Naphthenic acid

Naphthenic acid
	; Example component of naphthenic acid
Identifiers
CAS Number	1338-24-5 ;
ECHA InfoCard	100.014.239
EC Number	215-662-8;
PubChem CID	20849290;
UNII	YNM5U6B7A4 ;
CompTox Dashboard (EPA)	DTXSID1027394 ;
Properties
Chemical formula	Variable
Molar mass	Variable
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317, H319, H335, H411
Precautionary statements	P261, P264, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501
Flash point	101 °C (214 °F; 374 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Naphthenic acids (NAs) are mixtures of several cyclopentyl and cyclohexyl carboxylic acids with molecular weights of 120 to well over 700 atomic mass units. The main fractions are carboxylic acids with a carbon backbone of 9 to 20 carbons. McKee et al. claim that "naphthenic acids (NAs) are primarily cycloaliphatic carboxylic acids with 10 to 16 carbons",^[1] although acids containing up to 50 carbons have been identified in heavy petroleum.^[2]

^ Richard H. McKee; Colin M. North; Paula Podhasky; Jeffrey H. Charlap; Adam Kuhl (February 2014). "Acute and Subchronic Mammalian Toxicity of Naphthenic Acids from Oil Sands Tailings". International Journal of Toxicology. 33 (1): 347–355. doi:10.1177/1091581813504229.
^ Qian, K. and W.K. Robbins (2001). Resolution and identification of elemental compositions for more than 3000 crude acids in heavy petroleum by negative-ion microelectrospray high-field Fourier Transform ion cyclotron resonance mass spectrometry. Energy & Fuels. 15:1505-1511.

[McKee-1] Richard H. McKee; Colin M. North; Paula Podhasky; Jeffrey H. Charlap; Adam Kuhl (February 2014). "Acute and Subchronic Mammalian Toxicity of Naphthenic Acids from Oil Sands Tailings". International Journal of Toxicology. 33 (1): 347–355. doi:10.1177/1091581813504229.

[robbins-2001-2] Qian, K. and W.K. Robbins (2001). Resolution and identification of elemental compositions for more than 3000 crude acids in heavy petroleum by negative-ion microelectrospray high-field Fourier Transform ion cyclotron resonance mass spectrometry. Energy & Fuels. 15:1505-1511.

[1]

[2]

Identifiers
Example component of naphthenic acid
CAS Number	1338-24-5^Y
ECHA InfoCard	100.014.239
EC Number	215-662-8
PubChem CID	20849290
UNII	YNM5U6B7A4^Y
CompTox Dashboard (EPA)	DTXSID1027394
Properties
Chemical formula	Variable
Molar mass	Variable
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317, H319, H335, H411
Precautionary statements	P261, P264, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501
Flash point	101 °C (214 °F; 374 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references