NAPHTHENIC ACID Chemical Properties

Boiling point:

160-198 °C (6 mmHg)

Density 

0.92 g/mL at 20 °C (lit.)

vapor pressure 

31.4Pa at 25℃

refractive index 

n20/D 1.45

Flash point:

149 °C

solubility 

Practically insoluble in water

form 

Liquid

pka

5[at 20 ℃]

color 

Clear colorless to yellow-brown

Water Solubility 

88.1mg/L at 20℃

FreezingPoint 

-30~-36℃

InChIKey

VUSWCWPCANWBFG-UHFFFAOYSA-N

LogP

7.65

EPA Substance Registry System

Naphthenic acids (1338-24-5)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

36/37/38-51/53-52-43-36/38

Safety Statements 

26-36-61-36/37

RIDADR 

UN 3082 9/PG 3

WGK Germany 

2

RTECS 

QK8750000

HazardClass 

9

PackingGroup 

III

HS Code 

38249099

Hazardous Substances Data

1338-24-5(Hazardous Substances Data)

Toxicity

rat,LD50,intraperitoneal,640mg/kg (640mg/kg),BEHAVIORAL: FOOD INTAKE (ANIMAL)GASTROINTESTINAL: PERITONITIS,AMA Archives of Industrial Health. Vol. 12, Pg. 477, 1955.

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

NAPHTHENIC ACID Usage And Synthesis

Chemical Properties

CLEAR YELLOWISH TO BROWN VISCOUS LIQUID

Chemical Properties

Naphthenic acid is a gold to black, odorless liquid.

Uses

The term naphthenic acid, as commonly used in the petroleum industry, refers collectively to all of the carboxylic acids present in crude oil.

Uses

Naphthenic acid is commonly used in the synthesis of useful metal naphthenates such as copper naphthenate, a wood preservative; titanium naphthenate, a precursor for the preparation of titanium oxide thin films and a rare earth naphthenate, a lubricant oil additive. It can also be in the synthesis of biodegradable naphthenic acid ionic liquids.

General Description

NAPHTHENIC ACID is a dark colored liquid with an offensive odor. NAPHTHENIC ACID is insoluble in water. NAPHTHENIC ACID will burn though NAPHTHENIC ACID may take some effort to ignite. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Since NAPHTHENIC ACID is a liquid NAPHTHENIC ACID can easily penetrate the soil and contaminate groundwater and nearby streams. NAPHTHENIC ACID is used to make paint dryers, detergents, and solvents.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

NAPHTHENIC ACID is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in NAPHTHENIC ACID to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower 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

Principal effect is that of mild primary irritation when encountered in high concentrations. Inhalation of vapor causes coughing. Liquid is moderately irritating to eyes and slightly to moderately irritating to skin; excessive exposure could result in dermatitis.

Flammability and Explosibility

Not classified

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

Used to make metallic naphthenates for paint dryers and cellulose preservatives. It is also used as a solvent; detergent, rubber reclaiming agent. Used in catalysts, cutting oils; drilling compounds; rust inhibitors; surfactants, emulsions, grease, and wood preservatives.

Shipping

UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard Class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Incompatibilities

Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water, and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic, and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Incompatible with sulfuric acid, caustics, ammonia, aliphatic amines; alkanolamines, isocyanates, alkylene oxides; epichlorohydrin, strong oxidizers. Corrosive to metals.

NAPHTHENIC ACID(1338-24-5)Related Product Information

• NAPHTHENIC ACID COBALT SALT
• NAPHTHENIC ACID SODIUM SALT
• NAPHTHENIC ACID COPPER SALT
• NAPHTHENIC ACID LEAD SALT
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• 5-Norbornene-2,3-dicarboxylic acid
• 2,4-PENTANEDIONE, SILVER DERIVATIVE
• 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE
• NAPHTHENIC ACID
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• Tetrahydromethyl-1,3-isobenzofurandione
• TERT-BUTYL ISOCYANIDE
• cis-1,2,3,6-Tetrahydrophthalic anhydride
• PHENYLSELENOL
• METHYL ISOCYANOACETATE
• 1,2,3,6-Tetrahydro-4-methylphthalic anhydride