ChemSpider 2D Image | benzenediol | C6H6O2

benzenediol

  • Molecular FormulaC6H6O2
  • Average mass110.111 Da
  • Monoisotopic mass110.036781 Da
  • ChemSpider ID13837760

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1,2-Benzenediol [ACD/Index Name]
1,2-Benzènediol [French]
1,2-Benzoldiol [German]
1,2-dihydroxybenzene
120-80-9 [RN]
204-427-5 [EINECS]
benzenediol
Benzol-1,2-diol [German]
dihydroxybenzene
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

LF3AJ089DQ [DBID]
MFCD00002188 [DBID]
UX1050000 [DBID]
135011_SIAL [DBID]
430749_ALDRICH [DBID]
AB-131/40235236 [DBID]
AI3-03995 [DBID]
AIDS108194 [DBID]
AIDS-108194 [DBID]
bmse000385 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Colorless, crystalline solid with a faint odor. [Note: Discolors to brown in air & light.] NIOSH UX1050000
      white to tan solid OU Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Substances to be avoided include acid chlorides, acid anhydrides,bases, oxidizing agents, nitric acid. Light sensitive; maydiscolour on exposure to air. Combustible. OU Chemical Safety Data (No longer updated) More details
    • Toxicity:

      Organic Compound; Pesticide; Pollutant; Food Toxin; Metabolite; Fragrance Toxin; Cigarette Toxin; Household Toxin; Synthetic Compound Toxin, Toxin-Target Database T3D4575
      ORL-RAT LD50 260 mg kg-1, ORL-MUS LD50 260 mg kg-1, SKN-RBT LD50 800 mg kg-1, ORL-GPG LD50 210 mg kg-1 OU Chemical Safety Data (No longer updated) More details
    • Safety:

      21/22-36/38 Alfa Aesar A10164
      22-26-37 Alfa Aesar A10164
      6.1 Alfa Aesar A10164
      DANGER: CORROSIVE, causes CNS injury, skin and eye burns Alfa Aesar A10164
      DANGER: POISON, causes CNS injury, birth defects, irritation Alfa Aesar A10164
      GHS07 Biosynth W-109068
      H302; H312; H315; H319 Biosynth W-109068
      H302-H312-H315-H319 Alfa Aesar A10164
      P280; P305+P351+P338 Biosynth W-109068
      P280-P305+P351+P338-P362-P301+P312-P312-P501a Alfa Aesar A10164
      Safety glasses. Suitable ventilation. OU Chemical Safety Data (No longer updated) More details
      Warning Alfa Aesar A10164
      Warning Biosynth W-109068
      Xn Abblis Chemicals AB1002105
    • First-Aid:

      Eye: Irrigate immediately Skin: Water wash immediately Breathing: Respiratory support Swallow: Medical attention immediately NIOSH UX1050000
    • Exposure Routes:

      inhalation, skin absorption, ingestion, skin and/or eye contact NIOSH UX1050000
    • Symptoms:

      Irritation eyes, skin, respiratory system; skin sensitization, dermatitis; lacrimation (discharge of tears), burns eyes; convulsions, increased blood pressure, kidney injury NIOSH UX1050000
    • Target Organs:

      Eyes, skin, respiratory system, central nervous system, kidneys NIOSH UX1050000
    • Incompatibility:

      Strong oxidizers, nitric acid NIOSH UX1050000
    • Personal Protection:

      Skin: Prevent skin contact Eyes: Prevent eye contact Wash skin: When contaminated Remove: When wet or contaminated Change: Daily Provide: Eyewash NIOSH UX1050000
    • Exposure Limits:

      NIOSH REL : TWA 5 ppm (20 mg/m 3 ) [skin] OSHA PEL ?: none NIOSH UX1050000
    • Chemical Class:

      A benzenediol comprising of a benzene core carrying two hydroxy substituents <ital>ortho </ital> to each other. ChEBI CHEBI:18135
      A benzenediol comprising of a benzene core carrying two hydroxy substituents ortho to each other. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:18135
      Other polyphenols Phenol-Explorer 654
    • Compound Source:

