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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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About This Item

Empirical Formula (Hill Notation):
C6H11BrOS
CAS Number:
Molecular Weight:
211.12
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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Quality Level

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

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

Signal Word

Warning

Hazard Statements

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


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T L Glass et al.
Applied and environmental microbiology, 49(5), 1146-1153 (1985-05-01)
Suspensions of Eubacterium sp. strain 144, prepared from cells grown with 16-dehydroprogesterone, catalyzed the reduction of this steroid to 17-isoprogesterone at a very low rate. Modifications of the assay to optimize the pH (5.5) and increase the steroid solubility (10%
D Stein et al.
The British journal of psychiatry : the journal of mental science, 163, 824-828 (1993-12-01)
Psychotic symptoms are not included under accepted definitions of premenstrual syndrome (PMS). We present a 14-year-old girl with PMS, who developed a late luteal cyclic psychosis during two consecutive premenstrual periods, which resolved completely after the onset of menses. She
Comparison of the cardiotonic response of ouabain, androstan-3-one, 16-dehydroprogesterone, and conjugated estrogens.
A Woods et al.
Proceedings of the Western Pharmacology Society, 34, 113-115 (1991-01-01)
T L Glass et al.
Journal of steroid biochemistry, 21(1), 65-72 (1984-07-01)
Eubacterium sp. 144 biotransformed 16-dehydroprogesterone by initially hydrating approx 50% to 16 alpha-hydroxyprogesterone. The detection of this reaction was dependent, in part, on the solubility state of 16-dehydroprogesterone and was less extensive when the concentration of methanol was insufficient to
A E Schindler et al.
Biology of the neonate, 27(3-4), 192-207 (1975-01-01)
Four different methods of isolation and purification were utilized to study steroids in urine of male newborns which was collected during the first 5 days of life. These methods included celite column, ion exchange column and thin-layer chromatography, solvolysis and

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