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548715

Sigma-Aldrich

4-tert-Butylbenzyl mercaptan

Sinonimo/i:

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

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About This Item

Formula condensata:
(CH3)3CC6H4CH2SH
Numero CAS:
Peso molecolare:
180.31
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Indice di rifrazione

n20/D 1.5430 (lit.)

P. ebollizione

102-103 °C/3.1 mmHg (lit.)

Densità

0.966 g/mL at 25 °C (lit.)

Gruppo funzionale

thiol

Stringa SMILE

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
UIYKSYBJKIMANV-UHFFFAOYSA-N

Descrizione generale

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

Applicazioni

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

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

162.0 °F - closed cup

Punto d’infiammabilità (°C)

72.2 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Hanh Nho Nguyen et al.
Bioorganic & medicinal chemistry letters, 22(2), 1055-1060 (2012-01-03)
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Synthesis of atomically precise silver clusters by using the miscibility principle.
Ghosh A and Pradeep T.
European Journal of Organic Chemistry, 2014(31), 5271-5275 (2014)
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)
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
Nan Yan et al.
Science advances, 4(10), eaat7259-eaat7259 (2018-10-20)
The transition from nanocluster to nanocrystal is a central issue in nanoscience. The atomic structure determination of metal nanoparticles in the transition size range is challenging and particularly important in understanding the quantum size effect at the atomic level. On

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