5165-97-9

Basic information

• Product Name: 2-ACRYLAMIDO-2-METHYL-1-PROPANESULFONIC ACID SODIUM SALT
• Synonyms: 2-Methyl-2-(acryloylamino)propane-1-sulfonic acid sodium salt;N-[1,1-Dimethyl-2-(sodiosulfo)ethyl]acrylamide;N-[2-(Sodiooxysulfonyl)-1,1-dimethylethyl]acrylamide;Sodium 2-(acryloylamino)-2-methylpropane-1-sulfonate;AcrylaMido-Tertiary Butyl Sulphonic Acid SodiuM Salt 50% solution.;SODIUM 2-ACRYLAMIDO-2-METHYLPROPANE SULFONATE, 50% in water;Sodium 2-acrylamido-2-methylpropane-1-sulfonate;2-AcrylaMido-2-Methyl-1-propanesulfonic acid sodiuM salt solution 50 wt. % in H2O
• CAS NO: 5165-97-9
• Molecular Formula: C₇H₁₂NO₄S*Na
• Molecular Weight: 229.23
• EINECS: 225-948-4
• Product Categories: Acrylamide and Methacrylamide;Acrylic Monomers;Monomers
• Mol File: 5165-97-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 110℃ at 101.325kPa
• Appearance: /
• Density: 1.2055 g/mL at 25 °C(lit.)
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: n20/D 1.4220(lit.)
• CAS DataBase Reference: 2-ACRYLAMIDO-2-METHYL-1-PROPANESULFONIC ACID SODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACRYLAMIDO-2-METHYL-1-PROPANESULFONIC ACID SODIUM SALT(5165-97-9)
• EPA Substance Registry System: 2-ACRYLAMIDO-2-METHYL-1-PROPANESULFONIC ACID SODIUM SALT(5165-97-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• TSCA: Yes
• Hazardous Substances Data: 5165-97-9(Hazardous Substances Data)

Usage

Uses

AMPSNa can be used in the formation of polyelectrolyte copolymer gels for potential application in bioengineering, biomedicine and water purification. It can also be used in the fabrication of Schottky diodes, humidity sensors, and lithium ion batteries.

General Description

2-Acrylamido-2-methyl-1-propanesulfonic acid sodium salt (AMPSNa) is a hydrophilic compound that can be used as a dopant and a protonating agent for conducting polymers. It is used in a variety of electronic applications.

InChI:InChI=1/C7H13NO4S.Na/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);/q;+1/p-1

Synthetic route

2-methyl-2-hydroxypropanesulfonic acid sodium salt → sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9)

Conditions	Yield
	87%

2-acrylamido-2-methylpropanesulfonic acid (15214-89-8) → sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9)

Conditions	Yield
With sodium hydroxide In water at 30℃; for 2h; pH=> 1 - > 5;

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → sodium 2-acrylamido-2-methylpropanesulfonate, acrylamide; copolymer of

Conditions	Yield
With sodium disulfite; potassium peroxomonosulphate In water at 50℃; for 2h; pH=9; Kinetics; Polymerization;	91%

1-ethenyl-2-pyrrolidinone (88-12-0) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → poly[(sodium 2-acrylamido-2-methylpropanesulfonate)-co-(N-vinylpyrrolidone)]; monomer(s): sodium 2-acrylamido-2-methylpropanesulfonate; N-vinylpyrrolidin-2-one

Conditions	Yield
With dipotassium peroxodisulfate In dimethyl sulfoxide at 50℃;	90%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of radical copolymerization; monomer(s): acrylamide; sodium 2-acrylamido-2-methylpropanesulfonate, 30 mol % in feed

Conditions	Yield
With sodium hydroxide; potassium peroxomonosulphate In methanol; water at 60℃; pH=9;	86%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of radical copolymerization; monomer(s): acrylamide; sodium 2-acrylamido-2-methylpropanesulfonate, 40 mol % in feed

Conditions	Yield
With sodium hydroxide; potassium peroxomonosulphate In methanol; water at 60℃; pH=9;	85%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer; monomer(s): acrylamide; sodium 2-acrylamido-2-methylpropanesulfonate

Conditions	Yield
With potassium peroxomonosulphate In ethanol; water at 60℃; for 1h;	84%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of radical copolymerization; monomer(s): acrylamide; sodium 2-acrylamido-2-methylpropanesulfonate, 70 mol % in feed

Conditions	Yield
With sodium hydroxide; potassium peroxomonosulphate In methanol; water at 60℃; pH=9;	74%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of radical copolymerization; monomer(s): acrylamide; sodium 2-acrylamido-2-methylpropanesulfonate, 50 mol % in feed

Conditions	Yield
With sodium hydroxide; potassium peroxomonosulphate In methanol; water at 60℃; pH=9;	70%

