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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.

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. Prevents undesirable oxidation of thiol groups in oxygen containing atmosphere. Forms homogeneous interface structure in SAMs.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBK8639

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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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