548715
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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
Reactant for:
- Stereoselective thiourea-catalyzed sulfa-Michael addition
- Nucleophilic substitution reactions
- Urea-catalyzed trans-thioesterification
- Sc-catalyzed Michael addition
- Copper-catalyzed decarboxylative cross-coupling
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
162.0 °F - closed cup
flash_point_c
72.2 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Luminescent AgAu Alloy Clusters Derived from Ag Nanoparticles-Manifestations of Tunable AuI-CuI Metallophilic Interactions.
Krishnadas KR, et al.
European Journal of Inorganic Chemistry, 2014(5), 908-916 (2014)
Hanh Nho Nguyen et al.
Bioorganic & medicinal chemistry letters, 22(2), 1055-1060 (2012-01-03)
Clinical genetic data have shown that the product of the SCN9A gene, voltage-gated sodium ion channel Nav1.7, is a key control point for pain perception and a possible target for a next generation of analgesics. Sodium channels, however, historically have
Formation of an NIR-emitting Ag34S3SBB20(CF3COO)62+ cluster from a hydride-protected silver cluster.
C K Manju et al.
Dalton transactions (Cambridge, England : 2003), 48(24), 8664-8670 (2019-05-29)
Recent reports have shown that the intercluster reaction is a new synthetic strategy to prepare alloy clusters. In this work, we performed an intercluster reaction between silver clusters and produced highly ionizable Ag-S-type clusters; we examined their formation by mass