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Documentos Principais

G3407

Sigma-Aldrich

Glutaric acid

99%

Sinônimo(s):

1,3-Propanedicarboxylic acid, 1,5-Pentanedioic acid

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About This Item

Fórmula linear:
HOOC(CH2)3COOH
Número CAS:
Peso molecular:
132.11
Beilstein:
1209725
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22
Ensaio:
99%

Nível de qualidade

Ensaio

99%

p.e.

200 °C/20 mmHg (lit.)

pf

95-98 °C (lit.)

solubilidade

water: soluble 5 mg/mL, clear to slightly hazy, colorless to faintly yellow
alcohol: soluble(lit.)
chloroform: soluble(lit.)

cadeia de caracteres SMILES

OC(=O)CCCC(O)=O

InChI

1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)

chave InChI

JFCQEDHGNNZCLN-UHFFFAOYSA-N

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Descrição geral

Glutaric acid is a pentanedioic acid. On exposure to X-rays, glutaric acid crystals generate two stable free radicals. These free radicals have been investigated by electron nuclear double resonance (ENDOR) technique. Presence of glutaric acid in urine and plasma is an indicator of type I glutaric aciduria (GA-I).
Glutaric acid is an aliphatic acid used as building block for the synthesis of polyesters, and polyamides.

Glutaric acid (Pentanedioic Acid) is a linear dicarboxylic acid. It has been prepared by oxidizing cyclopentane, cyclopentanol and cyclopentanone.
Glutaric acid is formed as an intermediate during the catabolism of lysine in mammals. Electron spin resonance spectra of radical (CO2H)CH2CH2CH(CO2H formed in glutaric acid crystal after γ-irradiation is reported to remains trapped in it. Polymorphism of Glycine-glutaric acid co-crystals has been studied by single crystal X-ray diffraction and Raman spectroscopy.

Aplicação

Glutaric acid may be employed as starting reagent in the synthesis of glutaric anhydride.
Glutaric acid may be used for the following studies:
  • Complexation with DL-lysine. Complexes have been reported to possess zwitterionic lysinium ions (positively charged) and semi-glutarate ions (negatively charged).
  • Synthesis of complexes with L-arginine and L-histidine.
  • Preparation of glycine-glutaric acid co-crystals. Phase transition studies of these cocrystals have been reported by single-crystal X-ray diffraction, polarized Raman spectroscopy and differential scanning calorimetry.

Pictogramas

Corrosion

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Eye Dam. 1 - Skin Corr. 1A

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Exploring rearrangements along the fragmentation of glutaric acid negative ion: a combined experimental and theoretical study
Basem K et al.
Rapid Communications in Mass Spectrometry, 24, 1198-1206 (2010)
Polymorphism of ?glycine-glutaric acid? co-crystals: the same phase at low temperatures and high pressures.
Zakharov BA, et al.
CrystEngComm, 15(9), 1693-1697 (2013)
Electron spin resonance of (CO2H) CH2CH2CH (CO2H) in irradiated glutaric acid.
Horsfield A, et al.
Molecular Physics, 4(2), 169-175 (1961)
ENDOR Studies in Molecular Crystals. I. Glutaric Acid at 4.2? K.
Kwiram AL.
J. Chem. Phys. , 55(5), 2484-2495 (1971)
The metabolism of glutaric acid-3-C14 by the intact rat.
D C HOBBS et al.
The Journal of biological chemistry, 230(2), 655-660 (1958-02-01)

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