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Basic Information
CAS No.: 72-19-5
Name: L-Threonine
Article Data: 238
Molecular Structure:
Molecular Structure of 72-19-5 (L-Threonine)
Formula: C4H9NO3
Molecular Weight: 119.12
Synonyms: Butanoic acid, 2-amino-3-hydroxy-, (R-(R*,S*))-;Thr;Threonine [USAN:INN];L-Threonin;(2S,3R)-2-azaniumyl-3-hydroxy-butanoate;Treonina [Spanish];(2R,3R)-2-amino-3-hydroxy-butanoic acid;Threonine, L-;(2S,3R)-2-Amino-3-hydroxybutyric acid;Valine,3-hydroxy-;L-alpha-Amino-beta-hydroxybutyric acid;(2S,3S)-2-azaniumyl-3-hydroxy-butanoate;(2S)-threonine;Threoninum [Latin];Threonine (VAN);L-2-Amino-3-hydroxybutyric acid;L-Threonine(Feed Grade);L-Thr-OH;L-Threonine Aji97;Threonine, L- (8CI);(2S,3R)-2-amino-3-hydroxy-butanoic acid;L-(-)-Threonine;Threonin;[R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid;L-Threonine (9CI);Threonine (USP);
EINECS: 200-774-1
Density: 1.307 g/cm3
Melting Point: 256 °C (dec.)(lit.)
Boiling Point: 345.803 °C at 760 mmHg
Flash Point: 162.936 °C
Solubility: 90 g/L (20 °C) in water
Appearance: White crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-37/39-26
PSA: 83.55000
LogP: -0.52060
Synthetic route
111-26-2

hexan-1-amine

(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-3-hydroxy-butyric acid

A

72-19-5

L-threonine

B

74197-48-1

1-hexyl-3,5-dinitro-4-pyridone

Conditions
ConditionsYield
In pyridine Product distribution;A 83.8%
B n/a
Conditions
ConditionsYield
With hydrogen; acetic acid; palladium on activated charcoal for 48h; other (protected) amino acids; other alcohol;A n/a
B 40%
C n/a
75-07-0

acetaldehyde

56-40-6

glycine

72-19-5

L-threonine

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; L-threonine aldolase In phosphate buffer at 25℃; for 3h;

antimycin B1

72-19-5

L-threonine

Conditions
ConditionsYield
With hydrogenchloride; water at 110℃; for 20h;

ucb K115

72-19-5

L-threonine

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; cobalt(II) sulphate heptahydrate; N-succinyl L-amino acid desuccinylase from Burkholderia ambifaria AMMD; N-succinyll-amino acid β-hydroxylase from Burkholderia ambifaria AMMD; ascorbic acid In aq. phosphate buffer at 30℃; for 24h; Enzymatic reaction;
Conditions
ConditionsYield
With thionyl chloride at 0℃; for 3.25h; Reflux;100%
72-19-5

L-threonine

79-22-1

methyl chloroformate

(2S,3R)-3-hydroxy-2-((methoxycarbonyl)amino)butanoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium carbonate In methanol; dichloromethane98%
With sodium hydrogencarbonate In diethyl ether; water

[Pd(acetylacetonato-O,O')((1R,2R)-(PPh2NH)2C6H10)](ClO4)

72-19-5

L-threonine

[Pd(L-threoninate-κ-N,O)((1R,2R)-(PPh2NH)2C6H10)](ClO4)

Conditions
ConditionsYield
In methanol byproducts: acetylacetone; to a soln. of complex in methanol was added amino acid, the mixt. was refluxed for 3 h, cooled; evapd. to dryness, treated with diethyl ether, the solid was filtered, washed with diethyl ether, air-dried;85%
72-19-5

L-threonine

104-15-4

toluene-4-sulfonic acid

107-18-6

allyl alcohol

88224-11-7

L-Threonin-allylester-hydro-p-toluolsulfonat

Conditions
ConditionsYield
In benzene Heating;84%
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Chemistry

Structure of L-Threonine (CAS NO.72-19-5):

IUPAC Name: (2S,3R)-2-amino-3-hydroxybutanoic acid 
Empirical Formula: C4H9NO3
Molecular Weight: 119.1192 
EINECS: 200-774-1 
Index of Refraction: 1.507
Molar Refractivity: 27.13 cm3
Molar Volume: 91.1 cm3
Polarizability: 10.75×10-24cm3
Surface Tension: 60 dyne/cm
Density: 1.307 g/cm3
Flash Point: 162.9 °C
Enthalpy of Vaporization: 68.32 kJ/mol 
Melting Point: 256 °C (dec.)(lit.)
Boiling Point: 345.8 °C at 760 mmHg
Vapour Pressure: 3.77E-06 mmHg at 25°C 
Storage temp: Store at RT. 
Water Solubility: 90 g/L (20 ºC) 
Stability: Stable. Incompatible with strong oxidizing agents. 
Physical Appearance: White crystalline powder
Product Categories: Miscellaneous Biochemicals;Amino Acid Derivatives;Threonine [Thr, T];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Biochemistry;Nutritional Supplements;L-Amino Acids;Amino Acids 
Synonyms of L-Threonine (CAS NO.72-19-5): (S)-Threonine ; 2-Amino-3-hydroxybutanoic acid, (R-(R*,S*))- ; Butanoic acid, 2-amino-3-hydroxy-, (R-(R*,S*))- ; Threonin ; Threonine ; Threoninum ; Treonina
Canonical SMILES: CC(C(C(=O)O)N)O
Isomeric SMILES: C[C@H]([C@@H](C(=O)O)N)O
InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
InChIKey: AYFVYJQAPQTCCC-GBXIJSLDSA-N

Uses

 L-Threonine (CAS NO.72-19-5) is an essential amino acid, but not synthesized in humans.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 3098mg/kg (3098mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Biochemistry and Biophysics. Vol. 58, Pg. 253, 1955.

Safety Profile

Hazard Codes: Xi
Risk Statements: 36/37/38: Irritating to eyes, respiratory system and skin 
Safety Statements: 24/25-37/39-26
24/25:  Avoid contact with skin and eyes 
37/39:  Wear suitable gloves and eye/face protection 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29225000

Specification

1. First Aid Measures of L-Threonine (CAS NO.72-19-5):
Ingestion: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation: Remove from exposure to fresh air immediately. Get medical aid if cough or other symptoms appear.
Skin: Get medical aid if irritation develops or persists. Flush skin with plenty of soap and water.
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage:
Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling: Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.