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Search term: C8H6Cl2O3
Found by empirical formula
Inherent Properties, Identifiers and References
ChemSpider ID: 1441
Empirical Formula: C8H6Cl2O3
Molecular Weight: 221.0374
Nominal Mass: 220 Da
Average Mass: 221.0374 Da
Monoisotopic Mass: 219.969399 Da
Quick Links: Permalink Similar Isomers
Systematic Name: 2-(2,4-dichlorophenoxy)acetic acid
SMILES: Clc1cc(Cl)ccc1OCC(=O)O
InChI: InChI=1/C8H6Cl2O3/c9-5-1-2-7(6(10)3-5)13-4-8(11)12/h1-3H,4H2,(H,1​1,12)
InChIKey: OVSKIKFHRZPJSS-UHFFFAOYAM
(Details...) Wikipedia Article(s)
2,4-Dichlorophenoxyacetic acid (2,4-D) is a common systemic herbicide used in the control of broadleaf weeds. It is the most widely used herbicide in the world, and the third most commonly used in North America. 24d.org 2,4-D is also an important synthetic auxin, often used in laboratories for plant research and as a supplement in plant cell culture media such as MS medium. Read more... or Edit at Wikipedia...
(Details...) Original Reference(s)
Data Source External ID(s)
Molbank Molbank 2006 Page M478
Disclaimer (Details...) Supplemental Information

User Data

  • experimental physchem properties
    • Melting Point: 136-140
    • Melting Point: 136 - 140 C
    • Boiling Point: 160/0.4mm
    • Boiling Point: Decomposes
    • Boiling Point: decomposes
    • Specific Gravity: 1.57
    • Solubility: 0.05%
    • Ionization Potential: ?
  • miscellaneous
    • Appearance: White to yellow, crystalline, odorless powder. [herbicide]
    • Appearance: light yellow crystalline powder
    • Stability: Stable, but moisture-sensitive and may be light-sensitive. Incompatible with strong oxidizing agents, corrodes many metals. Decomposes in water.
    • Toxicity: ORL-RAT LD50 370 mg kg-1, SKN-RAT LD50 1500 mg kg-1, SKN-RBT LD50 1400 mg kg-1
    • Safety: DANGER: POISON, cancer risk, irritates skin, eyes, lungs
    • Safety: Safety glasses, rubber gloves. Ensure adequate ventilation.
    • First Aid: Eye: Irrigate immediately Skin: Soap wash promptly Breathing: Respiratory support Swallow: Medical attention immediately
    • Exposure Routes: inhalation, skin absorption, ingestion, skin and/or eye contact
    • Symptoms: Lassitude (weakness, exhaustion), stupor, hyporeflexia, muscle twitching; convulsions; dermatitis; in animals: liver, kidney injury
    • Target Organs: Skin, central nervous system, liver, kidneys
    • Incompatibilities and Reactivities: Strong oxidizers
    • Personal protection and Sanitation: Skin: Prevent skin contact Eyes: Prevent eye contact Wash skin: When contaminated Remove: When wet or contaminated Change: Daily
    • Exposure Limits: NIOSH REL : TWA 10 mg/m 3 OSHA PEL : TWA 10 mg/m 3
    • Drug Status: agricultural use
(Details...) Names and Synonyms

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

2,4-D (2,​4-dichlor​ophenoxya​cetic aci​d)

2,4-Dichl​orophenox​yacetic A​cid

2,4-Dichl​orophenox​yacetic a​cid (2,4-​D)

Acetic ac​id, (2,4-​dichlorop​henoxy)-

Aminopiel​ik 50SL

Basalcoat

Diclordon

hedonal [Wiki]

Tiller S

Verton 2-D

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(Details...) Database ID(s)

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

312746_SI​GMA

36210_FLU​KA

45415_RIE​DEL

49083_SUP​ELCO

AI3-08538

AIDS009855

AIDS-0098​55

BRN 12142​42

C03664

Caswell N​o. 315

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(Details...) Predicted Properties
LogP: ACD/LogP: 2.59
XLogP: 2.60
ALOGPS: 2.82 		# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 0.09 ACD/LogD (pH 7.4): -1.08
ACD/BCF (pH 5.5): 1 ACD/BCF (pH 7.4): 1
ACD/KOC (pH 5.5): 1.94 ACD/KOC (pH 7.4): 1
#H bond acceptors: 3 #H bond donors: 1
#Freely Rotating Bonds: 3 Polar Surface Area: 35.53 Å2
Index of Refraction: 1.572 Molar Refractivity: 48.91 cm3
Molar Volume: 148.4 cm3 Polarizability: 19.39 10-24cm3
Surface Tension: 51.2 dyne/cm Density: 1.488 g/cm3
Flash Point: 162.8 °C Enthalpy of Vaporization: 62.24 kJ/mol
Boiling Point: 345.6 °C at 760 mmHg Vapour Pressure: 2.31E-05 mmHg at 25°C
(Details...) EPI Summary 
            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  2.62
    Log Kow (Exper. database match) =  2.81
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  329.17  (Adapted Stein & Brown method)
    Melting Pt (deg C):  109.13  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.79E-005  (Modified Grain method)
    MP  (exp database):  140.5 deg C
    BP  (exp database):  160 @ 0.4 mm Hg deg C
    VP  (exp database):  8.25E-05 mm Hg at 20 deg C
    Subcooled liquid VP: 0.00114 mm Hg (20 deg C, exp database VP )

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  336.2
       log Kow used: 2.81 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  677 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  679.77 mg/L
    Wat Sol (Exper. database match) =  677.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.21E-009  atm-m3/mole
   Group Method:   5.48E-008  atm-m3/mole
   Exper Database: 3.54E-08  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  2.414E-008 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.81  (exp database)
  Log Kaw used:  -5.839  (exp database)
      Log Koa (KOAWIN v1.10 estimate):  8.649
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4821
   Biowin2 (Non-Linear Model)     :   0.2193
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.6040  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.6608  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5174
   Biowin6 (MITI Non-Linear Model):   0.2599
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.1360
 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):  0.152 Pa (0.00114 mm Hg)
  Log Koa (Koawin est  ): 8.649
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.97E-005 
       Octanol/air (Koa) model:  0.000109 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.000712 
       Mackay model           :  0.00158 
       Octanol/air (Koa) model:  0.00868 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   6.6262 E-12 cm3/molecule-sec
      Half-Life =     1.614 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    19.370 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.00114 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  29.41
      Log Koc:  1.469 

 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: 2.81 (expkow database)

 Volatilization from Water:
    Henry LC:  3.54E-008 atm-m3/mole  (Henry experimental database)
    Half-Life from Model River: 2.459E+004  hours   (1025 days)
    Half-Life from Model Lake : 2.684E+005  hours   (1.118E+004 days)

 Removal In Wastewater Treatment:
    Total removal:               4.37  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     4.25  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       0.221           38.7         1000       
   Water     15              900          1000       
   Soil      84.6            1.8e+003     1000       
   Sediment  0.226           8.1e+003     0          
     Persistence Time: 1.53e+003 hr