ABIETIC ACID Property

Melting point:

139-142 °C (lit.) 150-165 °C

Boiling point:

440℃

alpha 

D24 -106° (c = 1 in abs alc)

Density 

1.06

refractive index 

1.4800 (estimate)

Flash point:

208℃

storage temp. 

2-8°C

solubility 

Soluble in alcohols, acetone and ethers

pka

pK1:7.62 (25°C)

form 

Crystals and Chunks

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)

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H400Very toxic to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

ABIETIC ACID Chemical Properties,Usage,Production

odor

The pure abietic acid is virtually odorless. The mmmercial material has a faint, pleasant resinous odor.

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.

Production Methods

by distillation of Rosin (from American Turpentine, e. g.) or by treatment with acid to isomenze the natural Levopimaric acid. Purification over the Diamylammonium salt.

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.

Solubility in organics

soluble in alcohol and oils. Also soluble in aqueous solution of Sodium hydroxide.

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.]