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M5801

Sigma-Aldrich

3-Mercaptopropionic acid

≥99%

Synonym(s):

3-sulfanylpropanoic acid

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About This Item

Linear Formula:
HSCH2CH2CO2H
CAS Number:
Molecular Weight:
106.14
Beilstein:
773807
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

vapor pressure

0.04 mmHg ( 20 °C)

Quality Level

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

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

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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Pedrosa, V. A.; Caetano, J.; Machado, S. A. S.; Freire, R. S.; Bertotti, M.
Electroanalysis, 19, 1415-1420 (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)
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)
Studies on the adsorption of chromium (VI) onto 3-mercaptopropionic acid coated superparamagnetic iron oxide nanoparticles.
Burks T, et al.
Journal of Colloid and Interface Science, 425, 36-43 (2014)
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)

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