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3-[Dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azaniumyl]propane-1-sulfonate, also known as DMAPS, is a quaternary ammonium compound with a hygroscopic nature. It can contain up to one molecule of water per monomer unit, making it suitable for various applications in different industries.

3637-26-1

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3637-26-1 Usage

Uses

Used in Polymerization:
DMAPS is used as a monomer in polymerization reactions. Its hygroscopic nature allows it to contain water, which may need to be removed prior to polymerization depending on the reaction conditions. This property makes it a versatile component in the synthesis of various polymers.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DMAPS can be used as a component in drug delivery systems. Its ability to contain water molecules can be utilized to improve the solubility and stability of drug formulations.
Used in Cosmetics Industry:
In the cosmetics industry, DMAPS can be used as a humectant to help maintain moisture in cosmetic products. Its hygroscopic nature allows it to attract and retain water, providing hydration and improving the texture of cosmetic formulations.
Used in Agriculture:
In agriculture, DMAPS can be used as a component in fertilizers and soil conditioners. Its ability to retain water can help improve soil moisture retention and promote plant growth.
Used in Food Industry:
In the food industry, DMAPS can be used as a humectant to help maintain moisture in food products. Its hygroscopic nature can improve the texture and shelf life of various food items.
Overall, 3-[Dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azaniumyl]propane-1-sulfonate, or DMAPS, is a versatile compound with a wide range of applications across different industries, including polymerization, pharmaceuticals, cosmetics, agriculture, and food. Its hygroscopic nature and ability to contain water molecules make it a valuable component in various formulations and processes.

Check Digit Verification of cas no

The CAS Registry Mumber 3637-26-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,3 and 7 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3637-26:
(6*3)+(5*6)+(4*3)+(3*7)+(2*2)+(1*6)=91
91 % 10 = 1
So 3637-26-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H21NO5S/c1-10(2)11(13)17-8-7-12(3,4)6-5-9-18(14,15)16/h1,5-9H2,2-4H3

3637-26-1 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Aldrich

  • (537284)  [2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammoniumhydroxide  97%

  • 3637-26-1

  • 537284-50G

  • 498.42CNY

  • Detail
  • Aldrich

  • (537284)  [2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammoniumhydroxide  97%

  • 3637-26-1

  • 537284-250G

  • 1,709.37CNY

  • Detail

3637-26-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[Dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azaniumyl]propane-1-sulfonate

1.2 Other means of identification

Product number -
Other names N,N-dimethyl-N-methacryloyloxyethyl-N-(3-sulfopropyl)ammonium betaine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3637-26-1 SDS

3637-26-1Synthetic route

1,3-propanesultone
1120-71-4

1,3-propanesultone

2-(dimethylamino)ethyl methacrylate
2867-47-2

2-(dimethylamino)ethyl methacrylate

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

Conditions
ConditionsYield
In acetonitrile at 4 - 25℃; for 72h;98%
With dinoseb In ethanol; isopropyl alcohol at 30 - 40℃; for 3h; Temperature; Time;95.79%
In acetone at 20℃; for 14h; Inert atmosphere;
With hydroquinone In acetone at 60℃; for 10h;
In ethyl acetate
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

3-[(2-hydroxyethyl)dimethylammonio]propane-1-sulfonate
38880-58-9

3-[(2-hydroxyethyl)dimethylammonio]propane-1-sulfonate

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

Conditions
ConditionsYield
Stage #1: poly(methacrylic acid); 3-[(2-hydroxyethyl)dimethylammonio]propane-1-sulfonate With hydroquinone at 70℃; for 0.5h; Inert atmosphere;
Stage #2: With sulfuric acid at 70℃; for 48h; Inert atmosphere;
62%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

C20H43NO8S2Si

C20H43NO8S2Si

Conditions
ConditionsYield
With triethylamine In methanol; ethanol at 20℃; for 2h;50%
EDMA
97-90-5

EDMA

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

poly(N,N-dimethyl-N-methacryloyloxyethyl-N-(3-sulfopropyl)ammonium betaine-co-ethylene dimethacrylate)

poly(N,N-dimethyl-N-methacryloyloxyethyl-N-(3-sulfopropyl)ammonium betaine-co-ethylene dimethacrylate)

