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1,3,6,7-Naphthalenetetracarboxylic acid

ChemSpider ID: 14262558
Molecular Formula: C₁₄H₈O₈
Average mass: 304.208496 Da
Monoisotopic mass: 304.021912 Da
Systematic name

1,3,6,7-Naphthalenetetracarboxylic acid
SMILES and InChIs

SMILES:

OC(=O)c1cc(cc2cc(C(O)=O)c(cc12)C(O)=O)C(O)=O Copied

Std. InChI:

InChI=1S/C14H8O8/c15-11(16)6-1-5-2-9(13(19)20)10(14(21)22)4-7(5)8(3-6)12(17)18/h1-4H,(H,15,16)(H,17,18)(H,19,20)(H,21,22) Copied

Std. InChIKey:

DCEMOZGELUYHJO-UHFFFAOYSA-N Copied
Cite this record
CSID:14262558, http://www.chemspider.com/Chemical-Structure.14262558.html (accessed 02:39, May 24, 2012) Copied

ChemSpider Searches

Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:	1.482	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	-3.77	ACD/LogD (pH 7.4):	-4.62
ACD/BCF (pH 5.5):	1.00	ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 5.5):	1.00	ACD/KOC (pH 7.4):	1.00
#H bond acceptors:	8	#H bond donors:	4
#Freely Rotating Bonds:	4	Polar Surface Area:	149.2 Å²
Index of Refraction:	1.765	Molar Refractivity:	71.816 cm³
Molar Volume:	173.667 cm³	Polarizability:	28.47 10^-24cm³
Surface Tension:	107.817001342773 dyne/cm	Density:	1.752 g/cm³
Flash Point:	347.532 °C	Enthalpy of Vaporization:	97.666 kJ/mol
Boiling Point:	627.868 °C at 760 mmHg	Vapour Pressure:	0 mmHg at 25°C

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, for more information see their website.

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  2.01

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  587.13  (Adapted Stein & Brown method)
    Melting Pt (deg C):  253.30  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.2E-013  (Modified Grain method)
    Subcooled liquid VP: 1.6E-010 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  223
       log Kow used: 2.01 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  33.845 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.63E-023  atm-m3/mole
   Group Method:   1.94E-024  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  9.334E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.01  (KowWin est)
  Log Kaw used:  -20.452  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.462
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.3102
   Biowin2 (Non-Linear Model)     :   0.9998
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8784  (weeks       )
   Biowin4 (Primary Survey Model) :   3.4398  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   1.3479
   Biowin6 (MITI Non-Linear Model):   0.9821
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.5167
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  2.13E-008 Pa (1.6E-010 mm Hg)
  Log Koa (Koawin est  ): 22.462
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  141 
       Octanol/air (Koa) model:  7.11E+009 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   2.3004 E-12 cm3/molecule-sec
      Half-Life =     4.650 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    55.795 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2.02E+004
      Log Koc:  4.305 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 2.01 (estimated)

 Volatilization from Water:
    Henry LC:  1.94E-024 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 5.264E+020  hours   (2.193E+019 days)
    Half-Life from Model Lake : 5.742E+021  hours   (2.393E+020 days)

 Removal In Wastewater Treatment:
    Total removal:               2.25  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.16  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       3.56e-013       112          1000       
   Water     22.7            360          1000       
   Soil      77.2            720          1000       
   Sediment  0.0809          3.24e+003    0          
     Persistence Time: 711 hr