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| | Pimelic acid Basic information |
| | Pimelic acid Chemical Properties |
| Melting point | 103-105 °C(lit.) | | Boiling point | 212 °C10 mm Hg(lit.) | | density | 1,329 g/cm3 | | refractive index | 1.4352 (estimate) | | Fp | 212°C/10mm | | storage temp. | Store below +30°C. | | solubility | ethanol: 0.1 g/mL, clear to very faintly hazy | | pka | 4.71(at 25℃) | | form | Powder | | color | White to slightly beige | | PH | 3.77(1 mM solution);3.25(10 mM solution);2.74(100 mM solution) | | Water Solubility | 25 g/L (13 ºC) | | Merck | 14,7431 | | BRN | 1210024 | | Stability: | Stable. Incompatible with oxidizing agents, bases. Combustible. | | InChIKey | WLJVNTCWHIRURA-UHFFFAOYSA-N | | LogP | 0.610 | | CAS DataBase Reference | 111-16-0(CAS DataBase Reference) | | NIST Chemistry Reference | Heptanedioic acid(111-16-0) | | EPA Substance Registry System | Heptanedioic acid (111-16-0) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 2 | | RTECS | TK3677000 | | Hazard Note | Irritant | | TSCA | Yes | | HS Code | 29171990 | | Toxicity | LD50 orally in Rabbit: 7000 mg/kg |
| | Pimelic acid Usage And Synthesis |
| Description | Pimelic acid is the organic compound with the formula HO2C(CH2)5CO2H which has been synthesized from cyclohexanone and from salicylic acid. In the former route, the additional carbon is supplied by dimethyloxalate, which reacts with the enolate.
This acid (heptanedioic acid), from the Greek pimelh (pimele fat), as adipic acid, was isolated from oxidized fats. It was obtained in 1884 by Ganttner F et al. as a product of ricinoleic acid (hydroxylated oleic acid) from castor oil. | | Chemical Properties | white solid | | Uses | The major uses of pimelic acid are in plasticizers and
polymers. | | Uses | Pimelic Acid is a metabolite found in four biofluids from dairy cows that may be used as biomarkers of milk. | | Definition | ChEBI: An alpha,omega-dicarboxylic acid that is pentane with two carboxylic acid groups at positions C-1 and C-5. | | Synthesis Reference(s) | Journal of the American Chemical Society, 78, p. 3425, 1956 DOI: 10.1021/ja01595a044
Organic Syntheses, Coll. Vol. 2, p. 531, 1943
Synthesis, p. 54, 1988 | | Purification Methods | Crystallise the acid from water or from *benzene containing 5% diethyl ether. [Beilstein 1 IV 2003.] |
| | Pimelic acid Preparation Products And Raw materials |
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