NAPHTHENIC ACID

NAPHTHENIC ACID Basic information
Product Name:NAPHTHENIC ACID
Synonyms:NAPHTENIC ACID;NAPHTHENIC ACIDS;NAPHTHENIC ACID;agenap;carboxylicacids,naphthenic;naphid;sunapticacidb;3-NAPHTHENIC ACID
CAS:1338-24-5
MF:C7H10O2
MW:126.154
EINECS:215-662-8
Product Categories:
Mol File:1338-24-5.mol
NAPHTHENIC ACID Structure
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
Fp 149 °C
solubility Practically insoluble in water
form Liquid
pka5[at 20 ℃]
color Clear colorless to yellow-brown
Water Solubility 88.1mg/L at 20℃
FreezingPoint -30~-36℃
InChIKeyVUSWCWPCANWBFG-UHFFFAOYSA-N
LogP7.65
EPA Substance Registry SystemNaphthenic 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 Data1338-24-5(Hazardous Substances Data)
Toxicityrat,LD50,intraperitoneal,640mg/kg (640mg/kg),BEHAVIORAL: FOOD INTAKE (ANIMAL)GASTROINTESTINAL: PERITONITIS,AMA Archives of Industrial Health. Vol. 12, Pg. 477, 1955.
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
NAPHTHENIC ACID Usage And Synthesis
Chemical PropertiesCLEAR YELLOWISH TO BROWN VISCOUS LIQUID
Chemical PropertiesNaphthenic acid is a gold to black, odorless liquid.
UsesThe term naphthenic acid, as commonly used in the petroleum industry, refers collectively to all of the carboxylic acids present in crude oil.
UsesNaphthenic 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 DescriptionNAPHTHENIC 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 ReactionsInsoluble in water.
Reactivity ProfileNAPHTHENIC 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 HazardPrincipal 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 ExplosibilityNotclassified
Safety ProfileModerately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating fumes.
Potential ExposureUsed 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.
ShippingUN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard Class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
IncompatibilitiesCompounds 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.
Aluminum acetylacetonate cyclohex-4-ene-1,2-dicarboxylic acid cis-4-Cyclohexene-1,2-dicarboxylic Acid Diethyl Ester 1-METHYL-5-CYCLOHEXENE-2,3-DICARBOXYLIC ACID N-BUTYLISOCYANIDE 1,14-DIMETHYL-4,10-DIOXATETRACYCLO[5.5.2.0(2,6).0(8,12)]TETRADEC-13-ENE-3,5,9,11-TETRAONE SALCOMINE 2,4-PENTANEDIONE, SILVER DERIVATIVE ETHYL 4-HYDROXY-6-METHYL-2-OXO-3-CYCLOHEXENE-1-CARBOXYLATE 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Tosylmethyl isocyanide COBALT(II) ACETYLACETONATE Ethyl isocyanoacetate 4-METHYL-4-CYCLOHEXENE-1,2-DICARBOXYLIC ACID 5-(2,5-DIOXOTETRAHYDROFURYL)-3-METHYL-3-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE COBALT ETHYLENE DIAMINE CHLORIDE Benzyl isocyanide 3-CYCLOHEXENE-1-CARBOXYLIC ACID ETHYL ESTER

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