1-methyl-pyrrolidin-2-one (872-50-4) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of homogeneous radical copolymerization; monomer(s): sodium 2-acryloylamino-2-methylpropane-1-sulfonate, mole fraction in initial monomer mixture 0.8; N-methylpyrrolidone

Conditions	Yield
With potassium peroxomonosulphate In water for 1h; pH=9;	60%

1-methyl-pyrrolidin-2-one (872-50-4) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of homogeneous radical copolymerization; monomer(s): sodium 2-acryloylamino-2-methylpropane-1-sulfonate, mole fraction in initial monomer mixture 0.9; N-methylpyrrolidone

Conditions	Yield
With potassium peroxomonosulphate In ethanol; water for 1h; pH=9;	59%

sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → poly(sodium 2-acrylamido-2-methylpropanesulfonate), radical polymerization

Conditions	Yield
With sodium disulfite; potassium peroxomonosulphate; sorbitan monostearate In hexane; water at 60℃; for 1h; pH=9; Kinetics; Product distribution; Activation energy; Further Variations:; Reagents; Temperatures; Polymerization;	54%

1-methyl-pyrrolidin-2-one (872-50-4) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of homogeneous radical copolymerization; monomer(s): sodium 2-acryloylamino-2-methylpropane-1-sulfonate, mole fraction in initial monomer mixture 0.7; N-methylpyrrolidone

Conditions	Yield
With potassium peroxomonosulphate In water for 1h; pH=9;	53%

1-methyl-pyrrolidin-2-one (872-50-4) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of homogeneous radical copolymerization; monomer(s): sodium 2-acryloylamino-2-methylpropane-1-sulfonate, mole fraction in initial monomer mixture 0.6; N-methylpyrrolidone

Conditions	Yield
With potassium peroxomonosulphate In water for 1h; pH=9;	52%

sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) + 5-(4-acryloylaminophenyl)-10,15,20-tri-p-tolylporphyrinate zinc(II) → polymer, monomers ratio 10:1; monomer(s): sodium 2-acryloylamino-2-methyl-propane-1-sulfonate; 5-(4-acryloylaminophenyl)-10,15,20-tri-p-tolylporphyrinate zinc(II)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran; methanol at 60℃;	51%

5-(4-acryloylaminophenyl)-10,15,20-tri-p-tolylporphyrin + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, monomers ratio 10:1; monomer(s): sodium 2-acryloylamino-2-methyl-propane-1-sulfonate; 5-(4-acryloylaminophenyl)-10,15,20-tri-p-tolylporphyrin

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran; methanol at 60℃; for 48h;	46%

1-methyl-pyrrolidin-2-one (872-50-4) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of homogeneous radical copolymerization; monomer(s): sodium 2-acryloylamino-2-methylpropane-1-sulfonate, mole fraction in initial monomer mixture 0.5; N-methylpyrrolidone

Conditions	Yield
With potassium peroxomonosulphate In water for 1h; pH=9;	45%
With potassium peroxomonosulphate In ethanol; water at 60℃; for 1h; pH=9; Kinetics; Further Variations:; Solvents; Temperatures;

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of radical copolymerization; monomer(s): acrylamide; sodium 2-acrylamido-2-methylpropanesulfonate, 10 mol % in feed

Conditions	Yield
With sodium hydroxide; potassium peroxomonosulphate In ethanol; water at 60℃; pH=9;	45%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of radical copolymerization; monomer(s): acrylamide; sodium 2-acrylamido-2-methylpropanesulfonate, 20 mol % in feed

Conditions	Yield
With sodium hydroxide; potassium peroxomonosulphate In water; isopropyl alcohol at 60℃; pH=9;	44%

1-methyl-pyrrolidin-2-one (872-50-4) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → polymer, product of homogeneous radical copolymerization; monomer(s): sodium 2-acryloylamino-2-methylpropane-1-sulfonate, mole fraction in initial monomer mixture 0.2; N-methylpyrrolidone

Conditions	Yield
With potassium peroxomonosulphate In water for 1h; pH=9;	37%

poly(methacrylic acid) (79-41-4) + 2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 65AM/5MAA/30AMPS

Conditions	Yield
Stage #1: poly(methacrylic acid); 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 88℃; Stage #2: With ammonium peroxydisulfate; sodium hydrogensulfite In water at 70℃; for 0.5h;	31.3%
Stage #1: poly(methacrylic acid); 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 88℃; Stage #2: With ammonium peroxydisulfate; sodium hydrogensulfite In water at 70℃; for 0.5h;	30.5%
Stage #1: poly(methacrylic acid); 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 88℃; Stage #2: With ammonium peroxydisulfate; sodium hydrogensulfite In water at 70℃; for 0.5h;	28.5%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 20AM/80AMPS

Conditions	Yield
Stage #1: 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate; copper dichloride In water at 40 - 65℃; for 2h; Stage #2: for 1h;	30%

poly(methacrylic acid) (79-41-4) + 2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → AMPS/AM

