ABIETIC ACID

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 Structure
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
pkapK1:7.62 (25°C)
color Yellow-brownish
Odorat 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 limitsNIOSH: TWA 0.1 mg/m3
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
LogP6.460
CAS DataBase Reference514-10-3(CAS DataBase Reference)
EPA Substance Registry SystemAbietic acid (514-10-3)
Safety Information
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
10-23
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29162090
ToxicityLD50 ivn-mus: 180 mg/kg
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
ABIETIC ACID Usage And Synthesis
DescriptionAbietic 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 Propertiesyellow resinous powder, crystals or chunks
UsesAbietic Acid is the primary component of resin acid found commonly in rosin. Abietic Acid exhibited potent testosterone 5α-reductase inhibitory activity in vitro.
Usesmanufacture 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
UsesAbietic 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.
DefinitionChEBI: An abietane diterpenoid that is abieta-7,13-diene substituted by a carboxy group at position 18.
General DescriptionYellowish resinous powder.
Reactivity ProfileABIETIC 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 HazardACUTE/CHRONIC HAZARDS: Slight fire hazard, slight explosive hazard as dust. Low toxicity.
Fire HazardCombustible.
Contact allergensAbietic 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 ProfilePoison by intravenous route.Combustible. Slight explosion hazard as dust. Whenheated to decomposition it emits acrid smoke andirritating fumes.
Purification MethodsFilter, 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.]
CALCIUM RESINATE BARIUM ABIETATE TRIETHANOLAMINE ABIETATE POTASSIUM ABIETATE Rosin ABIETIC ACID Abietic acid, dehydro-6-sulfo- (6CI) 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, 2,2-bis[[[[1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenyl]carbonyl]oxy]methyl]-1,3-propanediyl ester, st Perilla oil ABIETIC ACID SODIUM SALT 85+%,ABIETIC ACID SODIUM SALT,ABIETIC ACID SODIUM calcium abietate AMMONIUM ABIETATE Cobalt abietate HERCOLYN D PENTAERYTHRITOL ABIETATE 2-Butenedioic acid (E)-, reaction products with abietic acid, azelates, esters with glycerol Abietic acid methyl HYDROGENATED GLYCERYL DEHYDROABIETATE/TETRAHYDROABIETATE

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