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92748

4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate

Name: 4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate
Brand: ALDRICH

≥97.0%, for peptide synthesis

Synonym(s):

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate, TEOC-ONp

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₇NO₅Si

CAS Number:

80149-80-0

Molecular Weight:

283.35

NACRES:

NA.22

PubChem Substance ID:

57653487

UNSPSC Code:

12352108

EC Number:

279-406-7

MDL number:

MFCD00042930

Beilstein/REAXYS Number:

4320585

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Properties

Product Name

4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate, ≥97.0%

Quality Segment

100

assay

≥97.0%

form

crystals

reaction suitability

reactivity: amine reactive, reagent type: protection reagent

mp

35-40 °C

application(s)

peptide synthesis

functional group

carbonate, nitro

storage temp.

2-8°C

SMILES string

C[Si](C)(C)CCOC(=O)Oc1ccc(cc1)[N+]([O-])=O

InChI

1S/C12H17NO5Si/c1-19(2,3)9-8-17-12(14)18-11-6-4-10(5-7-11)13(15)16/h4-7H,8-9H2,1-3H3

InChI key

ZAQWGGKIMQIVGM-UHFFFAOYSA-N

Description

Application

4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate can be used as:

A protecting group for an amine in one of the key synthetic steps of kottamide E total synthesis.
A starting material to prepare a cis-butene derivative, which is used as a polymer terminating agent in the synthesis of monotelechelic glycopolymers.

Other Notes

Reagent for the introduction of the TEOC-amino protecting group which can be cleaved by F^-

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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