(Dimethylammonio)acetate

Base Information

• Chemical Name: (Dimethylammonio)acetate
• CAS No.: 1118-68-9
• Molecular Formula: C4H9NO2
• Molecular Weight: 103.121
• Hs Code.: 29224999
• Mol file: 1118-68-9.mol

Synonyms:(dimethylammonio)acetate;2-(dimethylazaniumyl)acetate;dimethyl ammonioacetate;(dimethylazaniumyl)acetate;N,N-dimethylglycine zwitterion;CHEBI:58251

Chemical Property of (Dimethylammonio)acetate

Chemical Property:

• Appearance/Colour: white to slightly yellow crystalline powder
• Vapor Pressure: 0.556mmHg at 25°C
• Melting Point: 178-182 °C(lit.)
• Refractive Index: 1.448
• Boiling Point: 175.2 °C at 760 mmHg
• PKA: 9.89(at 25℃)
• Flash Point: 59.8 °C
• PSA: 40.54000
• Density: 1.069 g/cm³
• LogP: -0.36740
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: Methanol (Slightly), Water (Slightly)
• Water Solubility.: soluble
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 64.6

Purity/Quality:

99% ^*data from raw suppliers

N,N-Dimethylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[NH+](C)CC(=O)[O-]
• Description: N,N-Dimethylglycine (DMG) is a N-methylated product of the amino acid glycine. It is found in beans and liver. It can be formed from trimethylglycine upon the loss of one of its methyl groups. It is also a byproduct of the metabolism of choline. When DMG was first discovered, it was referred to as vitamin B16, but, unlike true B vitamins, deficiency of DMG in the diet does not lead to any ill-effects meaning it does not meet the definition of a vitamin. It is used in comparative analysis with other N-methylated glycines. N,N-Dimethylglycine is used in the development of glycine-based ionic liquids and emulsifiers, and as a substrate to identify, differentiate and characterize amino acid methyltransferase(s). It is potentially useful as a biomarker of protein degradation in COPD patients.
• Uses: N,N-Dimethylglycine is used as an athletic performance enhancer and immunostimulant. It is also used in the treatment of autism, epilepsy and mitochondrial disease. It is also employed as a biomarker of protein degradation in chronic obstructive lung disease (COPD) patients. Further, it is used as a substrate to identify, differentiate and characterize amino acid methyltransferase. It plays an important role for the development of glycine-based ionic liquids and emulsifiers.

Technology Process of (Dimethylammonio)acetate

There total 25 articles about (Dimethylammonio)acetate 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: 98.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + glycine (56-40-6,18875-39-3,25718-94-9) → dimethylaminoacetic acid (1118-68-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; for 10h; under 2068.6 Torr; Ambient temperature;

DOI:10.1016/S0009-3084(97)02672-8

Reference yield: 30.0%

N,N-dimethylglycine ethyl ester (33229-89-9) → dimethylaminoacetic acid (1118-68-9)

Guidance literature:

With sodium hydroxide; In water; Heating;

Reference yield:

L-homocysteine (6027-13-0) + betaine (107-43-7) → dimethylaminoacetic acid (1118-68-9) + L-methionine (63-68-3,26062-47-5,58576-49-1)

Guidance literature:

in Gegenwart von Leber-Praeparaten;

upstream raw materials:

2-(N,N-dimethylamino)ethanol

L-homocysteine

betaine

N,N-Dimethylamino acetonitrile

Downstream raw materials:

pangamic acid

N,N-dimethyl acetamide

(Carboxylatomethyl)docosyldimethylammonium

O-(N,N-Dimethylglycyl)glykolsaeure-benzylester

Refernces

• 1、 Masotti, Andrea,Vicennati, Paola,Alisi, Anna,Marianecci, Carlotta,Rinaldi, Federica,Carafa, Maria,Ortaggi, Giancarlo. "Novel Tween 20 derivatives enable the formation of efficient pH-sensitive drug delivery vehicles for human hepatoblastoma". . p. 3021 - 3025. Retrieved 2010.
• 2、 Rahal, Said,Badache, Leila. "An Anomalous Eschweiler-Clarke Reaction". . p. 3847 - 3848. Retrieved 1991.
• 3、 Nardi,D. et al.. "-". . p. 990 - 992. Retrieved 1971.
• 4、 Appiagyei, Benjamin,Bhatia, Souful,Keeney, Gabriela L.,Dolmetsch, Troy,Jackson, James E.. "Electroactivated alkylation of amines with alcohols: Via both direct and indirect borrowing hydrogen mechanisms". supporting information. p. 860 - 869. Retrieved 2020/02/21.
• 5、 Naresh Chary,Sudarshana Reddy,Kumar, Ch. Dinesh,Srinivas,Prabhakar. "Characterization of N,N-dimethyl amino acids by electrospray ionization-tandem mass spectrometry". . p. 771 - 781. Retrieved 2015/08/18.