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Sigma-Aldrich

(N-Boc-2-pyrrolyl)dimethylsilanol

97%

Synonym(s):

N-Boc-2-(hydroxydimethylsilyl)pyrrole

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About This Item

Linear Formula:
((CH3)3COC(O))(C4H3N)(Si(CH3)2(OH))
CAS Number:
Molecular Weight:
241.36
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

48-57 °C

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)n1cccc1[Si](C)(C)O

InChI

1S/C11H19NO3Si/c1-11(2,3)15-10(13)12-8-6-7-9(12)16(4,5)14/h6-8,14H,1-5H3

InChI key

RLDVDBYGGISJNL-UHFFFAOYSA-N

Application

(N-Boc-2-pyrrolyl)dimethylsilanol can be used as a substrate:
  • To prepare cross-coupling products by reacting with various aryl iodides.
  • In the synthesis of alkoxyhydrosiloxanes by reacting with alkoxyhydrosilanes.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Organosilicon Chemistry
Denmark SE and Baird JD
Aldrich Chemfiles, 6(5), 1-14 (2006)
A catalyst-and additive-free synthesis of alkoxyhydrosiloxanes from silanols and alkoxyhydrosilanes
Satoh Y, et al.
Chemical Communications (Cambridge, England), 56(59), 8218-8221 (2020)
Palladium-catalyzed cross-coupling reactions of heterocyclic silanolates with substituted aryl iodides and bromides
Denmark SE and Baird JD
Organic Letters, 8(4), 793-795 (2006)
Denmark, S. E.; Ober, M. H.
Aldrichimica Acta, 36, 75-75 (2003)

Articles

Pd-catalyzed cross-coupling of silicon compounds offers an alternative in synthetic chemistry.

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