      Aegilops tauschii PlantCyc CATECHOL
      Amaranthus hypochondriacus PlantCyc CATECHOL
      Anacardium occidentale PlantCyc CATECHOL
      Ananas comosus PlantCyc CATECHOL
      anthranilate degradation I (aerobic) PlantCyc CATECHOL
      Aquilegia coerulea PlantCyc CATECHOL
      Arabidopsis thaliana col PlantCyc CATECHOL
      Asparagus officinalis PlantCyc CATECHOL
      Beta vulgaris subsp. vulgaris PlantCyc CATECHOL
      Brachypodium distachyon PlantCyc CATECHOL
      Calotropis gigantea PlantCyc CATECHOL
      Camptotheca acuminata PlantCyc CATECHOL
      Cannabis sativa PlantCyc CATECHOL
      Capsicum annuum PlantCyc CATECHOL
      Carica papaya PlantCyc CATECHOL
      Catharanthus roseus PlantCyc CATECHOL
      Chenopodium quinoa PlantCyc CATECHOL
      Chlamydomonas reinhardtii PlantCyc CATECHOL
      Cicer arietinum PlantCyc CATECHOL
      Citrus clementina PlantCyc CATECHOL
      Citrus sinensis PlantCyc CATECHOL
      Corchorus capsularis PlantCyc CATECHOL
      Cucumis sativus PlantCyc CATECHOL
      Daucus carota subsp. sativus PlantCyc CATECHOL
      Dianthus caryophyllus PlantCyc CATECHOL
      Dioscorea rotundata PlantCyc CATECHOL
      Eucalyptus grandis PlantCyc CATECHOL
      Fragaria vesca subsp. vesca PlantCyc CATECHOL
      Glycine max PlantCyc CATECHOL
      Gossypium raimondii PlantCyc CATECHOL
      Helianthus annuus PlantCyc CATECHOL
      Hordeum vulgare subsp. vulgare PlantCyc CATECHOL
      Kalanchoe fedtschenkoi PlantCyc CATECHOL
      Kalanchoe laxiflora PlantCyc CATECHOL
      Leersia perrieri PlantCyc CATECHOL
      Linum usitatissimum PlantCyc CATECHOL
      Lotus japonicus PlantCyc CATECHOL
      Malus domestica PlantCyc CATECHOL
      Manihot esculenta PlantCyc CATECHOL
      Marchantia polymorpha PlantCyc CATECHOL
      Medicago truncatula PlantCyc CATECHOL
      Mimulus guttatus PlantCyc CATECHOL
      Miscanthus sinensis PlantCyc CATECHOL
      Musa acuminata PlantCyc CATECHOL
      Nicotiana tabacum PlantCyc CATECHOL
      nitrobenzene degradation II PlantCyc CATECHOL
      o-diquinones biosynthesis PlantCyc CATECHOL
      Olea europaea var. sylvestris PlantCyc CATECHOL
      Oropetium thomaeum PlantCyc CATECHOL
      Oryza brachyantha PlantCyc CATECHOL
      Oryza glaberrima PlantCyc CATECHOL
      Oryza punctata PlantCyc CATECHOL
      Oryza rufipogon PlantCyc CATECHOL
      Panicum hallii PlantCyc CATECHOL
      Panicum virgatum PlantCyc CATECHOL
      Petunia axillaris PlantCyc CATECHOL
      Phaseolus vulgaris PlantCyc CATECHOL
      Physcomitrella patens PlantCyc CATECHOL
      Populus trichocarpa PlantCyc CATECHOL
      Prunus persica PlantCyc CATECHOL
      Ricinus communis PlantCyc CATECHOL
      Rosa chinensis PlantCyc CATECHOL
      Rosa multiflora PlantCyc CATECHOL
      Salvia miltiorrhiza PlantCyc CATECHOL
      Selaginella moellendorffii PlantCyc CATECHOL
      Setaria italica PlantCyc CATECHOL
      Setaria viridis PlantCyc CATECHOL
      Solanum lycopersicum PlantCyc CATECHOL
      Solanum melongena PlantCyc CATECHOL
      Solanum pennellii PlantCyc CATECHOL
      Solanum tuberosum PlantCyc CATECHOL
      Sorghum bicolor PlantCyc CATECHOL
      Sphagnum fallax PlantCyc CATECHOL
      Spinacia oleracea PlantCyc CATECHOL
      Spirodela polyrhiza PlantCyc CATECHOL
      Theobroma cacao PlantCyc CATECHOL
      Trifolium pratense PlantCyc CATECHOL
      Triticum aestivum PlantCyc CATECHOL
      Triticum urartu PlantCyc CATECHOL
      Vitis vinifera PlantCyc CATECHOL
      Zea mays subsp. mays PlantCyc CATECHOL
      Zostera marina PlantCyc CATECHOL
    • Bio Activity:

