Glutaric acid
Glutaric acid
CAS: 110-94-1
Molecular Formula: C5H8O4
Glutaric acid - Names and Identifiers
| Name | Glutaric acid |
| Synonyms | glutaric Glutarsaure utaric acid Glutaric acid pentanedioate G1utaric Acid pentanedioic acid 1,5-PENTADIOIC ACID 1,5-PENTANEDIOIC ACID 1,5-Pentanedioic acid a,-Propanedicarboxylicacid 1,3-PROPANEDICARBOXYLIC ACID 1,3-Propanedicarboxylic acid 1,3-Propane-dicarboxylic acid) Glutaric acid,(Pentanedioic acid |
| CAS | 110-94-1 |
| EINECS | 203-817-2 |
| InChI | InChI=1/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)/p-2 |
| InChIKey | JFCQEDHGNNZCLN-UHFFFAOYSA-N |
Glutaric acid - Physico-chemical Properties
| Molecular Formula | C5H8O4 |
| Molar Mass | 132.11 |
| Density | 1,429 g/cm3 |
| Melting Point | 95-98 °C (lit.) |
| Boling Point | 200 °C/20 mmHg (lit.) |
| Flash Point | 200°C/20mm |
| Water Solubility | 430 g/L (20 ºC) |
| Solubility | Soluble in anhydrous ethanol and ether, soluble in benzene and chloroform, slightly soluble in petroleum ether |
| Vapor Presure | 0.022 hPa (18.5 °C) |
| Appearance | Colorless crystal |
| Color | Orange |
| Merck | 14,4473 |
| BRN | 1209725 |
| pKa | 4.31(at 25℃) |
| PH | 3.7(1 mM solution);3.17(10 mM solution);2.66(100 mM solution) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with bases, oxidizing agents, reducing agents. |
| Refractive Index | nD106 1.41878 |
| MDL | MFCD00004410 |
| Physical and Chemical Properties | Melting point 92-99°C boiling point 302-304°C water-soluble 430g/L (20°C) |
| Use | Mainly used for the preparation of Glutaric anhydride |
| In vitro study | Glutaric acid (GA) at concentrations of 1 and 2 mM is able to reduce TRAP measurement by up to 28% in a dose-dependent manner (β=0.77; P<0.001). Furthermore, a significantly inverse correlation is also verified between chemiluminescence and TRAP (β=0.81; P<0.001). Glutaric acid does not alter the activities of Cat and SOD, but strongly inhibits (up to 46%) the activity of GPx even at the lower concentration used (0.5 mM). It is observed that the metabolite inhibits this activity in a dose-dependent manner at concentrations as low as 0.05 mM. |
Glutaric acid - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36 - Irritating to the eyes R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. S39 - Wear eye / face protection. |
| WGK Germany | 1 |
| RTECS | MA3740000 |
| TSCA | Yes |
| HS Code | 29171990 |
Glutaric acid - Reference
| Reference Show more | 1. [IF=6.057] Mengnan Jiang et al."Rapid electrochemical detection of domoic acid based on polydopamine/reduced graphene oxide coupled with in-situ imprinted polyacrylamide."Talanta. 2022 Jan;236:122885 |
Glutaric acid - Nature
Open Data Verified Data
found in sugar beet, needle-like or large needle-like crystals, usually containing 1 mol of water of crystallization. The melting point of the anhydrate was 97. 5-98 °c. The boiling point of 303 deg C (10 L kPa, almost no decomposition). The relative density was 1. 429. Soluble in water, alcohol, ether and chloroform, slightly soluble in petroleum ether
Last Update：2024-01-02 23:10:35
Glutaric acid - Preparation Method
Open Data Verified Data
- cyclohexanone oxidation Cyclohexanone is oxidized by nitric acid to produce adipic acid as a byproduct of Glutaric acid.
- Glutaric acid is recovered during the production of oxidized paraffin by paraffin oxidation of by-product recovery method. The recovery method generally adopts water extraction method (or distillation, flash distillation and steam distillation, etc.) and crystallization method.
- cyclopentanone liquid phase oxidation method
- y-butyrolactone method
Last Update：2022-01-01 10:31:51
Glutaric acid - Introduction
. Existed in beet juice.
Last Update：2022-10-16 17:11:59
Glutaric acid - Use
Open Data Verified Data
A raw material for producing Glutaric anhydride is used as an initiator in the polymerization of synthetic resins and synthetic rubbers.
Last Update：2022-01-01 10:31:51
Glutaric acid - Safety
Open Data Verified Data
toxic. The injection of Glutaric acid into the rabbit skin was found to be severely toxic to the kidney. Oral administration is strictly prohibited. Operators should wear masks and rubber gloves.
Last Update：2022-01-01 10:31:51
Glutaric acid - Reference Information
| LogP | -0.26 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Glutaric acid (GA) is an attractive C5 dicarboxylic acid with a wide range of applications in the biochemical industry. |
| Use | Mainly used to produce glutaric anhydride The raw material for the production of glutaric anhydride is used as a synthetic resin and synthetic rubber. Initiator. |
| production method | industrially can be recovered from the by-product production of adipic acid. There are many methods for laboratory preparation. 1. Preparation of glutaric acid from γ-butyrolactone The γ-butyrolactone and potassium cyanide were heated to 190-195 ℃ and stirred for 2h. Cooling, adding concentrated hydrochloric acid to acidify to generate glutaric acid monoamide, and then heating and hydrolysis to obtain glutaric acid. Yield 71-75%. 2. Preparation of glutaric acid from dihydropyran Dihydropyran and 0.2N nitric acid are heated and dissolved in a boiling water bath, then cooled in an ice water bath, concentrated nitric acid is added, dihydropyran is hydrolyzed and nitrogen dioxide is escaped, when the temperature drops to 0 ℃, sodium nitrate is added and stirred strongly for 3 hours. No longer cooling, let the temperature rise to 25-30 ℃. Decompression evaporation and cooling to obtain glutaric acid with a yield of 70-75%. 3. Preparation of glutaric acid from glutaronitrile The glutaric acid is heated and refluxed with hydrochloric acid for 4 hours, and then evaporated to dryness. The residue contains glutaric acid and ammonium chloride, which is extracted with hot ether. The extract recovers the ether to obtain glutaric acid, which can be recrystallized with chloroform or benzene. 4. Cyclohexanone oxidation cyclohexanone by nitric acid oxidation production of adipic acid by glutaric acid. 5. Recovery of glutaric acid in the production of oxidized paraffin wax by by-product recovery method. The recovery method generally uses water extraction (or distillation, flash evaporation and steam distillation, etc.) and crystallization. 6. Cyclopentanone liquid phase oxidation method. 7. Dihydrofuran method. Glutaric acid is also prepared from 1, 3-propanediol in the laboratory. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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