568155
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
4,4,5,5,-Tetramethyl-2-phenylsulfanylmethyl-1,3,2-dioxaborolane, 97%
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
SMILES string
CC1(C)OB(CSc2ccccc2)OC1(C)C
InChI key
DGPGLPBMZOKGON-UHFFFAOYSA-N
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.)
Quality Level
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:
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
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
Regulatory Information
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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)
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)
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