Conditions
ConditionsYield
With benzoin monomethyl ether In methanol Irradiation;
triethylene glycol dimethacrylate
1188-09-6

triethylene glycol dimethacrylate

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

poly(N,N-dimethyl-N-methacryloyloxyethyl-N-(3-sulfopropyl)ammonium betaine-co-triethylene glycol dimethacrylate)

poly(N,N-dimethyl-N-methacryloyloxyethyl-N-(3-sulfopropyl)ammonium betaine-co-triethylene glycol dimethacrylate)

Conditions
ConditionsYield
With benzoin monomethyl ether In methanol Irradiation;
3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

methacryloyloxy terminated Separon 300 HEMA polymer

methacryloyloxy terminated Separon 300 HEMA polymer

Separon 300 HEMA and (N-(3-sulfonatopropyl)-dimethylammonioethyloxy) terminated polymethylmethacrylate

Separon 300 HEMA and (N-(3-sulfonatopropyl)-dimethylammonioethyloxy) terminated polymethylmethacrylate

Conditions
ConditionsYield
With 2-hydroxyethanethiol In methanol; water UV-irradiation;
3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

polymer, prepared by atom transfer radical polymerization in i-PrOH/H2O; monomer(s): [2-(methacryloyloxy)ethyl]trimethylammonium chloride

polymer, prepared by atom transfer radical polymerization in i-PrOH/H2O; monomer(s): [2-(methacryloyloxy)ethyl]trimethylammonium chloride

polymer, diblock copolymer, Mn 13400, Mw/Mn 1.29 by GPC; monomer(s): [2-(methacryloyloxy)ethyl]trimethylammonium chloride; [2-(methacryloyloxy)ethyl]dimethyl(3-sulfopropyl)ammonium hydroxide

polymer, diblock copolymer, Mn 13400, Mw/Mn 1.29 by GPC; monomer(s): [2-(methacryloyloxy)ethyl]trimethylammonium chloride; [2-(methacryloyloxy)ethyl]dimethyl(3-sulfopropyl)ammonium hydroxide

Conditions
ConditionsYield
In water; isopropyl alcohol at 20℃; for 18h;
N,N'-Methylenebisacrylamide
110-26-9

N,N'-Methylenebisacrylamide

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

polymer, low MWCO; monomer(s): 2-(N-3-sulfopropyl-N,N-dimethylammonium)ethyl methacrylate; N,N\-methylenebisacrylamide

polymer, low MWCO; monomer(s): 2-(N-3-sulfopropyl-N,N-dimethylammonium)ethyl methacrylate; N,N\-methylenebisacrylamide

Conditions
ConditionsYield
With phosphate buffer; AAPH (2,2′-azobis-(amidinopropane)dihydrochloride) In 2-methoxy-ethanol; water pH=6.9; UV-irradiation;
N,N'-Methylenebisacrylamide
110-26-9

N,N'-Methylenebisacrylamide

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

polymer, high MWCO; monomer(s): 2-(N-3-sulfopropyl-N,N-dimethylammonium)ethyl methacrylate; N,N\-methylenebisacrylamide

polymer, high MWCO; monomer(s): 2-(N-3-sulfopropyl-N,N-dimethylammonium)ethyl methacrylate; N,N\-methylenebisacrylamide

Conditions
ConditionsYield
With phosphate buffer; AAPH (2,2′-azobis-(amidinopropane)dihydrochloride) In 2-methoxy-ethanol; water pH=6.9; UV-irradiation;
EDMA
97-90-5

EDMA

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

polymer; monomer(s): N,N-dimethyl-N-(2-methacryloyloxyethyl)-N-(3-sulfopropyl)ammonium betaine, 43 parts in feed; ethylene glycol dimethacrylate, 57 parts in feed

polymer; monomer(s): N,N-dimethyl-N-(2-methacryloyloxyethyl)-N-(3-sulfopropyl)ammonium betaine, 43 parts in feed; ethylene glycol dimethacrylate, 57 parts in feed

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In methanol at 60℃; for 12h;
EDMA
97-90-5

EDMA

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

polymer; monomer(s): N,N-dimethyl-N-(2-methacryloyloxyethyl)-N-(3-sulfopropyl)ammonium betaine, 53 parts in feed; ethylene glycol dimethacrylate, 47 parts in feed

polymer; monomer(s): N,N-dimethyl-N-(2-methacryloyloxyethyl)-N-(3-sulfopropyl)ammonium betaine, 53 parts in feed; ethylene glycol dimethacrylate, 47 parts in feed

