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900605

Sigma-Aldrich

3-(Bromomethyl)-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride

≥95%

Synonym(s):

Bromo sulfonyl fluoride alkyne, Probe building block

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About This Item

Empirical Formula (Hill Notation):
C12H14BrFO2SSi
CAS Number:
2088829-12-1
Molecular Weight:
349.29
MDL number:
MFCD30737997
UNSPSC Code:
12352200
NACRES:
NA.22

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Quality Level

100

assay

≥95%

form

solid

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

SMILES string

[Si](C)(C)(C)C#Cc1cc(cc(c1)CBr)[S](=O)(=O)F

InChI

1S/C12H14BrFO2SSi/c1-18(2,3)5-4-10-6-11(9-13)8-12(7-10)17(14,15)16/h6-8H,9H2,1-3H3

InChI key

QSYGHPYMWBAJRL-UHFFFAOYSA-N

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900859900598900864
3-(Bromomethyl)-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride ≥95%

Sigma-Aldrich

900605

3-(Bromomethyl)-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride

3-Bromo-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride ≥95%

Sigma-Aldrich

900859

3-Bromo-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride

(4-(Bromomethyl)phenyl)(4-(prop-2-yn-1-yloxy)phenyl)methanone ≥95%

Sigma-Aldrich

900598

(4-(Bromomethyl)phenyl)(4-(prop-2-yn-1-yloxy)phenyl)methanone

4-(Bromomethyl)-2-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride ≥95%

Sigma-Aldrich

900864

4-(Bromomethyl)-2-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride

assay

≥95%

assay

≥95%

assay

≥95%

assay

≥95%

reaction suitability

reaction type: click chemistry

reaction suitability

reaction type: click chemistry

reaction suitability

reaction type: click chemistry

reaction suitability

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

powder or crystals

form

solid

form

powder or crystals

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

3-(Bromomethyl)-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride is used for chemical probe synthesis, this trifunctional building block contains an aryl sulfonyl fluoride group, alkyne tag, and bromine synthetic handle. When appended to a ligand or pharmacophore through its brominated linker, this building block allows for SuFEx-enabled, context-specific covalent modification of a biological target with potential for downstream applications via the alkyne tag. Use alone or in parallel with other multi-functional building blocks to discover the optimal probe for your chemical biology experiments.

Other Notes


Technology Spotlight: Trifuctional Probe Building Blocks

Chemoselective Preparation of Clickable Aryl Sulfonyl Fluoride Monomers: A Toolbox of Highly Functionalized Intermediates for Chemical Biology Probe Synthesis

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900611

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900610

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900617

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900619

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900616

3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine, ≥95%

900618

3-(3-(Bromomethyl)-5-ethynylphenyl)-3-(trifluoromethyl)-3H-diazirine, 95%

900683

2-(3-(But-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine, 95%

900750

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900848

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900847

4-(Fluorosulfonyl)-3-((trimethylsilyl)ethynyl)benzoic acid, ≥95%

900858

2-(Prop-2-yn-1-yloxy)-4-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzoic acid, ≥95%

900860

3-Amino-5-ethynylbenzenesulfonyl fluoride, ≥95%

900862

(4-(3-(Trifluoromethyl)-3H-diazirin-3-yl)-2-((trimethylsilyl)ethynyl)phenyl)methanol

900859

3-Bromo-5-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride, ≥95%

900863

2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol, ≥95%

900864

4-(Bromomethyl)-2-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride, ≥95%

900865

4-Formyl-2-((trimethylsilyl)ethynyl)benzenesulfonyl fluoride, ≥95%

914231

4-(2-(Hex-5-ynamido)ethyl)benzenesulfonyl fluoride, ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK8850
MKCC5121

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Articles

Trifunctional Probe Building Blocks

In partnership with Pfizer chemists, we have compiled a collection of trifunctional building blocks to enable development of probes.

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