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Basic Information
CAS No.: 107-97-1
Name: Sarcosine
Article Data: 122
Molecular Structure:
Molecular Structure of 107-97-1 (Sarcosine)
Formula: C3H7NO2
Molecular Weight: 89.0941
Synonyms: Sarcosine(8CI);(Methylamino)acetic acid;(Methylamino)ethanoic acid;2-(Methylamino)acetic acid;Acetic acid, (methylamino)-;Methylglycine;N-Methylaminoaceticacid;N-Methylglycine;Sarcosin;Sarcosinic acid;
EINECS: 203-538-6
Density: 1.093 g/cm3
Melting Point: 208-212 °C (dec.)(lit.)
Boiling Point: 195.1 °C at 760 mmHg
Flash Point: 71.8 °C
Solubility: 1480 g/L (20 °C) in water
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26
PSA: 49.33000
LogP: -0.31870
Synthetic route
Conditions
ConditionsYield
With recombinant mouse glycine N-methyltransferase In aq. buffer at 30℃; for 0.333333h; pH=8; Reagent/catalyst; Enzymatic reaction;
5616-81-9

sarcosine tert-butyl ester

107-97-1

sarcosine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 2h;
107-16-4

glycolonitrile

74-89-5

methylamine

107-97-1

sarcosine

Conditions
ConditionsYield
With water das entstechende Nitril wird durch konz. Salzsaeure verseift;
With water; sodium hydroxide at 25℃; for 1h; Inert atmosphere;
Stage #1: glycolonitrile; methylamine at 20℃; for 1h; Inert atmosphere;
Stage #2: With water; sodium hydroxide
52605-49-9

sarcosine ethyl ester hydrochloride

107-97-1

sarcosine

Conditions
ConditionsYield
With bromine; triethylamine In dichloromethane; water; ethyl acetate
50-00-0

formaldehyd

56-40-6

glycine

107-97-1

sarcosine

Conditions
ConditionsYield
With sodium dihydrogenphosphate; zinc at 30℃; for 0.116667h;90%
With hydrogenchloride; water
1083159-08-3

O2-(2,4-dinitrophenyl) 1-[N-(carboxymethyl)-N-methylamino]diazen-1-ium-1,2-diolate

107-97-1

sarcosine

Conditions
ConditionsYield
With GLUTATHIONE; diethylenetriaminopentaacetic acid In dimethyl sulfoxide at 37℃; pH=7.4; aq. phosphate buffer; Inert atmosphere;
1071-83-6

N-(phosphonemethyl)glycine

107-97-1

sarcosine

Conditions
ConditionsYield
With Pseudomonas putida T5 glyphosate C-P lyase In aq. phosphate buffer at 30℃; pH=7; Kinetics; Enzymatic reaction;
76110-01-5

luzopeptin C

A

107-97-1

sarcosine

B

312-84-5

D-Serine

C

77421-34-2

L-β-hydroxy-N-methylvaline

D

56-40-6

glycine

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 18h; Further byproducts given;
76110-01-5

luzopeptin C

A

107-97-1

sarcosine

B

312-84-5

D-Serine

C

77421-33-1

3-hydroxy-6-methoxyquinoline-2-carboxylic acid

D

56-40-6

glycine

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 18h; Further byproducts given;
74-90-8

hydrogen cyanide

carbon

carbon

A

107-97-1

sarcosine

B

56-40-6

glycine

C

302-72-7

rac-Ala-OH

D

107-95-9

3-amino propanoic acid

Conditions
ConditionsYield
With ammonia; water at -196℃; Further byproducts given;A 0.24 mmol
B 3.0 mmol
C 0.18 mmol
D 0.17 mmol
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  • Casno:

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History

Sarcosine was first isolated and named by the German chemist Justus von Liebig in 1847, while Jacob Volhard first synthesized it in 1862.

Specification

The Sarcosine is an amino acid intermediate in the metabolism of choline. The IUPAC name of this chemical is 2-(methylamino)acetic acid. With the CAS registry number 107-97-1, it is also named as Glycine, N-methyl-. The product's categories are amino acids series;sarcosine [sar];amino acids. It is white crystalline powder with a sweetish taste. And it is soluble in water, ethanol and dilute ethanol, insoluble in ether. Additionally, people should keep this chemical in cool and dry place and keep away from fire, heat and water.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.79; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.29; (4)ACD/LogD (pH 7.4): -3.29; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.431; (13)Molar Refractivity: 21.1 cm3; (14)Molar Volume: 81.4 cm3; (15)Polarizability: 8.36×10-24 cm3; (16)Surface Tension: 37.1 dyne/cm; (17)Enthalpy of Vaporization: 47.54 kJ/mol; (18)Vapour Pressure: 0.184 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 89.047678; (21)MonoIsotopic Mass: 89.047678; (22)Topological Polar Surface Area: 49.3; (23)Heavy Atom Count: 6; (24)Complexity: 52.8.

Preparation of Sarcosine: Digesting the bark of Quillaia saponaria by hot water or aqueous ethanol, then using ether or acetone to make it precipitation. Finally, we can get the product by re-crystallization and refining.

Uses of Sarcosine: It is used as biochemical reagent, dye stabilizer, daily chemical, amino acid surfactants, health drugs fatigue recovery agent and so on. It also can react with ethanol to get N-methyl-glycine ethyl ester. This reaction needs reagent aqueous HCl.


 
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)CNC
2. InChI:InChI=1/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6) 
3. InChIKey:FSYKKLYZXJSNPZ-UHFFFAOYAL

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