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59-51-8

Basic Information
CAS No.: 59-51-8
Name: DL-Methionine
Article Data: 112
Molecular Structure:
Molecular Structure of 59-51-8 (DL-Methionine)
Formula: C5H11NO2S
Molecular Weight: 149.214
Synonyms: Methilonin;Methionine, amorphous;Methionine, DL-;Hmet;Meonine;DL-Methioninum;Pedameth;2-amino-4-(methylsulfanyl)butanoic acid;(2S)-2-azaniumyl-4-methylsulfanyl-butanoate;(2R)-2-azaniumyl-4-methylsulfanyl-butanoate;Urimeth;Metione;2-amino-4-(methylthio)butanoic acid;Cynaron;Dyprin;Lobamine;(+-)-Methionine;Racemethionine [USAN];Neston;alpha-Amino-gamma-(methylthio)butyric acid;DL-2-Amino-4-(methylthio)-butyric acid;Acimetion;Banthionine;alpha-amino-gamma-methylmercaptobutyric acid;DL-2-Amino-4-(methylthio)butanoic acid;DL-2-Amino-4-methylthiobutyric acid;H-DL-Met-OH;Racemethionine;
EINECS: 200-432-1
Density: 1.206 g/cm3
Melting Point: 284 °C (dec.)(lit.)
Boiling Point: 306.9 °C at 760 mmHg
Flash Point: 139.4 °C
Solubility: 2.9 g/100 mL (20 °C) in water
Appearance: white crystalline powder with a faint odor
Hazard Symbols: IrritantXi
Risk Codes: 33-36/37/38
Safety: 24/25-36-26
PSA: 88.62000
LogP: 0.85170
Synthetic route
17773-41-0

2-hydroxy-4-(methylthio)butyronitrile

59-51-8

DL-methionine

Conditions
ConditionsYield
Stage #1: 2-hydroxy-4-(methylthio)butyronitrile With ammonia In water at 50℃; for 0.5h; Sealed tube;
Stage #2: With cerium(IV) oxide In water at 75℃; for 2h; Reagent/catalyst; Temperature; Sealed tube;
100%
Multi-step reaction with 2 steps
1: NH3 / unter Druck
2: aqueous H2SO4
View Scheme
Multi-step reaction with 2 steps
1: ethanol; NH3 / 80 °C
2: aqueous H2SO4
View Scheme

O-acetyl homoserine

59-51-8

DL-methionine

Conditions
ConditionsYield
100%
19298-72-7

DL-methionine amide

59-51-8

DL-methionine

Conditions
ConditionsYield
With zirconium containing nickel oxide In water at 130℃; for 1h; Reagent/catalyst; Temperature;100%
With water; potassium hydroxide at 120℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;100 %Chromat.
13253-44-6

5-[2-(methylthio)ethyl]imidazolidine-2,4-dione

59-51-8

DL-methionine

Conditions
ConditionsYield
Stage #1: 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione With water; potassium carbonate at 120 - 160℃; Sonication;
Stage #2: at 80 - 120℃; Reagent/catalyst; Sonication;
99.9%
Stage #1: 5-[2-(methylthio)ethyl]imidazolidine-2,4-dione With water; potassium hydroxide at 173 - 178℃; for 1h;
Stage #2: With carbon dioxide; water at 20℃; Crystallization; Presence of polyvinyl alcohol;
97%
With water; potassium hydroxide at 120 - 173℃; pH=10.5;53.6%
3198-47-8

α-amino-γ-methylmercapto-butyronitrile

59-51-8

DL-methionine

Conditions
ConditionsYield
With cerium(IV) oxide; water at 75℃; for 2h; Concentration; Reagent/catalyst;97%
With ammonium hydroxide In water at 200℃; under 7500.75 Torr; for 20h; Pressure; Temperature; Inert atmosphere; Autoclave;88.1%
Stage #1: α-amino-γ-methylmercapto-butyronitrile With ammonia; tetra(n-butyl)ammonium hydrogensulfate; calcium oxide In water at 180 - 190℃; under 18751.9 - 22502.3 Torr; for 5h;
Stage #2: With carbon dioxide In water at 20℃; pH=8; Reagent/catalyst;
79.4%

methionine barium

59-51-8

DL-methionine

Conditions
ConditionsYield
With carbon dioxide In water at 80 - 100℃; under 1500.15 Torr; for 0.5h; pH=6; Autoclave;97%
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Chemistry

Molecular structure of Racemethionine (CAS NO.59-51-8) is:

Product Name: Racemethionine
CAS Registry Number: 59-51-8
IUPAC Name: 2-amino-4-methylsulfanylbutanoic acid
Molecular Weight: 149.21134 [g/mol]
Molecular Formula: C5H11NO2S
XLogP3: -1.9
H-Bond Donor: 2
H-Bond Acceptor: 3 
EINECS: 200-432-1
Melting Point: 284 °C (dec.)(lit.)
Water Solubility: 2.9 g/100 mL (20 °C)
Stability: Stable. Incompatible with strong oxidising agents. 
Surface Tension: 50.5 dyne/cm
Density: 1.206 g/cm3
Flash Point: 139.4 °C
Enthalpy of Vaporization: 60.21 kJ/mol
Boiling Point: 306.9 °C at 760 mmHg
Vapour Pressure: 0.00017 mmHg at 25°C
Product Categories: Amino Acids;Amino Acid Derivatives;Methionine [Met, M];Amino Acids

Uses

 Racemethionine (CAS NO.59-51-8) is one of the twenty common amino acids.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 1500mg/kg (1500mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 5, Pg. 2041, 1977.
mouse LDLo intravenous 300mg/kg (300mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 5, Pg. 2041, 1977.
mouse LDLo oral 4gm/kg (4000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 5, Pg. 2041, 1977.
rat LD intravenous > 400mg/kg (400mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 5, Pg. 2041, 1977.
rat LD oral > 5gm/kg (5000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 5, Pg. 2041, 1977.
rat LDLo intraperitoneal 2gm/kg (2000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 5, Pg. 2041, 1977.

Safety Profile

Moderately toxic by ingestion and other routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx and NOx
Hazard Codes: IrritantXi
Risk Statements: 33-36/37/38 
R33:Danger of cumulative effects. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
RTECS: PD0457000
F: 10-23

Specification

 Racemethionine , its cas register number is 59-51-8. It also can be called (+-)-Methionine ; Acimetion ; Banthionine ; Cynaron ; DL-2-Amino-4-(methylthio)-butyric acid ; DL-Methioninum ; Dyprin ; Lobamine ; alpha-Amino-gamma-(methylthio)butyric acid ; alpha-Amino-gamma-methylmercaptobutyric acid ; alpha-Amino-gamma-methylmercaptobutyric acid (VAN) .It is a white crystalline powder with a faint odor.

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