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760714

Sigma-Aldrich

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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1 G
$122.00

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About This Item

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

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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

SMILES string

CC(=O)SCCCCBr

InChI

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

InChI key

ABARMQVSPZAYRI-UHFFFAOYSA-N

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.[1]

Application

Used in the formation of Self-Assembled Monolayers on gold electrodes to modify its work function. [1][2]

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.[1]

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_germany

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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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)
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)

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