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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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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

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

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

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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