      2 catechol + oxygen -> 2 1,2-benzoquinone + 2 H2O PlantCyc CATECHOL
      anthranilate + NAD(P)H + oxygen + 3 H+ -> catechol + CO2 + ammonium + NAD(P)+ PlantCyc CATECHOL
      nitrobenzene + NADH + oxygen -> catechol + nitrite + NAD+ PlantCyc CATECHOL
  • Gas Chromatography
    • Retention Index (Kovats):

      1122 (estimated with error: 70) NIST Spectra mainlib_227771, replib_156240, replib_290636
    • Retention Index (Normal Alkane):

      1210 (Program type: Ramp; Column cl... (show more) ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 40 C; End T: 280 C; End time: 9 min; Start time: 1 min; CAS no: 120809; Active phase: ZB-5; Carrier gas: Helium; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Harrison, B.M.; Priest, F.G., Composition of peaks used in the preparation of malt for Scotch Whisky production - influence of geographical source and extraction depth, J. Agric. Food Chem., 57(6), 2009, 2385-2391.) NIST Spectra nist ri
      1209.1 (Program type: Ramp; Column cl... (show more) ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 50 C; End T: 280 C; End time: 10 min; Start time: 0.5 min; CAS no: 120809; Active phase: HP-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Guillen, M.D.; Manzanos, M.J., Study of the volatile composition of an aqueous oak smoke preparation, Food Chem., 79, 2002, 283-292.) NIST Spectra nist ri
      1208.2 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column length: 30 m; Column type: Capillary; Description: 45 0C (4 min) ^ 4 0C/min -> 240 0C ^ 39 0C/min -> 280 0C; CAS no: 120809; Active phase: DB-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Faix, O.; Meier, D.; Fortmann, I., Thermal degradation products of wood. Gas chromatographic separation and mass spectrometric characterization of monomeric lignin derived products, Holz Roh- Werkst., 48, 1990, 281-285.) NIST Spectra nist ri
      1215 (Program type: Isothermal; Col... (show more) umn class: Semi-standard non-polar; Column length: 1.8 m; Column type: Packed; Start T: 140 C; CAS no: 120809; Active phase: Apieson L; Carrier gas: Nitrogen; Substrate: Chromosorb W HMDS (60-80 mesh); Data type: Normal alkane RI; Authors: Hedin, P.A.; Minyard, J.P.; Thompson, A.C., Chromatographic and spectral analysis of phenolic acids and related compounds, J. Chromatogr., 30, 1967, 43-53.) NIST Spectra nist ri
      2718 (Program type: Ramp; Column cl... (show more) ass: Standard polar; Column diameter: 0.25 mm; Column length: 60 m; Column type: Capillary; Heat rate: 2 K/min; Start T: 40 C; End T: 210 C; End time: 70 min; Start time: 5 min; CAS no: 120809; Active phase: DB-Wax; Carrier gas: Helium; Phase thickness: 0.50 um; Data type: Normal alkane RI; Authors: Moon, J.-K.; Shibamoto, T., Role of roasting conditions in the profile of volatile flavor chemicals formed from coffee beans, J. Agric. Food Chem., 57(13), 2009, 5823-5831.) NIST Spectra nist ri
    • Retention Index (Linear):

