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Proline

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Name

Proline

EINECS 206-452-7
CAS No. 344-25-2 Density 1.186 g/cm3
PSA 49.33000 LogP 0.15180
Solubility Soluble in water Melting Point 223 °C (dec.)(lit.)
Formula C5H9NO2 Boiling Point 252.2 °C at 760 mmHg
Molecular Weight 225.168 Flash Point 106.3 °C
Transport Information N/A Appearance White to off-white powder
Safety 22-24/25-36/37/39-26 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 344-25-2 (D-Pyrrolidine-2-carboxylic acid) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

D-Prolin;(R)-pyrrolidine-2-carboxylic acid;D-Proline;(2R)-pyrrolidine-2-carboxylic acid;H-D-Pro-OH;D-(+)-Proline; D-Pyrrolidine-2-carboxylic acid;D-(+)-proline;D-Pyrrolidine-2-carboxylic acid;D-Proline (Food Grade);

Article Data 44

Proline Synthetic route

6404-31-5

Z-D-proline

344-25-2

D-Prolin

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 760 Torr; for 5h;96%
23356-96-9

(S)-1-Pyrrolidin-2-yl-methanol

344-25-2

D-Prolin

Conditions
ConditionsYield
With potassium permanganate In water at 15 - 20℃; Concentration;95.65%

(R)-1-(benzyloxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid

344-25-2

D-Prolin

Conditions
ConditionsYield
With hydrogen; palladium(II) hydroxide In tetrahydrofuran; methanol at 20℃; for 3h;83%
With hydrogen; palladium(II) hydroxide In tetrahydrofuran; methanol at 20℃; for 3h;83%

3,4-dihydro-2H-pyrrole-2-carboxylic acid; hydrochloride

344-25-2

D-Prolin

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol77%
143492-63-1

(R)-N-(3,5-dinitrobenzoyl)proline

344-25-2

D-Prolin

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride
119838-25-4

(2R,5R)-2-t-butyl-1-t-butyloxycarbonyl-5-(3-chloropropyl)-3-methyl-4-imidazolidinone

344-25-2

D-Prolin

Conditions
ConditionsYield
Yield given. Multistep reaction;
126147-98-6

(2S,3S)-2,3-Dihydroxy-succinic acid; compound with (R)-pyrrolidine-2-carboxylic acid

344-25-2

D-Prolin

Conditions
ConditionsYield
With ammonium hydroxide 1.) methanol, 0.5 h; Yield given. Multistep reaction;
96293-17-3, 105024-93-9, 105112-33-2

(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide

107-02-8

acrolein

A

147-85-3

L-proline

B

344-25-2

D-Prolin

Conditions
ConditionsYield
With sodium tetrahydroborate; triethylamine; nickel(II) nitrate Yield given. Multistep reaction. Yields of byproduct given;
L-ornithine-dihydrochloride

L-ornithine-dihydrochloride

344-25-2

D-Prolin

Conditions
ConditionsYield
With hydrogenchloride; nitrosylchloride Erhitzen des Reaktionsprodukts mit wss. Ba(OH)2;
N-<3-nitro-benzoyl>-dl-proline

N-<3-nitro-benzoyl>-dl-proline

344-25-2

D-Prolin

Conditions
ConditionsYield
With Cinchonin

Proline Chemical Properties

Molecular Structure of D-Proline (CAS NO.344-25-2):

IUPAC Name: (2R)-pyrrolidin-1-ium-2-carboxylate 
Empirical Formula: C5H9NO2
Molecular Weight: 115.1305
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.487
Molar Refractivity: 27.9 cm3
Molar Volume: 96.9 cm3
Surface Tension: 43.4 dyne/cm
Density: 1.186 g/cm3
Flash Point: 106.3 °C
Enthalpy of Vaporization: 53.9 kJ/mol
Boiling Point: 252.2 °C at 760 mmHg
Vapour Pressure: 0.00615 mmHg at 25°C
EINECS: 206-452-7
Melting point:223 °C (dec.)(lit.)
Alpha: 84.75 o (C=4, H2O)
Refractive index: 85 ° (C=4, H2O)
Storage temp: Store at RT
Water Solubility: soluble >1000 g/L (20 oC)
Melting point: 223 °C (dec.)(lit.)
Product Categories: Amino Acids series; Miscellaneous Biochemicals; Proline [Pro, P]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids;Biochemistry; Amino Acids and Derivatives

Proline Uses

 D-Proline (CAS NO.344-25-2) is used as synthesizing the drugs.

Proline Safety Profile

Hazard Codes of D-Proline (CAS NO.344-25-2): IrritantXi,HarmfulXn
Risk Statements: 22-36/37/38 
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36/37/39-26 
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
F: 3-10
Hazard Note: Irritant

Proline Specification

 D-Proline , with CAS number of 344-25-2, can be called (2R)-2-Pyrrolidinecarboxylic acid ; (R)-(+)-Proline ; (+)-(R)-Proline ; (R)-Proline ; (R)-Pyrrolidine-2-carboxylic acid ; D-(+)-Proline; D-Pyrrolidine-2-carboxylic acid ; (R)-pyrrolidine-2-carboxylic acid . It is a white to off-white powder.

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