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Sodium sarcosinate

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Sodium sarcosinate Basic information

Product Name:
Sodium sarcosinate
Synonyms:
  • N-METHYLAMINOACETIC ACID SODIUM SALT
  • n-methylglycine monosodium salt
  • N-METHYLGLYCINE SODIUM SALT
  • SODIUM SARCOSINATE
  • SODIUM SARCOSINATE 405
  • SARCOSINE SODIUM
  • SARCOSINE SODIUM SALT
  • Glycine,N-methyl-,monosodiumsalt
CAS:
4316-73-8
MF:
C3H8NNaO2
MW:
113.09
EINECS:
224-338-5
Mol File:
4316-73-8.mol
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Sodium sarcosinate Chemical Properties

Boiling point:
108℃
Density 
1,2 g/cm3
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Appearance
Colorless to light yellow Liquid
InChI
InChI=1S/C3H7NO2.Na.H/c1-4-2-3(5)6;;/h4H,2H2,1H3,(H,5,6);;
InChIKey
DAPOBEMZXMZVTK-UHFFFAOYSA-N
SMILES
C(NC)C(=O)O.[NaH]
LogP
-0.793 (est)
CAS DataBase Reference
4316-73-8(CAS DataBase Reference)
EPA Substance Registry System
Sarcosine monosodium salt (4316-73-8)
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Sodium sarcosinate Usage And Synthesis

Description

Sodium Sarcosinate or Sarcosine Sodium Salt is a colourless to yellowish liquid. It is miscible with water in all proportions. Sodium Sarcosinate is used in manufacturing biodegradable surfactants, toothpastes and biological applications. Sarcosinate Surfactants are mild, biodegradable anionic surfactants derived from fatty acids and sarcosine (amino acid). These compounds favour lather building and resistance to delathering in cleaners, industrial chemicals, polymers, and lubricants.

Uses

Sarcosine Sodium Salt is a salt of Sarcosine (S140500) which has been found in starfish and sea urchins. It is used as intermediate in the synthesis of antienzyme agents for toothpaste. Found to be a marker for prostate cancer bioagression.

Uses

Intermediate, stabilizer for diazonium salts, chelating agent.

Flammability and Explosibility

Not classified

Synthesis

109-83-1

4316-73-8

General procedure for the synthesis of sodium N-methylglycinate from N-methyl-2-hydroxyethylamine: 10 g of Cu/Ni based Nguyenne catalyst (Degussa AG, BOO 111, on a dry matter basis) was placed as an aqueous suspension in a 600 ml autoclave, which was equipped with a stirrer, a pressure control valve, and a jacketed heating unit. Subsequently 75 g of N-methyl-2-hydroxyethylamine and 204 g of 20 wt% sodium hydroxide solution were added. After sealing the autoclave, the reaction mixture was warmed up to 160°C by jacket heating. During this process, the pressure of the hydrogen gas produced was gradually increased and the system pressure was maintained at 10 bar (absolute pressure) by adjusting the opening of the pressure control valve. After 4 hours of reaction, gas release was completely stopped and the reactor was cooled to 90°C. After stopping stirring, the catalyst precipitated within 1 h. A portion of the supernatant with sodium N-methylglycinate solution was removed from the autoclave via piping. The catalyst was retained in the reactor and could be reused for the next batch of reaction. For each subsequent cycle, the catalyst suspension remaining in the reactor is mixed with specified amounts of N-methyl-2-hydroxyethylamine and sodium hydroxide solution and the reaction is initiated by heating. In addition to the initial batch, 270 g of colorless sodium N-methylglycinate solution was obtained for each cycle at a concentration of 40.0 wt% (equivalent to 97.2% of the theoretical yield).

References

[1] Patent: US2009/163739, 2009, A1. Location in patent: Page/Page column 2
[2] Journal of the American Chemical Society, 2016, vol. 138, # 19, p. 6143 - 6146

Sodium sarcosinate Preparation Products And Raw materials

Preparation Products

Raw materials

Sodium sarcosinateSupplier

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