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762911

Sigma-Aldrich

S-(4-Azidobutyl)thioacetate

97%

Synonym(s):

S-(4-Azidobutyl) ethanethioate

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About This Item

Empirical Formula (Hill Notation):
C6H11N3OS
CAS Number:
1176244-22-6
Molecular Weight:
173.24
MDL number:
MFCD22572673
UNSPSC Code:
12352103
PubChem Substance ID:
329767011
NACRES:
NA.23

assay

97%

form

liquid

refractive index

n20/D 1.501

density

1.100 g/mL at 25 °C

SMILES string

CC(=O)SCCCCN=[N+]=[N-]

InChI

1S/C6H11N3OS/c1-6(10)11-5-3-2-4-8-9-7/h2-5H2,1H3

InChI key

IFUADVSNNZKOGP-UHFFFAOYSA-N

General description

S-(4-Azidobutyl)thioacetate is used as a precursor in the formation of organic self-assembled monolayers (SAMs) on metals. They 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. Prevents undesirable oxidation of thiol groups in oxygen containing atmosphere. Forms homogeneous interface structure in SAMs.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

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Certificates of Analysis (COA)

Lot/Batch Number
MKBK8639

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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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