      1199.8 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Description: 60C(2min) =>15C/min =>180C =>5C/min =>280C (10min); CAS no: 120809; Active phase: LM-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Re-Poppi, N.; Santiago-Silva, M., Polycyclic aromatic hydrocarbons and other selected organic compounds in ambient air of Campo Grande City, Brazil, Atmos. Environ., 39, 2005, 2839-2850.) NIST Spectra nist ri
      1200.1 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Description: 60C(2min)=>15C/min=>180C=>5C/min=>280C(5min); CAS no: 120809; Active phase: LM-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Re-Poppi, N.; Santiago-Silva, M.R., Identification of polycyclic aromatic hydrocarbons and methoxylated phenols in wood smoke emitted during production of charcoal, Chromatographia, 55(7/8), 2002, 475-481.) NIST Spectra nist ri
      1197 (Program type: Ramp; Column cl... (show more) ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 50 C; End T: 290 C; CAS no: 120809; Active phase: DB-5; Carrier gas: H2; Phase thickness: 0.25 um; Data type: Linear RI; Authors: da Silva, U.F.; Borba, E.L.; Semir, J.; Marsaioli, A.J., A simple solid injection device for the analyses of Bulbophyllum (Orchidaceae) volatiles, Phytochemistry, 50, 1999, 31-34.) NIST Spectra nist ri

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.3±0.1 g/cm3
Boiling Point: 245.5±0.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.5 mmHg at 25°C
Enthalpy of Vaporization: 50.2±3.0 kJ/mol
Flash Point: 137.2±0.0 °C
Index of Refraction: 1.612
Molar Refractivity: 30.0±0.3 cm3
#H bond acceptors: 2
#H bond donors: 2
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 0.88
ACD/LogD (pH 5.5): 1.03
ACD/BCF (pH 5.5): 3.58
ACD/KOC (pH 5.5): 86.75
ACD/LogD (pH 7.4): 1.03
ACD/BCF (pH 7.4): 3.55
ACD/KOC (pH 7.4): 86.08
Polar Surface Area: 40 Å2
Polarizability: 11.9±0.5 10-24cm3
Surface Tension: 57.2±3.0 dyne/cm
Molar Volume: 86.3±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  1.03
    Log Kow (Exper. database match) =  0.88
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  229.69  (Adapted Stein & Brown method)
    Melting Pt (deg C):  45.73  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.00114  (Modified Grain method)
    MP  (exp database):  105 deg C
    BP  (exp database):  245 deg C
    VP  (exp database):  3.66E-03 mm Hg at 25 deg C
    Subcooled liquid VP: 0.0226 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):  7.323e+004
       log Kow used: 0.88 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  4.61e+005 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3.1003e+005 mg/L
    Wat Sol (Exper. database match) =  461000.00
       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 :   5.83E-011  atm-m3/mole
   Group Method:   8.10E-011  atm-m3/mole
   Exper Database: 3.14E-09  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  2.255E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.88  (exp database)
  Log Kaw used:  -6.892  (exp database)
      Log Koa (KOAWIN v1.10 estimate):  7.772
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9267
   Biowin2 (Non-Linear Model)     :   0.9631
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0686  (weeks       )
   Biowin4 (Primary Survey Model) :   3.7683  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5459
   Biowin6 (MITI Non-Linear Model):   0.6909
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.6158
 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):  3.01 Pa (0.0226 mm Hg)
  Log Koa (Koawin est  ): 7.772
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  9.96E-007 
       Octanol/air (Koa) model:  1.45E-005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  3.6E-005 
       Mackay model           :  7.96E-005 
       Octanol/air (Koa) model:  0.00116 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  23.2235 E-12 cm3/molecule-sec
      Half-Life =     0.461 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     5.527 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 5.78E-005 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  443.1
      Log Koc:  2.646 

 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: 0.88 (expkow database)

 Volatilization from Water:
    Henry LC:  3.14E-009 atm-m3/mole  (Henry experimental database)
    Half-Life from Model River: 1.957E+005  hours   (8152 days)
    Half-Life from Model Lake : 2.135E+006  hours   (8.894E+004 days)

 Removal In Wastewater Treatment:
    Total removal:               1.88  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.78  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       0.0582          2.47         1000       
   Water     37.1            360          1000       
   Soil      62.8            720          1000       
   Sediment  0.0727          3.24e+003    0          
     Persistence Time: 538 hr




                    

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