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Pentachlorophenol

ChemSpider ID: 967
Molecular Formula: C₆HCl₅O
Average mass: 266.335999 Da
Monoisotopic mass: 263.846985 Da
Systematic name

Pentachlorophenol
SMILES and InChIs

SMILES:

Clc1c(O)c(Cl)c(Cl)c(Cl)c1Cl Copied

Std. InChI:

InChI=1S/C6HCl5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H Copied

Std. InChIKey:

IZUPBVBPLAPZRR-UHFFFAOYSA-N Copied
Cite this record
CSID:967, http://www.chemspider.com/Chemical-Structure.967.html (accessed 13:31, Jun 20, 2013) Copied

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

Dowicide G

PCP

Pentachlorophenol [Wiki] [ACD/IUPAC Name]

Pentachlorophénol

Pentachlorphenol [German]

Permatox

phenol, 2,3,4,5,6-pentachloro-

Woodtreat

101802-54-4 [RN]

1285380 [Beilstein]

More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

36594_RIEDEL [DBID]

40062_SUPELCO [DBID]

48555U_SUPELCO [DBID]

48692_SUPELCO [DBID]

48726U_SUPELCO [DBID]

AD 73 [DBID]

AI3-00134 [DBID]

BRN 1285380 [DBID]

C02575 [DBID]

c0326 [DBID]

More...

Properties

Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

Data supplied by datasources and users.

Experimental Physico-chemical Properties

Experimental Melting Point:

174 °C Oxford University Chemical Safety Data http://msds.chem.ox.ac.uk/PE/pentachlorophenol.html

Experimental Boiling Point:

588 F (308.8889 °C) (Decomposes) NIOSH SM6300000

310 °C Oxford University Chemical Safety Data http://msds.chem.ox.ac.uk/PE/pentachlorophenol.html

Experimental Solubility:

0.001% NIOSH SM6300000

Miscellaneous

Appearance:

Colorless to white, crystalline solid with a benzene-like odor. [fungicide] NIOSH SM6300000

odourless white or light brown powder or crystals Oxford University Chemical Safety Data http://msds.chem.ox.ac.uk/PE/pentachlorophenol.html

Stability:

Stable. Incompatible with strong oxidizing agents. Oxford University Chemical Safety Data http://msds.chem.ox.ac.uk/PE/pentachlorophenol.html

Toxicity:

ORL-RAT LD50 50 mg kg-1, IPR-RAT LD50 56 mg kg-1, SCU-RAT LD50 100 mg kg-1, SKN-RAT LD50 105 mg kg-1 Oxford University Chemical Safety Data http://msds.chem.ox.ac.uk/PE/pentachlorophenol.html

Safety:

Safety glasses, gloves, good ventilation. Oxford University Chemical Safety Data http://msds.chem.ox.ac.uk/PE/pentachlorophenol.html

First-Aid:

Eye: Irrigate immediately Skin: Soap wash immediately Breathing: Respiratory support Swallow: Medical attention immediately NIOSH SM6300000

Exposure Routes:

inhalation, skin absorption, ingestion, skin and/or eye contact NIOSH SM6300000

Symptoms:

Irritation eyes, nose, throat; sneezing, cough; lassitude (weakness, exhaustion), anorexia, weight loss; sweating; headache, dizziness; nausea, vomiting; dyspnea (breathing difficulty), chest pain; hi gh fever; dermatitis NIOSH SM6300000

Target Organs:

Eyes, skin, respiratory system, cardiovascular system, liver, kidneys, central nervous system NIOSH SM6300000

Incompatibility:

Strong oxidizers, acids, alkalis NIOSH SM6300000

Personal Protection:

Skin: Prevent skin contact Eyes: Prevent eye contact Wash skin: When contaminated Remove: When wet or contaminated Change: Daily Provide: Eyewash, Quick drench NIOSH SM6300000

Exposure Limits:

NIOSH REL : TWA 0.5 mg/m 3 [skin] OSHA PEL : TWA 0.5 mg/m 3 [skin] NIOSH SM6300000
Drug Status:

agricultural use Microsource [00330056]

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

ACD/LogP:	5.115	# of Rule of 5 Violations:	1
ACD/LogD (pH 5.5):	4.24	ACD/LogD (pH 7.4):	2.53
ACD/BCF (pH 5.5):	598.80	ACD/BCF (pH 7.4):	11.83
ACD/KOC (pH 5.5):	1903.47	ACD/KOC (pH 7.4):	37.60
#H bond acceptors:	1	#H bond donors:	1
#Freely Rotating Bonds:	1	Polar Surface Area:	20.23 Å²
Index of Refraction:	1.631	Molar Refractivity:	52.61 cm³
Molar Volume:	147.617 cm³	Polarizability:	20.856 10^-24cm³
Surface Tension:	54.7980003356934 dyne/cm	Density:	1.804 g/cm³
Flash Point:	133.711 °C	Enthalpy of Vaporization:	57.221 kJ/mol
Boiling Point:	309.499 °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) =  4.74
    Log Kow (Exper. database match) =  5.12
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  311.71  (Adapted Stein & Brown method)
    Melting Pt (deg C):  106.77  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.08E-005  (Modified Grain method)
    MP  (exp database):  174 deg C
    BP  (exp database):  309.5 deg C
    VP  (exp database):  1.10E-04 mm Hg at 25 deg C
    Subcooled liquid VP: 0.00327 mm Hg (25 deg C, exp database VP )

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  3.09
       log Kow used: 5.12 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  14 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  45.051 mg/L
    Wat Sol (Exper. database match) =  14.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.25E-007  atm-m3/mole
   Group Method:   2.94E-007  atm-m3/mole
   Exper Database: 2.45E-08  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.225E-006 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.12  (exp database)
  Log Kaw used:  -5.999  (exp database)
      Log Koa (KOAWIN v1.10 estimate):  11.119
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.1755
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6340  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.6765  (weeks-months)
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.0149
   Biowin6 (MITI Non-Linear Model):   0.0031
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.0946
 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):  0.436 Pa (0.00327 mm Hg)
  Log Koa (Koawin est  ): 11.119
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  6.88E-006 
       Octanol/air (Koa) model:  0.0323 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.000248 
       Mackay model           :  0.00055 
       Octanol/air (Koa) model:  0.721 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   0.5505 E-12 cm3/molecule-sec
      Half-Life =    19.430 Days (12-hr day; 1.5E6 OH/cm3)
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.000399 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3380
      Log Koc:  3.529 

 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 = 2.842 (BCF = 695.7)
       log Kow used: 5.12 (expkow database)

 Volatilization from Water:
    Henry LC:  2.45E-008 atm-m3/mole  (Henry experimental database)
    Half-Life from Model River:   3.9E+004  hours   (1625 days)
    Half-Life from Model Lake : 4.256E+005  hours   (1.773E+004 days)

 Removal In Wastewater Treatment:
    Total removal:              81.16  percent
    Total biodegradation:        0.70  percent
    Total sludge adsorption:    80.46  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       0.0312          466          1000       
   Water     2.78            4.32e+003    1000       
   Soil      79.6            8.64e+003    1000       
   Sediment  17.6            3.89e+004    0          
     Persistence Time: 9.4e+003 hr

Click to predict properties on the Chemicalize site

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Pentachlorophenol

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