- Abietic acid
Name = Abietic acid [cite web
title=ABIETIC ACID - PubChem Public Chemical Database
ImageFile = Abietic acid.svg
IUPACName = (1R,4aR,4bR,10aR)-7-isopropyl- 1,4a-dimethyl-1,2,3,
4,4a,4b,5,6,10,10a- decahydrophenanthrene-1- carboxylic acid
OtherNames = Abietic acid
Section1 = Chembox Identifiers
CASNo = 514-10-3
EINECS = 208-173-3
PubChem = 10569
SMILES = O=C(O)C1(C2C(C3C(=CC2) C=C(CC3)C(C)C)(CCC1)C)C
InChI = 1/C20H30O2/c1-13(2)14-6-8-16-15(12-14) 7-9-17-19(16,3)10-5-11-20(17,4)18(21) 22/h7,12-13,16-17H,5-6,8-11H2,1-4H3, (H,21,22)/t16-,17+,19+,20+/m0/s1
RTECS = TP8580000
Section2 = Chembox Properties
Appearance = yellow resinous powder, crystals or chunks
MeltingPt = 139 - 142 °C
BoilingPt = 250 °C at 9 mmHg
Solubility = Insoluble
Section7 = Chembox Hazards
NFPA-H = 1
NFPA-F = 0
NFPA-R = 0
MainHazards = Irritant
ExternalMSDS = [http://ptcl.chem.ox.ac.uk/MSDS/AB/abietic_acid.html MSDS]
RPhrases = R36/37/38
SPhrases = S26 S36
Abietic acid (also known as "abietinic acid" or "sylvic acid"), a
resin acid, is the primary irritantin pinewood and resin, isolated from rosin(via isomerization) and is the most abundant of several closely related organic acidsthat constitute most of rosin, the solid portion of the oleoresinof coniferous trees. Its esteris called an "abietate".
Abietic acid is a weak
contact allergen, however compounds resulting of its oxidation by air elicit stronger response. It is soluble in alcohols, acetone, and ethers.
Commercial abietic acid is usually a glassy or partly
crystalline, yellowish solid that melts at temperatures as low as 85° C (185° F). It belongs to the diterpenegroup of organic compounds (compounds derived from four isopreneunits). It is used in lacquers, varnishes, and soaps, and for the analysis of resins and the preparation of metal resinates. It is listed in the Toxic Substances Control Actinventory.
Rosin has been used for centuries for
caulking ships. It is also rubbed on the bows of musical instrumentsto make them less slippery. In modern times methods have been developed for improving the properties of the rosin acids, which are soft, tacky, and low-melting and subject to rapid deterioration by oxidationin air. Stability is greatly increased by heat treatment. Rosin acidsare converted into ester gumby reaction with controlled amounts of glycerolor other polyhydric alcohols. Ester gum has drying properties and is used in paints, varnishes, and lacquers.
* [http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=7477 Abietic acid] at R&D Chemicals
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