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70340

Sigma-Aldrich

Naphthenic acid

technical

Synonym(s):

Acidol (petroleum by-product), Sunaptic B

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About This Item

CAS Number:
EC Number:
MDL number:
UNSPSC Code:
12352100
NACRES:
NA.22

grade

technical

Quality Level

form

liquid

acid value

~215

density

0.92 g/mL at 20 °C (lit.)

SMILES string

OC(=O)CCC1CC(CC1)CC

InChI

1S/C10H18O2/c1-2-8-3-4-9(7-8)5-6-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)

InChI key

WVRFSLWCFASCIS-UHFFFAOYSA-N

Application

Naphthenic acid is commonly used in the synthesis of useful metal naphthenates[1] such as copper naphthenate, a wood preservative;[2] titanium naphthenate, a precursor for the preparation of titanium oxide thin films[3] and a rare earth naphthenate, a lubricant oil additive.[4] It can also be in the synthesis of biodegradable naphthenic acid ionic liquids.[5]

Analysis Note

petroleum product, techn. mixture of alkylated cyclopentane carboxic acids

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Study of the tribological performance of a rare earth naphthenate as a lubricant additive.
    Liu R D, et al.
    Lubrication Science, 17(1), 105-113 (2004)
    Natalie McKenzie et al.
    Chemosphere, 109, 164-172 (2014-03-08)
    Aqueous extraction of bitumen in the Alberta oil sands industry produces large volumes of oil sands process water (OSPW) containing naphthenic acids (NAs), a complex mixture of carboxylic acids that are acutely toxic to aquatic organisms. Although aerobic biodegradation reduces
    Matthew S Ross et al.
    Environmental science & technology, 46(23), 12796-12805 (2012-11-09)
    The Canadian oil sands industry stores toxic oil sands process-affected water (OSPW) in large tailings ponds adjacent to the Athabasca River or its tributaries, raising concerns over potential seepage. Naphthenic acids (NAs; C(n)H(2n-Z)O(2)) are toxic components of OSPW, but are
    X-ray diffraction as an analytical method in wood preservatives.
    Zhang J and Kamdem D P
    Holzforschung, 54(1), 27-32 (2000)
    Warren Zubot et al.
    The Science of the total environment, 427-428, 364-372 (2012-05-12)
    Water is integral to both operational and environmental aspects of the oil sands industry. A water treatment option based on the use of petroleum coke (PC), a by-product of bitumen upgrading, was examined as an opportunity to reduce site oil

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