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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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