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In methanol at 60℃; for 12h;
EDMA
97-90-5

EDMA

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

polymer; monomer(s): N,N-dimethyl-N-(2-methacryloyloxyethyl)-N-(3-sulfopropyl)ammonium betaine, 33 parts in feed; ethylene glycol dimethacrylate, 67 parts in feed

polymer; monomer(s): N,N-dimethyl-N-(2-methacryloyloxyethyl)-N-(3-sulfopropyl)ammonium betaine, 33 parts in feed; ethylene glycol dimethacrylate, 67 parts in feed

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In methanol at 60℃; for 12h;
3-(trimethoxysilyl)-1-propanethiol
4420-74-0

3-(trimethoxysilyl)-1-propanethiol

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid
3637-26-1

3-[N,N-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]ammonium]propane-1-sulfonic acid

C17H37NO8S2Si

C17H37NO8S2Si

Conditions
ConditionsYield
With diisopropylamine In methanol at 20℃; for 16h;

3637-26-1Downstream Products

3637-26-1Relevant academic research and scientific papers

Matrix assisted antibacterial activity of polymer conjugates with pendant antibiotics, and bioactive and biopassive moieties

Mukherjee, Ishita,Ghosh, Anwesha,Bhadury, Punyasloke,De, Priyadarsi

, p. 3007 - 3018 (2019)

Antibacterial activity against a series of potentially pathogenic bacterial strains was evaluated in both liquid and solid matrices using ciprofloxacin (a well-known fluoroquinolone antibiotic) based polymeric systems with pendant cationic charge and zwitterionic units. The ciprofloxacin containing polymeric architecture was designed to incorporate bioactive killing properties of cationic moieties, whereas biopassive activity was regulated by the bacterial cell repelling capacity of the zwitterionic group. tert-Butyl carbamate (Boc)-leucine hydroxyethylmethacrylate (Boc-Leu-HEMA), Boc-ciprofloxacin hydroxyethylmethacrylate (Boc-Cipro-HEMA) and zwitterionic sulphabetaine methacrylate (SBMA) are copolymerized, followed by deprotection of Boc groups from the copolymer under acidic conditions. Boc deprotection resulted in water soluble polymers with cationic charge from the leucine moiety and retained the antibiotics in their active original form. The antibacterial activity of the polymeric system was evaluated against several bacterial species, namely, Escherichia coli (E. coli), Bacillus subtilis (B. subtilis), Staphylococcus aureus (S. aureus), Vibrio alginolyticus (V. alginolyticus), and Vibrio chemaguriensis Iso1 (V. chemaguriensis), in both liquid and solid matrices. The copolymer displayed significant bactericidal efficacy against non-biofilm forming E. coli and B. subtilis in both liquid and solid matrices. However, the antibacterial effect on biofilm forming V. chemaguriensis was comparatively less prominent in the liquid matrix. Optical microscope images of Gram staining revealed an enhanced surface area of individual cells and chain formation in cells of V. chemaguriensis. The non-cytotoxic profile of the polymer towards mammalian red blood cells (RBCs) and enhanced bactericidal effect in the physiological to basic pH (7.0-9.5) range against potentially pathogenic V. chemaguriensis using a multitude of microscopic techniques hinted toward the need to develop new antibiotics to combat possible clinical infections in the near future.

Synthesis method of SPE

-

Paragraph 0007; 0023-0030, (2019/01/17)

The invention discloses a synthesis method of SPE. The synthesis method of the SPE comprises the following steps: mixing an organic solvent, dimethylaminoethyl methacrylate and a polymerization inhibitor uniformly, adding 1,3-propane sulfonolactone dropwise into the mixed liquid and performing reaction to obtain a target product, wherein the organic solvent is an alcohol and/or ketone solvent. According to the synthesis method, the alcohol and/or ketone solvent serves as a reaction solvent, the solvent has low toxicity and low harm, the alcohol and ketone solvents are easy to recycle and reuse, and the synthesis method is safer and more environmentally-friendly compared with the method using carbon tetrachloride as the solvent; the dimethylaminoethyl methacrylate and the 1,3-propane sulfonolactone serve as the raw materials, and the polymerization inhibitor is added, so that polymerization of the dimethylaminoethyl methacrylate can be effectively inhibited, other side reaction in the reaction process is reduced, the reaction is conducted completely, the yield of products is increased and the purity of the products is improved.

