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M5801

Sigma-Aldrich

3-Mercaptopropionic acid

≥99%

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Synonym(s):
3-sulfanylpropanoic acid
Linear Formula:
HSCH2CH2CO2H
CAS Number:
107-96-0
Molecular Weight:
106.14
Beilstein:
773807
EC Number:
203-537-0
MDL number:
MFCD00004897
PubChem Substance ID:
24897049
NACRES:
NA.23

vapor pressure

0.04 mmHg ( 20 °C)

Quality Level

200

Assay

≥99%

form

liquid

autoignition temp.

662 °F

refractive index

n20/D 1.492 (lit.)

bp

110-111 °C/15 mmHg (lit.)

mp

15-18 °C (lit.)

density

1.218 g/mL at 25 °C (lit.)

SMILES string

OC(=O)CCS

InChI

1S/C3H6O2S/c4-3(5)1-2-6/h6H,1-2H2,(H,4,5)

InChI key

DKIDEFUBRARXTE-UHFFFAOYSA-N

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General description

3-Mercaptopropionic acid (3-MPA) is used as a self-assembled monolayer (SAM) with a thiol and carboxylic groups. It has short carbon chains and is mainly used as a capping agent on a variety of nanoparticles.

Application

3-MPA is used to produce hydrophilic SAMs, which are terminated with carboxylic acids and can be further functionalized to introduce more complex end groups such as enzymes for biosensor applications. SAMs of 3-MPA are capped on ZnSe quantum dots for the electrochemical detection of dopamine. 3-MPA is used as a capping agent on CdTe quantum dot nanocrystals (QD NCs) for use as labeling materials in biomedical applications. It can also be used to modify the surface of iron oxide nanoparticles (Fe2O3) in the extraction and preconcentration of Al3+ and Cr3+ ions from different biological samples.

Pictograms

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Statements

H290 - H301 - H314 - H332

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

200.1 °F - closed cup

Flash Point(C)

93.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A potential masking approach in the detection of dopamine on 3-mercaptopropionic acid capped ZnSe quantum dots modified gold electrode in the presence of interferences.
Ndangili PM, et al.
Journal of Electroanalytical Chemistry, 643(1-2), 77-81 (2010)
Coating aqueous quantum dots with silica via reverse microemulsion method: toward size-controllable and robust fluorescent nanoparticles.
Yang Y, et al.
Chemistry of Materials, 19(17), 4123-4128 (2007)
Enhancement effect of illumination on the photoluminescence of water-soluble CdTe nanocrystals: Toward highly fluorescent CdTe/CdS core- shell structure.
Bao H, et al.
Chemistry of Materials, 16(20), 3853-3859 (2004)
Atomic absorption spectrometric determination of Al3+ and Cr3+ after preconcentration and separation on 3-mercaptopropionic acid modified silica coated-Fe3O4 nanoparticles.
Mashhadizadeh MH and Amoli-Diva M
Journal of Analytical Atomic Spectrometry, 28(2), 251-258 (2013)
Pedrosa, V. A.; Caetano, J.; Machado, S. A. S.; Freire, R. S.; Bertotti, M.
Electroanalysis, 19, 1415-1420 (2007)
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