosphere;

DOI:10.1039/c0gc00728e

Reference yield: 99.0%

1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline (404586-94-3) + phenol (108-95-2,27073-41-2) → tert-butyl phenyl carbonate (6627-89-0)

Guidance literature:

In benzene; for 1h; Heating;

DOI:10.1021/ol017183u DOI:10.1016/j.tet.2006.09.063

Reference yield: 88.0%

phenyl chloroformate (1885-14-9) + tert-butyl alcohol (75-65-0) → tert-butyl phenyl carbonate (6627-89-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; Cooling with ice; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.6b00441

upstream raw materials:

phenyl chloroformate

tert-butyl alcohol

potassium tert-butylate

5-bromo-1-phenoxycarbonyl-2-phenyl-1,2-dihydropyridine

Downstream raw materials:

t-butoxycarbonylhydrazine

tert-butyl 2-methyl-1H-indole-1-carboxylate

3-methyl-indole-1-carboxylic acid tert-butyl ester

Z-Lys(Boc)-OH

Refernces

• 1、 Robinson, Ken,Easton, Christopher J.,Dulhunty, Angela F.,Casarotto, Marco G.. "Exploiting Peptidomimetics to Synthesize Compounds That Activate Ryanodine Receptor Calcium Release Channels". . p. 1957 - 1971. Retrieved 2018/09/11.
• 2、 Schechter, Aaron,Goldrich, David,Chapman, Jessica R.,Uberheide, Beatrix M.,Lim, Daniel. "MgBr 2 · OEt 2: A Lewis Acid Catalyst for the O - And N -Boc Protection of Phenols and Amines". supporting information. p. 653 - 660. Retrieved 2015/10/29.