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

Base Information

• Chemical Name: 2-Acrylamido-2-methyl-1-propanesulfonic acid
• CAS No.: 15214-89-8
• Deprecated CAS: 107240-62-0,114705-58-7,127889-32-1,155380-40-8,82989-71-7,1211475-04-5,155401-75-5,382655-32-5,936232-42-7,1390640-03-5,1600517-24-5,2146156-10-5,2321346-04-5,1202001-18-0,1211475-04-5,127889-32-1,1390640-03-5,155380-40-8,155401-75-5,1600517-24-5,382655-32-5,82989-71-7,936232-42-7
• Molecular Formula: C7H13NO4S
• Molecular Weight: 207.251
• Hs Code.: 29241900
• European Community (EC) Number: 239-268-0,608-044-8
• UNII: 490HQE5KI5
• DSSTox Substance ID: DTXSID5027770
• Nikkaji Number: J38.141A
• Wikipedia: 2-Acrylamido-2-methylpropane_sulfonic_acid
• Wikidata: Q209301
• Metabolomics Workbench ID: 44746
• ChEMBL ID: CHEMBL1907040
• Mol file: 15214-89-8.mol

Synonyms:2-acrylamide 2-methylpropanesulfonate;2-acrylamido-2-methyl-1-propanesulfonic acid;2-acrylamido-2-methylpropanesulfonate;2-acrylamido-2-methylpropanesulfonate, monosodium salt;2-acrylamido-2-methylpropanesulfonate, potassium salt;2-AMPS;AMPS sulfonate cpd

Chemical Property of 2-Acrylamido-2-methyl-1-propanesulfonic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: <0.0000004 hPa (25 °C)
• Melting Point: 195-200 °C (dec.)(lit.)
• Refractive Index: 1.6370 (estimate)
• Boiling Point: 412oC
• PKA: 1.67±0.50(Predicted)
• Flash Point: 160 °C
• PSA: 91.85000
• Density: 1.266 g/cm³
• LogP: 1.42670
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: >500g/l soluble
• Water Solubility.: 1500 g/L (20 ºC)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 207.05652907
• Heavy Atom Count: 13
• Complexity: 299

Purity/Quality:

98% ^*data from raw suppliers

2-Acrylamide-2-methylpropanesulfonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 34-21/22-41-37-20/22
• Safety Statements: 26-36/37/39-45-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CS(=O)(=O)O)NC(=O)C=C
• Description: 2-Acrylamido-2-methyl-1-propanesulfonic acid (AMPSA) is a water-soluble monomer with hydrophilic properties due to sulfonic acid groups. It forms transparent mixtures and is resistant to acids and alkalis. AMPSA contains an amide group and a sulfonic acid group.
• Uses and Mechanism of Action: In superabsorbent polymer (SAP) synthesis: ; Enhances water absorption and saline-alkali resistance.^[1]; ; In polymer gel formation: ; Contributes to thermal stability and self-healing properties in oil and gas reservoirs.^[2]; ; In fuel cell membranes: ; Improves proton conductivity and flexibility, enabling use in fuel cells.^[3]
• Production Methods: Synthesized in labs using various methods including graft copolymerization and interpenetrating network formation.
• Analysis Method: Characterized using FTIR, TGA, SEM, NMR, XRD, and conductivity measurements to understand structure and performance.
• References: [1] Synthesis and property of superabsorbent polymer based on cellulose grafted 2-acrylamido-2-methyl-1-propanesulfonic acid; DOI 10.3390/polym13070996; [2] Preparation and Study of Polyvinyl Alcohol Gel Structures with Acrylamide and 2-Acrylamido-2-methyl-1-propanesulfonic Acid for Application in Saline Oil Reservoirs for Profile Modification; DOI 10.1021/acsami.2c22911; [3] Synergistic Effect of 2-Acrylamido-2-methyl-1-propanesulfonic Acid on the Enhanced Conductivity for Fuel Cell at Low Temperature; DOI 10.3390/membranes10120426

Technology Process of 2-Acrylamido-2-methyl-1-propanesulfonic acid

There total 3 articles about 2-Acrylamido-2-methyl-1-propanesulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.2%

acrylonitrile (107-13-1,25014-41-9) + isobutene (115-11-7,15220-85-6) → 2-acrylamido-2-methylpropanesulfonic acid (15214-89-8,27119-07-9)

Guidance literature:

With sulfur trioxide; at 8 - 35 ℃; Temperature;

Reference yield: 87.0%

acrylonitrile (107-13-1,25014-41-9) + isobutene (115-11-7,15220-85-6) → N-tert-Butylacrylamide (107-58-4,25267-41-8) + 2-acrylamido-2-methylpropanesulfonic acid (15214-89-8,27119-07-9) + 2-propenamide (79-06-1,12624-24-7,25038-45-3,27754-57-0,33338-03-3,39387-77-4,68247-81-4,9082-06-8,79079-15-5)

Guidance literature:

With sulfuric acid; at 20 ℃; for 2h;

Reference yield:

→ 2-acrylamido-2-methylpropanesulfonic acid (15214-89-8,27119-07-9)

Guidance literature:

upstream raw materials:

acrylonitrile

isobutene

Downstream raw materials:

N-tert-Butylacrylamide

sodium 2-acrylamido-2-methylpropane-1-sulfonate

benzyltributylammonium 2-acrylamido-2-methyl-1-propanesulfonate

ammonium acryloyldimethyltaurate

Refernces

• 1、 -. "HYDRATED CRYSTALLINE FORM OF 2-ACRYLAMIDO-2-METHYLPROPANE SULFONIC ACID". Paragraph 0194-0196. . Retrieved 2020/02/15.
• 2、 -. "METHOD FOR PRODUCING THE 2-ACRYLAMIDO-2-METHYLPROPANE SULFONIC ACID MONOMER AND POLYMER COMPRISING SAID MONOMER". Paragraph 0057; 0060; 0058; 0059; 0060. . Retrieved 2018/09/16.