Glutaric acid

Base Information

• Chemical Name: Glutaric acid
• CAS No.: 110-94-1
• Molecular Formula: C5H8O4
• Molecular Weight: 132.116
• Hs Code.: 29171990
• European Community (EC) Number: 203-817-2,271-678-5,273-081-5
• ICSC Number: 1367
• NSC Number: 9238
• UNII: H849F7N00B
• DSSTox Substance ID: DTXSID2021654
• Nikkaji Number: J40.077G
• Wikipedia: Glutaric_acid
• Wikidata: Q409622
• RXCUI: 1943799
• Metabolomics Workbench ID: 37356
• ChEMBL ID: CHEMBL1162495
• Mol file: 110-94-1.mol

Synonyms:glutaric acid;glutaric acid, calcium salt;glutaric acid, copper(2+) salt (1:1);glutaric acid, disodium salt;glutaric acid, ion(1-);glutaric acid, monosodium salt

Chemical Property of Glutaric acid

Chemical Property:

• Appearance/Colour: white or off-white crystals
• Vapor Pressure: 0.000223mmHg at 25°C
• Melting Point: 95-98 °C(lit.)
• Refractive Index: nD106 1.41878
• Boiling Point: 302.894 °C at 760 mmHg
• PKA: 4.31(at 25℃)
• Flash Point: 151.2 °C
• PSA: 74.60000
• Density: 1.316 g/cm³
• LogP: 0.32590
• Storage Temp.: 2-8°C
• Solubility.: water: soluble5mg/mL, clear to slightly hazy, colorless to faint
• Water Solubility.: 430 g/L (20 ºC)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

Glutaric Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-37/39-36-39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: UVCB,Other Classes -> Organic Acids
• Canonical SMILES: C(CC(=O)O)CC(=O)O
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Uses: Glutaric acid is used as the raw material for organic synthesis, pharmaceutical intermediate and synthetic resin. It serves as a precursor in the production of polyester polyols, polyamides, ester plasticizers and corrosion inhibitors. It is useful to decrease polymer elasticity and in the synthesis surfactants and metal finishing compounds. It acts as an intermediate during the catabolism of lysine in mammals.

Technology Process of Glutaric acid

There total 445 articles about Glutaric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

cyclohexene (110-83-8) → 1,5-pentanedioic acid (110-94-1) + Adipic acid (124-04-9) + hexanedial (1072-21-5) + succinic acid (110-15-6) + 1-cyclopentene-1-carboxaldehyde (6140-65-4) + 1,2-Cyclohexanediol (931-17-9) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With dihydrogen peroxide; ortho-tungstic acid; In water; at 140 ℃; for 0.333333h; chemoselective reaction; Mechanism; Flow reactor; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.1002/cssc.201300197

Reference yield: 50.0%

(E)-2-benzylidenecyclopentanone (1921-90-0) + 1-(2-methoxyvinyl)benzene (4747-15-3) → 1,5-pentanedioic acid (110-94-1) + benzaldehyde (100-52-7)

Guidance literature:

With ozone; In diethyl ether; at -70 ℃;

DOI:10.1021/jo00032a010

Reference yield:

chloroform (67-66-3,8013-54-5) + 1-cyclopent-1-enyl-3-methoxy-butan-1-one (91056-40-5) + ozone (10028-15-6) → formic acid (64-18-6) + 1,5-pentanedioic acid (110-94-1) + 3-methoxybutanoic acid (10024-70-1,16510-79-5)

Guidance literature:

und Erwaermen des Reaktionsprodukts mit wss.H₂O₂ auf 60grad;

upstream raw materials:

TETRAHYDROPYRANE

piperidine

Tetrahydrofurfuryl alcohol

3,4-dihydro-2H-pyran

Downstream raw materials:

N,N'-bis[4-(dimethylamino)phenyl]urea

Pentanedioic acid, monomethyl ester

Dimethyl glutarate

N-(4-thiazol-2-ylsulfamoyl-phenyl)-glutaramic acid

Refernces

• 1、 Antonyuk, Sergiy,Breuninger, Paul,Ernst, Stefan,Thiel, Werner R.,Vafaeezadeh, Majid,Wilhelm, Christian. "A Janus-type Heterogeneous Surfactant for Adipic Acid Synthesis". . . Retrieved 2020.
• 2、 Nagendrappa,Griesbaum. "". . p. 581. Retrieved 1978.
• 3、 Mouheb, Lynda,Dermeche, Leila,Mazari, Tassadit,Benadji, Siham,Essayem, Nadine,Rabia, Chérifa. "Clean Adipic Acid Synthesis from Liquid-Phase Oxidation of Cyclohexanone and Cyclohexanol Using (NH4)xAyPMo12O40 (A: Sb, Sn, Bi) Mixed Heteropolysalts and Hydrogen Peroxide in Free Solvent". . p. 612 - 620. Retrieved 2018.
• 4、 Bagby,M.O. et al.. "-". . p. 1261 - 1265. Retrieved 1961.
• 5、 Fife, Thomas H.,Pujari. "Metal ion catalysis in the hydrolysis of esters of 2-hydroxy-1, 10-phenanthroline: The effects of metal ions on intramolecular carboxyl group participation". . p. 357 - 373. Retrieved 2000.
• 6、 Iwahama, Takahiro,Yoshino, Yasushi,Keitoku, Takashi,Sakaguchi, Satoshi,Ishii, Yasutaka. "Efficient oxidation of alcohols to carbonyl compounds with molecular oxygen catalyzed by N-hydroxyphthalimide combined with a Co species". . p. 6502 - 6507. Retrieved 2000.
• 7、 Raju, Satya V. N.,Upadhya,Ponrathnam,Daniel,Sudalai. "Oxidation reactions catalysed by titanium- and chromium-containing silicalites". . p. 1969 - 1970. Retrieved 1996.
• 8、 Han, Hong,Jin, Manman,Liu, Guodong,Lv, Zhiguo,Niu, Qingtao,Si, Chongdian. "Bilayer MOF@MOF and MoOx species functionalization to access prominent stability and selectivity in cascade-selective biphase catalysis". . . Retrieved 2021.
• 9、 Mouanni, Sihem,Mazari, Tassadit,Amitouche, Dahbia,Benadji, Sihem,Dermeche, Leila,Roch-Marchal, Catherine,Rabia, Chérifa. "Preparation and characterization of H3?2(x+y)MnxCoyPMo12O40 heteropolysalts. Application to adipic acid green synthesis from cyclohexanone oxidation with hydrogen peroxide". . p. 327 - 336. Retrieved 2019.
• 10、 Paris et al.. "-". . p. 1724,1726. Retrieved 1963.