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DL-Pyroglutamic acid

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Name

DL-Pyroglutamic acid

EINECS 205-748-3
CAS No. 149-87-1 Density 1.38 g/cm3
PSA 66.40000 LogP -0.32160
Solubility water5.67 g/100 mL (20 °C) Melting Point 183-185 °C(lit.)
Formula C5H7NO3 Boiling Point 453.1 °C at 760 mmHg
Molecular Weight 129.115 Flash Point 227.8 °C
Transport Information N/A Appearance white crystalline powder
Safety 26-37/39 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 149-87-1 (DL-Pyroglutamic acid) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Proline, 5-oxo-, DL- (8CI);5-Oxo-DL-proline;DL-2-Pyrrolidinone-5-carboxylic acid;DL-2-Pyrrolidone-5-carboxylic acid;DL-Pyroglutamate;DL-Pyrrolidonecarboxylic acid;NSC 40887;DL-Proline,5-oxo-;

Article Data 75

DL-Pyroglutamic acid Specification

The DL-Pyroglutamic acid is an organic compound with the formula C5H7NO3. The IUPAC name of this chemical is 5-oxopyrrolidine-2-carboxylic acid. With the CAS registry number 149-87-1, it is also named as Glutamic Acid Lactam. The product's categories are Heterocycles; Pyrrole & Pyrrolidine & Pyrroline; Organic Acids; Pyroglutamic Acid [Pyr, pGu]; Amino Acids; Biochemistry; Biological-modified Amino Acids; Amino Acids. Besides, it is a white crystalline powder, which should be stored in a closed cool and dry place. It is mainly used for biochemical studies.

Physical properties about DL-Pyroglutamic acid are: (1)ACD/LogP: -2.39; (2)ACD/LogD (pH 5.5): -4.43; (3)ACD/LogD (pH 7.4): -5.92; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 46.61Å2; (12)Index of Refraction: 1.511; (13)Molar Refractivity: 28.03 cm3; (14)Molar Volume: 93.4 cm3; (15)Polarizability: 11.11×10-24cm3; (16)Surface Tension: 54.6 dyne/cm; (17)Density: 1.38 g/cm3; (18)Flash Point: 227.8 °C; (19)Enthalpy of Vaporization: 78.09 kJ/mol; (20)Boiling Point: 453.1 °C at 760 mmHg; (21)Vapour Pressure: 1.79E-09 mmHg at 25°C.

Preparation: this chemical can be prepared by L-glutamic acid. This reaction will need reagent nitrobenzene. The reaction time is 4 hours with reaction temperature of 160 °C.



Uses of DL-Pyroglutamic acid: it can be used to produce 5-thioxo-L-proline at ambient temperature. It will need reagent Lawesson's reagent and solvent 1,2-dimethoxy-ethane with reaction time of 2.5 hours. The yield is about 63%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
(2)InChIKey: ODHCTXKNWHHXJC-VKHMYHEABY
(3)Std. InChI: InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
(4)Std. InChIKey: ODHCTXKNWHHXJC-VKHMYHEASA-N

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