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Sigma-Aldrich

2-Acrylamido-2-methyl-1-propanesulfonic acid

99%

Synonym(s):

(1 1-Dimethyl-2-sulfoethyl)acrylamide, 2-Acrylamido-2 2-dimethylethanesulfonic acid, AMPS

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About This Item

Linear Formula:
H2C=CHCONHC(CH3)2CH2SO3H
CAS Number:
Molecular Weight:
207.25
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

99%

mp

195 °C (dec.) (lit.)

SMILES string

CC(C)(CS(O)(=O)=O)NC(=O)C=C

InChI

1S/C7H13NO4S/c1-4-6(9)8-7(2,3)5-13(10,11)12/h4H,1,5H2,2-3H3,(H,8,9)(H,10,11,12)

InChI key

XHZPRMZZQOIPDS-UHFFFAOYSA-N

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General description

2-Acrylamido-2-methyl-1-propanesulfonicacid (AMPS) is a reactive and hydrophilic monomer that belongs to the class of sulfonic acid acrylic monomers. It is used in the synthesis of various polymers such as poly(2-acrylamido-2-methylpropanesulfonic acid-CO-acrylic acid), poly(acrylamidomethylpropanesulfonic acid-co-acrylicacid), and poly(acrylic acid-co-2-acrylamido-2-methyl propane sulfonic acid). These polymers are used in a wide range of applications, such as textiles, flocculants, dispersants, scale control agents, personal care products, water treatment, oil fields, and emulsion coatings. AMPS has an ionic character due to the sulfonic acid group, which is valuable for applications such as ion exchange, flocculation, and water treatment.

Application

2-Acrylamido-2-methyl-1-propanesulfonic acid can be used as a monomer:
  • In the synthesis of polyampholyte hydrogels for Potential Biomedical Applications, including tissue engineering, drug delivery, antibacterial and antifouling materials.
  • To graft bacterial cellulose membranes for fuel cell applications. AMPS potentially improves the proton conductivity and fuel cell application of the bacterial cellulose membranes.
  • In the preparation of a superabsorbent hydrogel. The presence of AMPS enhances the superabsorbent properties, which are important for applications such as wastewater treatment, wound healing medical devices, and agriculture.
  • In the formation of a polyelectrolyte with enhanced electrochemical properties for supercapacitor applications.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Arun K Kodoth et al.
International journal of biological macromolecules, 134, 269-279 (2019-05-03)
A novel pectin-based silver nanocomposite film has been synthesized with the aid of microwave, using green technology and its capacity to adsorb and deliver anti-Alzheimer's drug Donepezil (DPZ) has been investigated. The nanocomposite exhibited excellent adsorption and release efficiency. The
Xi Ke et al.
Polymers, 11(7) (2019-07-25)
Polymer electrolyte membranes (PEM) for potential applications in fuel cells or vanadium redox flow batteries were synthesized and characterized. ETFE (poly (ethylene-alt-tetrafluoroethylene)) and PVDF (poly (vinylidene fluoride)) serving as base materials were activated by electron beam treatment with doses ranging
Vanessa Martínez-Cornejo et al.
Polymers, 12(8) (2020-07-31)
The first example of quasiliving radical polymerization and copolymerization of 2-acrylamido-2-methylpropane sulfonic acid (AMPS) without previous protection of its strong acid groups catalyzed by [Ru(o-C6H4-2-py)(phen)(MeCN)2]PF6 complex is reported. Nuclear magnetic resonance (RMN) and gel permeation chromatography (GPC) confirmed the diblock
Ranjith Krishna Pai et al.
Journal of the American Chemical Society, 130(39), 13074-13078 (2008-09-05)
In the biomineralization process, the changes in conformation of organic matrix may be a widespread phenomenon. Investigation of the structural relationship between organic and inorganic materials is the main subject. The approach taken was to extract quantitative information of the
Eoin Gillespie et al.
The Analyst, 134(7), 1314-1321 (2009-06-30)
Capacitively coupled contactless conductivity detection (C4D) is utilised as a simple, rapid and non-invasive technique for the quantitative evaluation of the ion-exchange capacity of charged polymer monoliths in capillary format. A charged monomer, 2-acrylamido-2-methyl-1-propanesulfonic acid (AMPS) was photografted onto a

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