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| | ABIETIC ACID Basic information |
| Product Name: | ABIETIC ACID | | Synonyms: | ABIETIC ACID;(1R,4AR,4BR,10AR)-7-ISOPROPYL-1,4A-DIMETHYL-1,2,3,4,4A,4B,5,6,10,10A-DECAHYDRO-PHENANTHRENE-1-CARBOXYLIC ACID;13-isopropyl-podocarpa-13-dien-15-oicacid;13-isopropylpodocarpa-7,13-dien-15-oicacid;ABIETIC ACID, TECH., 70%;ABIETIC ACID MELTING POINT 153-167 C;ABIETIC ACID, 90-95%;Abieticacid,TechnicalGrade | | CAS: | 514-10-3 | | MF: | C20H30O2 | | MW: | 302.45 | | EINECS: | 208-178-3 | | Product Categories: | Biochemistry;Terpenes (Others);Terpenes;Asymmetric Synthesis;Chiral Building Blocks;Complex Molecules;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;buildingblock | | Mol File: | 514-10-3.mol |  |
| | ABIETIC ACID Chemical Properties |
| Melting point | 139-142 °C (lit.)
150-165 °C | | alpha | D24 -106° (c = 1 in abs alc) | | Boiling point | 440℃ | | density | 1.06 | | refractive index | 1.4800 (estimate) | | Fp | 208℃ | | storage temp. | 2-8°C | | solubility | Soluble in alcohols, acetone and ethers | | form | Crystals and Chunks | | pka | pK1:7.62 (25°C) | | color | Yellow-brownish | | Odor | at 100.00?%. mild acetic | | optical activity | [α]20/D 85±10°, c = 1% in ethanol | | Water Solubility | Soluble in acetone, petroleum ether, diethyl ether and ethanol. Insoluble in water. | | Sensitive | Air Sensitive | | Merck | 14,7 | | BRN | 2221451 | | Exposure limits | NIOSH: TWA 0.1 mg/m3 | | Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. | | LogP | 6.460 | | CAS DataBase Reference | 514-10-3(CAS DataBase Reference) | | EPA Substance Registry System | Abietic acid (514-10-3) |
| Hazard Codes | Xi,N | | Risk Statements | 36/37/38-50-50/53 | | Safety Statements | 26-36 | | RIDADR | UN 3077 9/PG 3 | | WGK Germany | 3 | | RTECS | TP8580000 | | F | 10-23 | | TSCA | Yes | | HazardClass | 9 | | PackingGroup | III | | HS Code | 29162090 | | Toxicity | LD50 ivn-mus: 180 mg/kg |
| | ABIETIC ACID Usage And Synthesis |
| Description | Abietic acid is probably a major allergen of colophony,
by way of oxidation products. Its detection in a
material indicates that allergenic components of colophony
are present. | | Chemical Properties | yellow resinous powder, crystals or chunks | | Uses | Abietic Acid is the primary component of resin acid found commonly in rosin. Abietic Acid exhibited potent testosterone 5α-reductase inhibitory activity in vitro. | | Uses | manufacture of esters (ester gums), e.g., methyl ester, vinyl and glyceryl esters for use in lacquers and varnishes;
manufacture of "metal resinates", soaps, plastics, and paper sizes; assists growth of lactic and butyric acid bacteria;
component in tall oil used as deodorizing agent in cooling fluids; major component of rosin used in the production of varnishes,
printing inks, paper, soldering fluxes, greases, cutting fluids, glue tackifiers, adhesives, surface coatings, polish, shoes, insulations,
waxes, cosmetics (mascara, rouge, eye shadow), topical medicaments, violin bow rosin, day, athletic grip aid, pine oil deansers;
component in dental impression materials and periodontal packings | | Uses | Abietic acid is used to make ester gums in lacquers, varnishes and soaps. It is also used in metal resonates and plastics. Further, it is utilized in musical instruments to make them less slippery. It acts as a precursor to natural product synthesis. In addition to this, it is used to depackage integrated circuits from their epoxy coatings. | | Definition | ChEBI: An abietane diterpenoid that is abieta-7,13-diene substituted by a carboxy group at position 18. | | General Description | Yellowish resinous powder. | | Reactivity Profile | ABIETIC ACID reacts exothermically with bases, both organic (for example, the amines) and inorganic. Can react with active metals to form gaseous hydrogen and a metal salt. Such reactions are slow if the solid acid remains dry. Can react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slow for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. | | Health Hazard | ACUTE/CHRONIC HAZARDS: Slight fire hazard, slight explosive hazard as dust. Low toxicity. | | Fire Hazard | Combustible. | | Contact allergens | Abietic acid is probably the major allergen of colophony,
along with dehydroabietic acid, by way of oxidation
products. Its detection in a material indicates that
allergenic components of colophony are present | | Safety Profile | Poison by intravenous route.Combustible. Slight explosion hazard as dust. Whenheated to decomposition it emits acrid smoke andirritating fumes. | | Purification Methods | Filter, dry it in a vacuum (over KOH or CaSO4) and store it in an O2-free atmosphere. It can also be purified via the anhydride, tritylabietate and the potassium, piperidine and brucine salts. max : nm(log ): 2343(4.3), 241(4.4), 2505(4.2), 235(4.34) and 240(4.36) in Et. [Harris & Sanderson Org Synth Coll Vol IV 1 1963, J Am Chem Soc 35 3736 1949, Lambard & Frey Bull Soc Chim Fr 1194 1948, Buchbauer et al. Monatsh Chem 116 1345 1985.] [Beilstein 9 IV 2175.] |
| | ABIETIC ACID Preparation Products And Raw materials |
| Raw materials | Turpentine oil-->calcium abietate-->METHYL ABIETATE-->PIMARIC ACID-->ISOPIMARIC ACID-->(1R,4aS,4bR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,9,10,10a-octahydro phenanthrene-1-carboxylic acid-->NEOABIETIC ACID-->Methanesulfonic acid-->Sulfuric acid-->Ethanol-->Hydrochloric acid-->Diisopropyl ether-->Acetic acid | | Preparation Products | PALUSTRICACID |
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