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548715 Sigma-Aldrich

4-tert-Butylbenzyl mercaptan

Synonym: 4-tert-Butylbenzenemethanethiol, 4-tert-Butylphenylmethanethiol, 4-tert-Butylbenzylthiol, p-tert-Butylbenzenemethanethiol, p-tert-Butylbenzyl mercaptan

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Sulfur Compounds, Thiols/Mercaptans More...
InChI Key   UIYKSYBJKIMANV-UHFFFAOYSA-N
refractive index   n20/D 1.5430(lit.)
bp   102-103 °C/3.1 mmHg(lit.)
density   0.966 g/mL at 25 °C(lit.)

Description

Packaging

25 g in glass bottle

Application

4-tert-Butylbenzyl mercaptan (BBSH) may be used in the preparation of N-Me-aminopyrimidinone derivatives, which are potent state-dependent inhibitor of Nav1.7 (Nav= voltage-gated sodium channel). It may also be used to synthesize organic-soluble, atomically precise array of silver clusters via a novel approach based on the miscibility principle while avoiding the use of phase-transfer agents.

Reactant for:
• Stereoselective thiourea-catalyzed sulfa-Michael addition
• Nucleophilic substitution reactions
• Urea-catalyzed trans-thioesterification
• Sc-catalyzed Michael addition
• Copper-catalyzed decarboxylative cross-coupling

General description

4-tert-Butylbenzyl mercaptan is a benzyl mercaptan derivative that is commonly used as a ligand for synthesizing metal clusters.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 3334
WGK Germany 
3
Flash Point(F) 
161.6 °F
Flash Point(C) 
72 °C

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Peer-Reviewed Papers
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