Imino(methyl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-l6-sulfanone

Name: Imino(methyl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-l6-sulfanone
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CAS No. 1795451-70-5
Cat. No. CS-0645647
Purity≥97%
MDL No.None

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Imino(methyl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-l6-sulfanone|CS-0645647

Structure of 1795451-70-5

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General Information

CAS No. 1795451-70-5
Cat. No. CS-0645647
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₀BNO₃S
Molecular Weight 281.18
Synonym(s) None
SMILES N=S(C1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1)(C)=O

Description

Imino(methyl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-l6-sulfanone features a boronate ester group enabling reliable Suzuki-Miyaura coupling under mild conditions. The sulfanone moiety imparts enhanced stability and facilitates efficient incorporation into complex molecular architectures. This reagent streamlines access to functionalized biaryl scaffolds in medicinal chemistry and materials synthesis.

Application

Imino(methyl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)sulfanone serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The stable diborane moiety enables efficient C–C bond formation under mild conditions, while the sulfanone group provides orthogonal reactivity and enhanced functional group tolerance. This compound facilitates rapid access to biaryl scaffolds and heterocyclic frameworks common in medicinal chemistry and materials science, with excellent bench stability and straightforward purification.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 59.38
LogP 2.02127
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Azolesulfonium

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Imino(methyl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-l6-sulfanone

CAS No. 1795451-70-5

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