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3,3'-Methylenebis(4,5,6-trichlorophenol)

ChemSpider ID: 14368220
Molecular Formula: C₁₃H₆Cl₆O₂
Average mass: 406.903503 Da
Monoisotopic mass: 403.849884 Da
Systematic name

3,3'-Methylenebis(4,5,6-trichlorophenol)
SMILES and InChIs

SMILES:

Oc2cc(Cc1cc(O)c(Cl)c(Cl)c1Cl)c(Cl)c(Cl)c2Cl Copied

Std. InChI:

InChI=1S/C13H6Cl6O2/c14-8-4(2-6(20)10(16)12(8)18)1-5-3-7(21)11(17)13(19)9(5)15/h2-3,20-21H,1H2 Copied

Std. InChIKey:

FONDVIWFWAMVOU-UHFFFAOYSA-N Copied
Cite this record
CSID:14368220, http://www.chemspider.com/Chemical-Structure.14368220.html (accessed 02:56, 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:	7.093	# of Rule of 5 Violations:	1
ACD/LogD (pH 5.5):	7.06	ACD/LogD (pH 7.4):	5.87
ACD/BCF (pH 5.5):	133828.10	ACD/BCF (pH 7.4):	8691.91
ACD/KOC (pH 5.5):	159025.30	ACD/KOC (pH 7.4):	10328.42
#H bond acceptors:	2	#H bond donors:	2
#Freely Rotating Bonds:	4	Polar Surface Area:	40.46 Å²
Index of Refraction:	1.67	Molar Refractivity:	88.701 cm³
Molar Volume:	237.399 cm³	Polarizability:	35.164 10^-24cm³
Surface Tension:	61.0390014648438 dyne/cm	Density:	1.714 g/cm³
Flash Point:	258.17 °C	Enthalpy of Vaporization:	80.174 kJ/mol
Boiling Point:	503.272 °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) =  6.92

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  464.09  (Adapted Stein & Brown method)
    Melting Pt (deg C):  195.82  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.03E-010  (Modified Grain method)
    Subcooled liquid VP: 6.47E-009 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):  0.01293
       log Kow used: 6.92 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.088575 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Phenols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.60E-013  atm-m3/mole
   Group Method:   5.48E-013  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  4.265E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.92  (KowWin est)
  Log Kaw used:  -10.454  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.374
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.2544
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.0983  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.2795  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.3722
   Biowin6 (MITI Non-Linear Model):   0.0001
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.7288
 Ready Biodegradability Prediction:   NO

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

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  8.63E-007 Pa (6.47E-009 mm Hg)
  Log Koa (Koawin est  ): 17.374
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  3.48 
       Octanol/air (Koa) model:  5.81E+004 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.992 
       Mackay model           :  0.996 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  11.1463 E-12 cm3/molecule-sec
      Half-Life =     0.960 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    11.515 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.994 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  6.305E+005
      Log Koc:  5.800 

 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 = 4.230 (BCF = 1.698e+004)
       log Kow used: 6.92 (estimated)

 Volatilization from Water:
    Henry LC:  5.48E-013 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 2.155E+009  hours   (8.98E+007 days)
    Half-Life from Model Lake : 2.351E+010  hours   (9.796E+008 days)

 Removal In Wastewater Treatment:
    Total removal:              93.81  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    93.03  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       9.13e-005       23           1000       
   Water     0.673           4.32e+003    1000       
   Soil      53.7            8.64e+003    1000       
   Sediment  45.6            3.89e+004    0          
     Persistence Time: 1.47e+004 hr