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548715

Sigma-Aldrich

4-tert-Butylbenzyl mercaptan

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)3CC6H4CH2SH
CAS Number:
Molecular Weight:
180.31
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

refractive index

n20/D 1.5430 (lit.)

Quality Level

bp

102-103 °C/3.1 mmHg (lit.)

density

0.966 g/mL at 25 °C (lit.)

functional group

thiol

SMILES string

CC(C)(C)c1ccc(CS)cc1

InChI

1S/C11H16S/c1-11(2,3)10-6-4-9(8-12)5-7-10/h4-7,12H,8H2,1-3H3

InChI key

UIYKSYBJKIMANV-UHFFFAOYSA-N

General description

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

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

162.0 °F - closed cup

Flash Point(C)

72.2 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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