Neoabietic acid
From Wikipedia, the free encyclopedia
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| Names | |
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| IUPAC name
(1R,4aR,4bS,10aR)-1,4a-dimethyl-7-propan-2-ylidene-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid | |
Other names
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| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.162.824 |
| EC Number |
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| KEGG | |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C20H30O2 | |
| Molar mass | 302.458 g·mol−1 |
| Appearance | yellow crystalline solid |
| Density | 1.1 g/cm3 |
| Melting point | 165–170 °C (329–338 °F; 438–443 K) |
| Boiling point | 433.4 °C (812.1 °F; 706.5 K) |
| Sparingly soluble | |
| Solubility | Readily soluble in organic solvents such as ethanol, acetone, and hydrocarbons |
| Hazards | |
| Flash point | 206 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Neoabietic acid is a naturally occurring organic compound classified as a diterpenoid with the molecular formula C20H30O2.[1] This is a diterpenoid resin acid found in conifer resins, particularly in processed pine rosin. Neoabietic acid is a structural isomer of abietic acid and belongs to the abietane-type diterpene family. The compound forms primarily through thermal or chemical isomerization of abietic acid during the distillation and processing of crude rosin.[2][3]
Like other resin acids, neoabietic acid is a colorless to pale yellow crystalline solid at room temperature, sparingly soluble in water but readily soluble in organic solvents such as ethanol, acetone, and hydrocarbons. Neoabietic acid exhibits typical carboxylic acid reactivity, forming salts (rosin soaps) and esters used in industrial applications.[4]
Natural occurrence
The acid is found in such taxons as Pinus ponderosa, Pinus resinosa, Pinus nigra, Larix kaempferi, Pinus strobus, Pinus ajanensis, among others.[5][6]