Glutaric acid

Glutaric acid
IUPAC name pentanedioic acid
Other names Propane-1,3-dicarboxylic acid; 1,3-propanedicarboxylic acid; pentanedioic acid; n-Pyrotartaric acid
Identifiers
CAS number	110-94-1 Y
PubChem	743
ChemSpider	723 Y
EC number	203-817-2
DrugBank	DB03553
KEGG	C00489 Y
ChEBI	CHEBI:17859 Y
ChEMBL	CHEMBL1162495 Y
Jmol-3D images	Image 1
SMILES C(CC(=O)O)CC(=O)O
InChI InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9) Y Key: JFCQEDHGNNZCLN-UHFFFAOYSA-N Y InChI=1/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9) Key: JFCQEDHGNNZCLN-UHFFFAOYAU
Properties
Molecular formula	C5H8O4
Molar mass	132.12 g/mol
Melting point	95 to 98 °C
Boiling point	200 °C/20 mmHg
Y acid (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Glutaric acid is the organic compound with the formula HO₂C(CH₂)₃CO₂H. Although the related "linear" dicarboxylic acids adipic and succinic acids are water-soluble only to a few percent at room temperature, the water-solubility of glutaric acid is over 50%.

Preparation

Glutaric acid can be prepared by the ring-opening of butyrolactone with potassium cyanide to give the mixed potassium carboxylate-nitrile that is hydrolyzed to the diacid.^[1] Alternatively hydrolysis, followed by oxidation of dihydropyran gives glutaric acid. It can also be prepared from reacting 1,3-dibromopropane with sodium or potassium cyanide to obtain the dinitrile, followed by hydrolysis.

Uses

1,5-Pentanediol, a common plasticizer and precursor to polyesters is manufactured by hydrogenation of glutaric acid and its derivatives.^[2]

Glutaric acid itself has been used in the production of polymers such as polyester polyols, polyamides. The odd number of carbon atoms (i.e. 5) is useful in decreasing polymer elasticity.^{[citation needed]}

References

1. ^ G. Paris, L. Berlinguet, R. Gaudry, J. English, Jr. and J. E. Dayan (1963), "Glutaric Acid and Glutaramide", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv4p0496 ; Coll. Vol. 4: 496 
2. ^ Peter Werle and Marcus Morawietz "Alcohols, Polyhydric" in Ullmann's Encyclopedia of Industrial Chemistry: 2002, Wiley-VCH: Weinheim. DOI 10.1002/14356007.a01_305

External links

• Calculator: Water and solute activities in aqueous glutaric acid

This article about an organic compound is a stub. You can help Wikipedia by expanding it.v · Categories: Dicarboxylic acids Organic compound stubs Wikimedia Foundation. 2010. Игры ⚽ Нужна курсовая? List of Parliamentary constituencies in Oxfordshire History Lessens Look at other dictionaries: Glutaric acid — Glutaric Glu*tar ic, a. [Glutamic + tartaric.] (Chem.) Of, pertaining to, or designating, an acid so called; as, glutaric ethers. [1913 Webster] {Glutaric acid}, an organic acid obtained as a white crystalline substance, isomeric with… …   The Collaborative International Dictionary of English glutaric acid — Pentanedioic acid; an intermediate in tryptophan catabolism; accumulates in glutaric acid emia. * * * glu·tar·ic acid glü .tar ik n a crystalline acid C5H8O4 used esp. in organic synthesis * * * glu·tar·ic ac·id (gloo tarґik) a dicarboxylic acid… …   Medical dictionary glutaric acid — glutaro rūgštis statusas T sritis chemija formulė HOOC(CH₂)₃COOH atitikmenys: angl. glutaric acid rus. глутаровая кислота ryšiai: sinonimas – pentano dirūgštis …   Chemijos terminų aiškinamasis žodynas glutaric acid — (ˈ)glü|tarik noun Etymology: glutaric probably International Scientific Vocabulary glut (from gluten) + aric (as in tartaric acid) : a crystalline dicarboxylic acid HOOC(CH2)3COOH made usually by oxidation of cyclopentanone compare ketoglutaric… …   Useful english dictionary glutaric acid — noun Etymology: probably from gluten + aric (as in tartaric acid) Date: circa 1885 a crystalline acid C5H8O4 used especially in organic synthesis …   New Collegiate Dictionary glutaric acid — noun a dicarboxylic acid, HOOC(CH)COOH, formed during the catabolism of tryptophan …   Wiktionary amido-glutaric acid — Glutamic Glu*tam ic, a. [Gluten + amic.] (Chem.) Of or pertaining to gluten. [1913 Webster] {Glutamic acid}, a nitrogenous organic acid obtained from certain albuminoids, as gluten; called also {amido glutaric acid}. [1913 Webster] …   The Collaborative International Dictionary of English Glutaric acidemia type 2 — Classification and external resources Glutaric acid ICD 10 E …   Wikipedia Glutaric — Glu*tar ic, a. [Glutamic + tartaric.] (Chem.) Of, pertaining to, or designating, an acid so called; as, glutaric ethers. [1913 Webster] {Glutaric acid}, an organic acid obtained as a white crystalline substance, isomeric with pyrotartaric acid;… …   The Collaborative International Dictionary of English Glutaric aciduria type 1 — DiseaseDisorder infobox Name = Glutaric acidemia type 1 ICD10 = ICD10|E|72|3|e|70 ICD9 = ICDO = Caption = Glutaric acid OMIM = 231670 MedlinePlus = eMedicineSubj = eMedicineTopic = DiseasesDB = 29830 Glutaric acidemia type 1 (or Glutaric Aciduria …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”