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568155

Sigma-Aldrich

4,4,5,5,-Tetramethyl-2-phenylsulfanylmethyl-1,3,2-dioxaborolane

97%

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About This Item

Linear Formula:
C6H5SCH2BC2O2(CH3)4
CAS Number:
Molecular Weight:
250.16
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.5280 (lit.)

bp

105-108 °C/0.1 mmHg (lit.)

density

1.059 g/mL at 25 °C (lit.)

SMILES string

CC1(C)OB(CSc2ccccc2)OC1(C)C

InChI

1S/C13H19BO2S/c1-12(2)13(3,4)16-14(15-12)10-17-11-8-6-5-7-9-11/h5-9H,10H2,1-4H3

InChI key

DGPGLPBMZOKGON-UHFFFAOYSA-N

Application

4,4,5,5,-Tetramethyl-2-phenylsulfanylmethyl-1,3,2-dioxaborolane is used to prepare aryl/heteroaryl derivatives via the formation of C-C and C-hetero bonds.
It can also be used as:
  • A starting material in the synthesis of α-aminoboronic acids as serine proteases inhibitors.
  • A substrate in the coupling reactions with carbonyl compounds under Ir-catalyzed photoredox conditions.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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