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Diallyldimethylammonium chloride

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CAS:7398-69-8
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Diallyldimethylammonium chloride Basic information
Product Name:Diallyldimethylammonium chloride
Synonyms:Diallyldimethylaminium·chloride;Dimethylbis(2-propenyl)aminium·chloride;(CH2=CHCH2)2N(Cl)(CH3)2;Diallydimethylammonium Chloride Solution;Ammonium, diallyldimethyl-, chloride;Nsc59284;diallyldimethyl-ammoniuchloride;diallyldimethylammoniumchloride(60%aq.)
CAS:7398-69-8
MF:C8H16ClN
MW:161.67
EINECS:230-993-8
Product Categories:Water treatment;Ammonium Chlorides (Quaternary);Quaternary Ammonium Compounds;Pharmaceutical Intermediates;bc0001;7398-69-8
Mol File:7398-69-8.mol
Diallyldimethylammonium chloride Structure
Diallyldimethylammonium chloride Chemical Properties
Melting point 140-148 °C
Boiling point 118℃ at 101.325kPa
density 1.03-1.05g/cm3 at 25℃
refractive index n20/D 1.460
storage temp. Sealed in dry,Room Temperature
solubility Methanol (Slightly), Water
form Oil
color Colourless
BRN 5830817
InChIInChI=1S/C8H16N.ClH/c1-5-7-9(3,4)8-6-2;/h5-6H,1-2,7-8H2,3-4H3;1H/q+1;/p-1
InChIKeyGQOKIYDTHHZSCJ-UHFFFAOYSA-M
SMILES[N+](C)(C)(CC=C)CC=C.[Cl-]
LogP-2.49 at 20℃ and pH7
CAS DataBase Reference7398-69-8(CAS DataBase Reference)
EPA Substance Registry SystemDimethyldiallylammonium chloride (7398-69-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25
WGK Germany 1
RTECS UC6660000
3-10
HS Code 29239000
Hazardous Substances Data7398-69-8(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
Diallyldimethylammonium chloride Usage And Synthesis
DescriptionDiallyldimethylammonium chloride solution (DADMAC) is a hydrophilic quaternary ammonium compound that can be dissolved in an aqueous solution as a positively charged colloid.
Chemical PropertiesColorless to Light yellow to Light orange clear liquid.
Diallyldimethylammonium chloride (DADMAC) and Polydiallyldimethylammonium chloride (polyDADMAC) are contaminants that may be present in potential drinking water sources.
PolyDADMAC is a polymer manufactured from DADMAC. PolyDADMAC is often used to help remove suspended particulates from water. DADMAC has no direct uses, but may be present when polyDADMAC is used.
PolyDADMAC is used in:
Wastewater treatment
Paper making
Textile printing
Silica sand mining
UsesDADMAC is used as a cationic monomer solution for the fabrication of ion-selective polyelectrolytic anodized aluminium oxide (AAO) membranes which can be used for the development of electrical power generation systems. It may be grafted on carboxymethyl cellulose (CMC) for use as an absorbent for cationic dyes.
UsesDiallyldimethylammonium chloride (DADMAC) is a viscous, colourless to pale yellow liquid with slight odour. mainly used as cationic monomer in resins production. DADMAC is a quaternary ammonium salt with high density charge and can be dissolved in water very easily. It is non-flammable, non-explosive and stable at room temperature. The polymers occurring by DADMAC reaction is also known as poly-DADMAC and finds its application in a wide range of industrial application.
ApplicationDiallyldimethylammonium chloride (DADMAC) is a polymer monomer belonging to the quaternary ammonium compounds. The structure of DADMAC is strongly charged and has good water solubility. Therefore, DADMAC and PolyDADMAC are widely used in the field of water treatment as flocculants and flocculation aids, which can effectively flocculate and remove suspended solids, algae, organic matter and other substances. In addition, it can be used as an antimicrobial agent, surfactant or binder in various industrial applications, commonly found in paper, textiles and personal care products.
Synthesis
Dimethylamine

124-40-3

Allyl chloride

107-05-1

Diallyldimethylammonium chloride

7398-69-8

1. 150 parts of a 33% solution of dimethylamine are added to the reactor, heated and stirred until foaming starts at 30°C. Subsequently, 43 parts of 33% dimethylamine solution were added from the receiving tank and the temperature was controlled at 7°C. 2. Two parts of 50% sodium hydroxide solution were added, stirred and heated to 85°C to promote evaporation of the dimethylamine. Continue heating to 100 °C to end this step. An incomplete product of 83.4 parts with 2.2% dimethylamine content was obtained; and 103 parts of dimethylamine solution (including the absorbent) with 56.4% dimethylamine content. 3. In a three-necked flask equipped with a stirrer, a thermometer, a condenser tube and a titration funnel, 100 parts of a 56.4% solution of dimethylamine were added and 30% allyl chloride was slowly added at 0 °C. 4. 180 parts of allyl chloride and 100 parts of 50% sodium hydroxide solution were added dropwise simultaneously at 3°C to 5°C to control the pH between 9.5 and 10.5. 5. After completion of the addition, the temperature was raised to 44°C for refluxing until the pH of the reaction dropped to 6.4, the heating was stopped and cooling was carried out. 6. The reaction mixture was filtered to obtain 64.8 parts of NaCl and 325.3 parts of an aqueous solution of dimethyldiallylammonium chloride. The content of dimethyldiallylammonium chloride was determined to be 60.8% and the yield was 97.65% (based on amine calculations).

References[1] Patent: CN104557569, 2016, B. Location in patent: Paragraph 0031; 0032; 0033
[2] Patent: CN108329217, 2018, A. Location in patent: Paragraph 0020-0021; 0025-0026; 0030-0031
[3] Russian Chemical Bulletin, 2007, vol. 56, # 3, p. 535 - 539
[4] Patent: CN104370754, 2016, B. Location in patent: Paragraph 0025; 0026
Diallyldimethylammonium chloride Preparation Products And Raw materials
Raw materialsSodium hydroxide-->Dimethylamine-->PROPYLENE-->Allyl chloride
Tag:Diallyldimethylammonium chloride(7398-69-8) Related Product Information
Dimethyl sebacate ETHANE Didecyl dimethyl ammonium chloride Acetyl chloride Polyvinyl chloride Dimethyl carbonate Sodium allylsulfonate Methyldiallylamine Ammonium sulfate Ammonium chloride Diallyldisulfide Calcium chloride N,N-Dimethylformamide Allyl bromide Dimethyl ether Molybdic acid Allyl chloride Potassium chloride

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