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MilliporeSigma

G3407

Glutaric acid

99%

Synonym(s):

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

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$169.00

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About This Item

Linear Formula:
HOOC(CH2)3COOH
CAS Number:
110-94-1
Molecular Weight:
132.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24895125
EC Number:
203-817-2
Beilstein/REAXYS Number:
1209725
MDL number:
MFCD00004410
Assay:
99%

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InChI

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

InChI key

JFCQEDHGNNZCLN-UHFFFAOYSA-N

SMILES string

OC(=O)CCCC(O)=O

assay

99%

bp

200 °C/20 mmHg (lit.)

mp

95-98 °C (lit.)

solubility

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

Quality Level

200

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1 of 4

This Item
85145060486090790
Glutaric acid 99%

Sigma-Aldrich

G3407

Glutaric acid

D-(+)-Glucuronic acid γ-lactone ≥99%

Sigma-Aldrich

851450

D-(+)-Glucuronic acid γ-lactone

L-Glutamic acid-13C5 98 atom % 13C, 95% (CP)

Sigma-Aldrich

604860

L-Glutamic acid-13C5

L-α-Hydroxyglutaric acid disodium salt ≥98.0% (GC)

Sigma-Aldrich

90790

L-α-Hydroxyglutaric acid disodium salt

assay

99%

assay

≥99%

assay

95% (CP)

assay

≥98.0% (GC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

solubility

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

solubility

water: soluble 25 mg/mL, clear, colorless

solubility

-

solubility

-

bp

200 °C/20 mmHg (lit.)

bp

-

bp

-

bp

-

mp

95-98 °C (lit.)

mp

172-175 °C (lit.)

mp

205 °C (dec.) (lit.)

mp

-

General description

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.[1] Presence of glutaric acid in urine and plasma is an indicator of type I glutaric aciduria (GA-I).[2]
Glutaric acid is an aliphatic acid used as building block for the synthesis of polyesters, and polyamides.[3]

Glutaric acid (Pentanedioic Acid) is a linear dicarboxylic acid. It has been prepared by oxidizing cyclopentane, cyclopentanol and cyclopentanone.[4]
Glutaric acid is formed as an intermediate during the catabolism of lysine in mammals.[5] Electron spin resonance spectra of radical (CO2H)CH2CH2CH(CO2H formed in glutaric acid crystal after γ-irradiation is reported to remains trapped in it.[6] Polymorphism of Glycine-glutaric acid co-crystals has been studied by single crystal X-ray diffraction and Raman spectroscopy.[7]

Application

Glutaric acid may be employed as starting reagent in the synthesis of glutaric anhydride.[4]
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).[8]
  • Synthesis of complexes with L-arginine and L-histidine.[9]
  • 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.[10]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5392
SDBB4061
SDBB3446
SDBB2185
STBL4727

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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)
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)
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)
G F Hoffmann et al.
Pediatrics, 88(6), 1194-1203 (1991-12-01)
Clinical course, diagnostic and therapeutic management, and neurodevelopmental outcome were evaluated in 11 patients with glutaryl-coenzyme A dehydrogenase deficiency. In 9 patients macrocephalus was present at or shortly after birth and preceded the neurological disease. In 7 children an acute
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