Conditions	Yield
Stage #1: poly(methacrylic acid); 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 73℃; for 1.06667h; Stage #2: With sodium hydrogensulfite In water at 73℃; for 1h;	29.29%

poly(methacrylic acid) (79-41-4) + 2-(dimethylamino)ethyl methacrylate (2867-47-2) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 65 AM/30 AMPS/5 DMAEMA

Conditions	Yield
Stage #1: poly(methacrylic acid); 2-(dimethylamino)ethyl methacrylate; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 88℃; Stage #2: With ammonium peroxydisulfate; sodium hydrogensulfite In water at 70℃; for 0.5h;	27.8%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 90AM/10AMPS

Conditions	Yield
Stage #1: 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate; copper dichloride In water at 50 - 97℃; Stage #2: With sodium hydrogensulfite In water for 1h;	27.8%

2-propenamide (79-06-1) + acrylic acid (79-10-7) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 60AM/10AA/30AMPS

Conditions	Yield
Stage #1: 2-propenamide; acrylic acid; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 88℃; for 2h; Stage #2: With sodium hydrogensulfite In water at 88℃; for 0.5h;	27.2%

poly(methacrylic acid) (79-41-4) + 2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 60AM/30MAA/10AMPS

Conditions	Yield
Stage #1: poly(methacrylic acid); 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 88℃; for 3.08333h; Stage #2: With sodium hydrogensulfite In water at 60℃; for 0.5h;	27.1%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 60AM/40AMPS

Conditions	Yield
Stage #1: 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate; copper dichloride In water at 50 - 92℃; for 0.916667h; Stage #2: With sodium hydrogensulfite In water for 1h;	26.9%
Stage #1: 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate; copper dichloride In water at 50 - 92℃; Stage #2: With sodium hydrogensulfite In water at 63℃; for 0.666667 - 1h; Product distribution / selectivity;	14.5%

2-propenamide (79-06-1) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 75AM/25AMPS

Conditions	Yield
Stage #1: 2-propenamide; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate; copper dichloride In water at 50 - 99℃; for 3h; Stage #2: With sodium hydrogensulfite In water for 1h;	26.8%

poly(methacrylic acid) (79-41-4) + ethyl acrylate (140-88-5) + sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → 65 AM/30 AMPS/5 EA

Conditions	Yield
Stage #1: poly(methacrylic acid); ethyl acrylate; sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 88℃; Stage #2: With ammonium peroxydisulfate; sodium hydrogensulfite; iron(II) sulfate In water at 88℃; for 0.25h;	26.3%

sodium 2-acrylamido-2-methylpropane-1-sulfonate (5165-97-9) → Poly AMPS

Conditions	Yield
Stage #1: sodium 2-acrylamido-2-methylpropane-1-sulfonate With ammonium peroxydisulfate In water at 88℃; Stage #2: With ammonium peroxydisulfate; sodium hydrogensulfite In water at 88℃; for 0.25h;	26.2%

Upstream product

• 15214-89-8 2-acrylamido-2-methylpropanesulfonic acid 

Relevant articles and documents

HYDRATED CRYSTALLINE FORM OF 2-ACRYLAMIDO-2-METHYLPROPANE SULFONIC ACID

The present invention relates to a hydrated crystalline form of 2-acrylamido-2-methylpropane sulfonic acid having a 2-theta powder X-ray diffraction diagram comprising peaks at 10.58°, 11.2°, 12.65°, 13.66°, 16.28°, 18.45°, 20°, 20.4°, 22.5°, 25.5°, 25.88°, 26.47°, 28.52°, 30.28°, 30.8°, 34.09°, 38.19°, 40.69°, 41.82°, 43.74°, 46.04° degrees (+/?0.1°). The present invention also relates to a production method for this form of 2-acrylamido-2-methylpropane sulfonic acid and a preparation method for an aqueous solution A of a salt of this form of 2-acrylamido-2-methylpropane sulfonic acid, and the (co)polymer of this form of -acrylamido-2-methylpropane sulfonic acid.

Process for preparing amidoalkanesulfonic acids

Disclosed is a novel process for preparing amidoalkanesulfonic acids of the general formula STR1 or derivatives thereof by reacting a nitrile compound (1) with a β-hydroxyalkanesulfonic acid or a derivative thereof (2) in concentrated sulfuric acid. Among the compounds of the general formula (3) and derivatives thereof, unsaturated amido- and phenyl-substituted alkanesulfonic acids and derivatives thereof (in particular, 2-acrylamido-2-phenylpropane-sulfonic acid and derivatives thereof) represented by the general formula STR2 can be copolymerized with other monomers and the like to provide useful materials such as copolymer-coated solid materials, copolymer emulsions, pigment dispersants and the like.