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Merck
CN

88460

Mercaptosuccinic acid

ReagentPlus®, ≥99.0% (HPLC)

Synonym(s):

Thiomalic acid

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About This Item

Linear Formula:
HOOCCH(SH)CH2COOH
CAS Number:
Molecular Weight:
150.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-736-4
Beilstein/REAXYS Number:
1099858
MDL number:
Assay:
≥99.0% (HPLC)
Form:
powder
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Quality Level

product line

ReagentPlus®

assay

≥99.0% (HPLC)

form

powder

mp

145-154 °C, 155-157 °C (lit.)

functional group

carboxylic acid, thiol

SMILES string

OC(=O)CC(S)C(O)=O

InChI

1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8)

InChI key

NJRXVEJTAYWCQJ-UHFFFAOYSA-N

General description

Mercaptosuccinic acid is a hydrophilic thiol that can form thiomalate self-assembled monolayers when adsorbed on Au(III) surface.

Application

Mercaptosuccinic acid has been used as a dopant for the synthesis of carbon nanodots from citric acid. It can be used as a capping and reducing agent to synthesize monolayer-capped gold nanoparticles.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany


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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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A switchable peroxidase mimic derived from the reversible co-assembly of cytochrome c and carbon dots.
Essner J, et al.
Journal of Materials Chemistry, 4(12), 2163-2170 (2016)
Surface Chemistry of Thiomalic Acid Adsorption on Planar Gold and Gold Nanoparticles.
Azca?rate J, et al.
Langmuir, 30(7), 1820-1826 (2014)
Ming Yan et al.
Toxicology, 282(3), 94-103 (2011-02-05)
Quantum dots (QDs), as novel bioimaging and drug delivery agents, are generally introduced into vascular system by injection, and thus directly exposed to vascular endothelial cells (ECs). However, the adverse effects of QDs on ECs are poorly understood. In this



Global Trade Item Number

SKUGTIN
88460-500G04061833064986
88460-100G04061833064979