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282731

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:
15214-89-8
Molecular Weight:
207.25
EC Number:
239-268-0
MDL number:
MFCD00007522
UNSPSC Code:
12162002
PubChem Substance ID:
24857066
NACRES:
NA.23

Quality Level

200

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 + H332,H318,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

282731-1KG:
282731-5G:
282731-250G:
282731-VAR:
282731-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
STBL0750
STBL2076
STBL2077
STBL1409
STBK9214

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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
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
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
Takuya Kubo et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 33(11), 1311-1315 (2017-11-14)
We report on a molecularly imprinted hydrogel for the selective fluorescent detection of a targeting protein. To achieve the fluorescent detection of proteins, a fluorescent functional monomer was synthesized with fluorescein isothiocyanate and allylamine. The monomer (FITC-AA) provided a gradable
Seok Hee Han et al.
Scientific reports, 7(1), 14068-14068 (2017-10-27)
Despite numerous reports on iontronic devices, there has been no whole circuit working in aqueous media including even power source. Herein, we introduce complete ionic circuits powered by reverse electrodialysis (RED) for the first time without employing any electronic components.
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