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1-[(Triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one

≥98.0% (AT)

Synonym(s):

1-{[Tris-(1-methylethyl)silyl]ethynyl]}-1,2-benziodoxol-3(1H)-one, TIPS-EBX

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About This Item

Empirical Formula (Hill Notation):
C18H25IO2Si
CAS Number:
181934-30-5
Molecular Weight:
428.38
NACRES:
NA.22
PubChem Substance ID:
329764394
UNSPSC Code:
12352005
MDL number:
MFCD18632570

Key Documents

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Product Name

1-[(Triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one, ≥98.0% (AT)

InChI

1S/C18H25IO2Si/c1-13(2)22(14(3)4,15(5)6)12-11-19-17-10-8-7-9-16(17)18(20)21-19/h7-10,13-15H,1-6H3

SMILES string

CC(C)[Si](C#C[I]1OC(=O)c2ccccc12)(C(C)C)C(C)C

InChI key

NTHGHMCOPNSZIR-UHFFFAOYSA-N

assay

≥98.0% (AT)

form

crystals

reaction suitability

reaction type: C-C Bond Formation

functional group

iodo

Quality Level

200

Related Categories

Application

Introduction of silylacetylenes

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000401189
0000401189
0000190528
0000190528
0000093396

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Direct alkynylation of thiophenes: cooperative activation of TIPS-EBX with gold and Brønsted acids.
Jonathan P Brand et al.
Angewandte Chemie (International ed. in English), 49(40), 7304-7307 (2010-08-24)
Stefano Nicolai et al.
Organic letters, 12(2), 384-387 (2009-12-17)
The first example of intramolecular oxyalkynylation of nonactivated alkenes using oxidative Pd chemistry is reported. Both phenol and aromatic or aliphatic acid derivatives could be used under operator-friendly conditions (room temperature, technical solvents, under air). The discovery of the superiority
Direct alkynylation of indole and pyrrole heterocycles.
Jonathan P Brand et al.
Angewandte Chemie (International ed. in English), 48(49), 9346-9349 (2009-11-07)

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