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Merck
CN

760714

S-(4-Bromobutyl) thioacetate

96% (GC)

Synonym(s):

1-Butanethiol, 4-bromo-, acetate, Acetic acid, thio-,S-(4-bromobutyl) ester, Ethanethioic acid, S-(4-bromobutyl) ester

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About This Item

Empirical Formula (Hill Notation):
C6H11BrOS
CAS Number:
14475-59-3
Molecular Weight:
211.12
NACRES:
NA.23
PubChem Substance ID:
329766891
UNSPSC Code:
12352103
MDL number:
MFCD22666439

Key Documents

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InChI

1S/C6H11BrOS/c1-6(8)9-5-3-2-4-7/h2-5H2,1H3

SMILES string

CC(=O)SCCCCBr

InChI key

ABARMQVSPZAYRI-UHFFFAOYSA-N

assay

96% (GC)

form

liquid

contains

copper as stabilizer

composition

(copper wire added to bulk material for stabilization)

storage condition

under inert gas

refractive index

n20/D 1.518

density

1.388 g/mL at 25 °C

storage temp.

−20°C

Quality Level

100

Related Categories

General description

S-(4-Bromobutyl) thioacetate is used as a precursor in the formation of organic self-assembled monolayers (SAMs) on metals. Deprotection reactions can then converts the thioacetate group to thiol. These are chemisorbed onto metal surfaces to form self-assembled monolayers with a high degree of structural order. They are often used as a molecular template to form functional nanostructures.

Application

Used in the formation of Self-Assembled Monolayers on gold electrodes to modify its work function.

Features and Benefits

High chemical stability in air or solution. Thioacetate prevents undesirable oxidation of thiol groups in oxygen containing atmosphere. Forms homogeneous interface structure in SAMs.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF8583
MKBW3151V
MKBK8641

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The Thioacetate-Functionalized Self-Assembled Monolayers on Au: Toward High-Performance Ion-Selective Electrode for Ag
Jin, J., Zhou, W. J., Chen, Y., Liu, Y. L., Sun, X. Q., & Xi, H. T.
Bull. Korean Chem. Soc., 35(2), 601-601 (2014)
Formation and Structure of Self-Assembled Monolayers of Octylthioacetates on Au (111) in Catalytic Tetrabutylammonium Cyanide Solution
Park, T., Kang, H., Choi, I., Chung, H., Ito, E., Hara, M., & Noh, J.
Bull. Korean Chem. Soc., 30(2), 441-441 (2009)

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