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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:
70-49-5
Molecular Weight:
150.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57653308
EC Number:
200-736-4
Beilstein/REAXYS Number:
1099858
MDL number:
MFCD00004860
Assay:
≥99.0% (HPLC)
Form:
powder

Key Documents

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Product Name

Mercaptosuccinic acid, ReagentPlus®, ≥99.0% (HPLC)

InChI key

NJRXVEJTAYWCQJ-UHFFFAOYSA-N

InChI

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

SMILES string

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

product line

ReagentPlus®

assay

≥99.0% (HPLC)

form

powder

mp

145-154 °C
155-157 °C (lit.)

functional group

carboxylic acid
thiol

Quality Level

200

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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.

General description

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

Legal Information

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

pictograms

Exclamation mark
GHS07

signalword

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCP2945
BCCP0132
BCCN8025
BCCN8026
BCCN6555

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. Is Product 88460, Mercaptosuccinic acid, a racemic mixture?  

    Yes, Product 88460, Mercaptosuccinic acid is a racemic mixture.

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Surface Chemistry of Thiomalic Acid Adsorption on Planar Gold and Gold Nanoparticles.
Azca?rate J, et al.
Langmuir, 30(7), 1820-1826 (2014)
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)
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
Siqiu Ye et al.
The Analyst, 137(14), 3365-3371 (2012-06-05)
A colorimetric sensor for Cu(II) ions has been developed based on mixed self-assembled monolayers (SAMs) modified gold nanoparticles (AuNPs). The AuNPs were modified with mixed SAMs consisting of mercaptosuccinic acid and the product of electrochemically triggered Michael addition reaction of
Marat V Avshalumov et al.
Journal of neurophysiology, 100(3), 1590-1601 (2008-07-18)
Dopamine-glutamate interactions in the striatum are critical for normal basal ganglia-mediated control of movement. Although regulation of glutamatergic transmission by dopamine is increasingly well understood, regulation of dopaminergic transmission by glutamate remains uncertain given the apparent absence of ionotropic glutamate
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