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568155

Sigma-Aldrich

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

97%

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5 G
$163.10

About This Item

Linear Formula:
C6H5SCH2BC2O2(CH3)4
CAS Number:
66080-23-7
Molecular Weight:
250.16
MDL number:
MFCD08669621
UNSPSC Code:
12352103
PubChem Substance ID:
24880425
NACRES:
NA.22

$163.10

List Price$233.00Save 30%
Web-Only Promotion
Check Cart for Availability
Request a Bulk Order

Quality Level

100

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

Related Categories

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.[1]
  • A substrate in the coupling reactions with carbonyl compounds under Ir-catalyzed photoredox conditions.[2]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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Certificates of Analysis (COA)

Lot/Batch Number
01504AA
19830DB

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A Photoredox Coupling Reaction of Benzylboronic Esters and Carbonyl Compounds in Batch and Flow
Chen Y, et al.
Organic Letters, 21(15), 6140-6144 (2019)
Synthesis of boronic acid analogues of α-amino acids by introducing side chains as electrophiles
Jagannathan S, et al.
The Journal of Organic Chemistry, 66(19), 6375-6380 (2001)

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