Abietic acid


Abietic acid

Chembox new
Name = Abietic acid [cite web
url=http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=10569
title=ABIETIC ACID - PubChem Public Chemical Database
publisher=pubchem.ncbi.nlm.nih.gov
accessdate=2008-05-16
last=
first=
]
ImageFile = Abietic acid.svg
ImageSize =
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
Sylvic 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
C=20|H=30|O=2
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
NFPA-O =
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 irritant in pine wood and resin, isolated from rosin (via isomerization) and is the most abundant of several closely related organic acids that constitute most of rosin, the solid portion of the oleoresin of coniferous trees. Its ester is 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 diterpene group of organic compounds (compounds derived from four isoprene units). 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 Act inventory.

Rosin has been used for centuries for caulking ships. It is also rubbed on the bows of musical instruments to 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 oxidation in air. Stability is greatly increased by heat treatment.

Rosin acids are converted into ester gum by reaction with controlled amounts of glycerol or other polyhydric alcohols. Ester gum has drying properties and is used in paints, varnishes, and lacquers.

References

External links

* [http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=7477 Abietic acid] at R&D Chemicals


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Look at other dictionaries:

  • abietic acid — /ab ee et ik, ab /, Chem. a yellow, crystalline, water insoluble acid, C20H30O2, obtained from the resin of a species of pine: used chiefly in driers, varnishes, and soaps. Also called sylvic acid. [1860 65; < L abiet (s. of abies) fir + IC] * *… …   Universalium

  • abietic acid — abieto rūgštis statusas T sritis chemija formulė C₁₉H₂₉COOH atitikmenys: angl. abietic acid rus. абиетиновая кислота …   Chemijos terminų aiškinamasis žodynas

  • abietic acid — |abē|ed.ik noun Etymology: International Scientific Vocabulary abiet , (from Latin abiet , abies silver fir) + ic : a colorless crystalline tricyclic acid C19H29COOH with two double bonds that constitutes the major component of rosin, that is… …   Useful english dictionary

  • abietic acid — /æbiˌɛtɪk ˈæsəd/ (say abee.etik asuhd) noun a yellow crystalline acid, C19H29COOH, derived from the resin of a species of pine, used in dryers, varnishes, and soaps; sylvic acid. {stem of Latin abiēs fir + ic + acid1} …   Australian English dictionary

  • abietic acid — noun A yellowish resin acid isolated from rosin and used in varnishes etc …   Wiktionary

  • Abietic — Ab i*et ic, a. Of or pertaining to the fir tree or its products; as, abietic acid, called also sylvic acid. Watts. [1913 Webster] …   The Collaborative International Dictionary of English

  • abietic — abietic, a. Chem. (æbɪˈɛtɪk) [f. L. abiet em fir tree + ic.] Of or pertaining to fir. abietic acid, a monobasic acid, C20H30O2, which is the essential constituent of resin. Reader No. 86. 239/3 …   Useful english dictionary

  • abietic — adjective a) Of, pertaining to, or derived from fir trees b) Of or pertaining to abietic acid or its derivatives …   Wiktionary

  • Resin acid — Resin acids are protectants and wood preservatives that are produced by parenchymatous epithelial cells that surround the resin ducts in trees from temperate coniferous forests. The resin acids are formed when two and three carbon molecules… …   Wikipedia

  • neoabietic acid — |nē(ˌ)ō+... noun Etymology: neoabietic from ne + abietic (in abietic acid) : a crystalline resin acid C19H29COOH that is isomeric with abietic acid and is found especially in oleoresins from pine trees …   Useful english dictionary


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