Zwitterionic copolymer-based and hydrogen bonding-strengthened self-healing hydrogel

Liu, He,Xiong, Chunming,Tao, Zhen,Fan, Yujiao,Tang, Xiaofen,Yang, Haiyang

, p. 33083 - 33088 (2015/04/27)

Self-healing systems that can spontaneously repair their damage would significantly improve the safety and prolong the lifetime of man-made materials. As external energy or healing agents are required in most of the self-healing approaches, non-covalently cross-linked polymeric hydrogels with intrinsic healing nature have attracted much attention recently. We present here a P(AM-co-DMAPS) zwitterionic copolymer based self-healing hydrogel, where AM and DMAPS are acrylamide and 3-((2-(methacryloyloxy)ethyl)dimethylammonio)propane-1-sulfonate, respectively. The electrostatic interactions within DMAPS and hydrogen bonding between AM moieties contribute to the physical cross-linking of the polymer chains and self-healing ability of the hydrogel. The reported strategy represents a general and facile route to construct zwitterionic copolymer based self-healable functional hydrogels for potential applications in the field of enhanced oil recovery (EOR).

REACTIVE IONIC LIQUID, ION-FIXING METAL OXIDE PARTICLES USING SAME, ION-FIXING ELASTOMER, AND TRANSDUCER

-

Paragraph 0094, (2015/03/03)

A reactive ionic liquid to be used as an ionic component that is contained in an ion-containing layer in a transducer arranged in contact with a high-resistance layer as a dielectric layer of the transducer, and is restrained from migrating from the ion-containing layer to the high-resistance layer on application of a voltage is provided. The reactive ionic liquid comprises an ion pair that consists of an anion and a cation. In the reactive ionic liquid, (a) the anion comprises (a1) a reactive group that consists of an alkoxysilyl group and (a2) an anionic group consisting of a carboxylate (-COO-) group or a sulfonate (-SO3-) group. (b) The cation (b1) consists of an imidazolium, ammonium, pyrrolidinium, morpholinium, or phosphonium cation, and (b2) does not comprise an N-H group or a P-H group.

Synthesis and characterization of 3-[N-(2-methacroyloylethyl)-N,N-dimethylamino]propane sulfonate and its crystal structure

Xiao, Jian,Zhang, Xiu-Qin,Wang, Kai,Chen, Qiang,Xue, Wei-Wei

, p. 3818 - 3820 (2015/12/30)

3-[N-(2-Methacroyloylethyl)-N,N-dimethylamino]propane sulfonate (DMAPS) was synthesized by the ring-opening reaction of 1,3- propanesultone, then electrophilic substitution with 2-(dimethylamino)ethyl methacrylate in the presence of acetone at 60 °C. 2-(Dimethylamino)ethyl methacrylate and a little polymerization inhibitor dissolved in acetone was added in three-necked flask, the mixture was heated to 60 °C. 1,3-Propanesultone was dissolved in acetone and then be added drop-wise into the flask over 8 h. The product was characterized by NMR and Mass spectrum. The crystal structure of 3-[N-(2-Methacroyloylethyl)-N,N-dimethylamino]propane sulfonate was investigated using X-ray diffraction and SHELXTL97 software and the result indicated that DMAPS crystallized in the orthorhombic system, space group P21/c with a = 14.6818(18), b = 7.1104(9), c = 14.9180(18) ?, V = 1548.5(3) ?3; Z = 4.

A synthetic route to sulfobetaine methacrylates with varying charge distance

Kratzer, Domenic,Barner, Leonie,Friedmann, Christian,Br?se, Stefan,Lahann, Joerg

, p. 8064 - 8071 (2015/02/02)

A general synthetic strategy is described that enables access to a library of new sulfobetaine methacrylates starting from commercially available precursors. The three-step procedure allows the distance between the quaternary amine and the sulfonate group (inner charge distance) to be varied by selecting the corresponding dibromoalkane in the first step. A key step is the final esterification, in which methacrylic acid acts as solvent as well as reagent for the zwitterionic hydroxy intermediates. Thus, it is possible to synthesize monomeric precursors with up to twelve methylene groups between the positive and the negative charge. A selection of these monomers has been successfully tested for their ability to polymerize using free-radical polymerization.

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