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124303

Sigma-Aldrich

tert-Butyl phenyl carbonate

98%

Synonym(s):

1,1-Dimethylethyl phenyl carbonate, 1-tert-Butoxycarbonyloxybenzene, Phenyl tert-butyl carbonate

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About This Item

Linear Formula:
(CH3)3COCOOC6H5
CAS Number:
6627-89-0
Molecular Weight:
194.23
Beilstein:
2361602
EC Number:
229-601-8
MDL number:
MFCD00008804
UNSPSC Code:
12352100
PubChem Substance ID:
24847609
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

bp

83 °C/0.6 mmHg (lit.)

density

1.05 g/mL at 20 °C (lit.)

functional group

carbonate
phenoxy

SMILES string

CC(C)(C)OC(=O)Oc1ccccc1

InChI

1S/C11H14O3/c1-11(2,3)14-10(12)13-9-7-5-4-6-8-9/h4-8H,1-3H3

InChI key

UXWVQHXKKOGTSY-UHFFFAOYSA-N

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Application

tert-Butyl phenyl carbonate was used in determination of octanol-water partition coefficients by microemulsion electrokinetic chromatography. It was also used in the synthesis of 2-nitroindoles. It was used as reagent for mono-Boc protection of α,ω-diamines.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5310
STBJ2572
STBJ0367
STBH4881
STBG2328V

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Synthesis of 2-nitroindoles via the Sundberg indole synthesis.
Pelkey ET and Gribble GW.
Tetrahedron Letters, 38(32), 5603-5606 (1997)
Organic Syntheses, 84, 209-209 (2007)
Jesper Østergaard et al.
Electrophoresis, 24(6), 1038-1046 (2003-03-27)
Microemulsion electrokinetic chromatography (MEEKC) was assessed as a tool for determination of octanol-water partition coefficients using 34 solutes encompassing 8 carbonate esters. It was confirmed that microemulsions containing 1.44-2.88% w/w SDS, 6.49% w/w 1-butanol, and 0.82% w/w n-heptane constitute a

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