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Key Documents

675911

Sigma-Aldrich

N-Boc-indole-2-boronic acid

≥95%

Synonym(s):

1-(tert-butoxycarbonyl)indole-2-boronic acid, N-(tert-butoxycarbonyl)indole-2-boronic acid

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About This Item

Empirical Formula (Hill Notation):
C13H16BNO4
CAS Number:
Molecular Weight:
261.08
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95%

form

solid

mp

84-94 °C
85-90 °C (lit.)

storage temp.

−20°C

SMILES string

CC(C)(C)OC(=O)n1c(cc2ccccc12)B(O)O

InChI

1S/C13H16BNO4/c1-13(2,3)19-12(16)15-10-7-5-4-6-9(10)8-11(15)14(17)18/h4-8,17-18H,1-3H3

InChI key

SVIBPSNFXYUOFT-UHFFFAOYSA-N

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General description

May contain varying amounts of anhydride

Application

Reactant involved in:
  • Suzuki-Miyaura cross-coupling reactions
  • Copper-catalyzed trifluoromethylation
  • Palladium-catalyzed benzylation
  • Homocoupling reactions
Used in a synthesis of hydroxyquinones via Suzuki-Miyaura coupling of phenylidonium ylides of hydroxyquinones.

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Sol. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

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)

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Synlett, 2597-2597 (2006)

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