4-tert-Butylbenzyl mercaptan

Name: 4-<I>tert</I>-Butylbenzyl mercaptan
Brand: ALDRICH
Price: 65 USD

Synonym(s):

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

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25 G

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About This Item

Linear Formula:

(CH₃)₃CC₆H₄CH₂SH

CAS Number:

49543-63-7

Molecular Weight:

180.31

MDL number:

MFCD00068220

UNSPSC Code:

12352100

PubChem Substance ID:

24879053

NACRES:

NA.22

Key Documents

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refractive index

n20/D 1.5430 (lit.)

Quality Level

100

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

Related Categories

Chemical Building Blocks

Organic Building Blocks

Thiols

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Show Differences

1 of 4

This Item	411205	191531	593656
Sigma-Aldrich 548715 4-tert-Butylbenzyl mercaptan	Sigma-Aldrich 411205 4-tert-Butyliodobenzene	Sigma-Aldrich 191531 4-tert-Butylbenzyl chloride	Sigma-Aldrich 593656 4-tert-Butylbenzenethiol
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 200
bp 102-103 °C/3.1 mmHg (lit.)	bp 116-118 °C/9 mmHg (lit.)	bp 101-105 °C/7 mmHg (lit.)	bp 238 °C (lit.)
refractive index n20/D 1.5430 (lit.)	refractive index n20/D 1.57 (lit.)	refractive index n20/D 1.521 (lit.)	refractive index n20/D 1.5480 (lit.)
density 0.966 g/mL at 25 °C (lit.)	density 1.468 g/mL at 25 °C (lit.)	density 0.945 g/mL at 25 °C (lit.)	density 0.964 g/mL at 25 °C (lit.)
functional group thiol	functional group iodo	functional group chloro	functional group -

General description

4-tert-Butylbenzyl mercaptan is a benzyl mercaptan derivative that is commonly used as a ligand for synthesizing metal clusters.[1][2]

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).[3] 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.[1]

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

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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Certificates of Analysis (COA)

Lot/Batch Number

06224CJ

17821BO

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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)

Discovery and optimization of aminopyrimidinones as potent and state-dependent Nav1.7 antagonists.

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

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)

Unraveling the long-pursued Au144 structure by x-ray crystallography.

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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