ChemSpider 2D Image | Dimethyl maleate | C6H8O4

Dimethyl maleate

  • Molecular FormulaC6H8O4
  • Average mass144.125 Da
  • Monoisotopic mass144.042252 Da
  • ChemSpider ID4436352
  • Double-bond stereo - Double-bond stereo


More details:






Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(2Z)-2-Butènedioate de diméthyle [French] [ACD/IUPAC Name]
(Z)-2-Butenedioic acid dimethyl ester
210-848-5 [EINECS]
2-Butendioic acid, dimethyl ester, (Z)-
2-Butenedioic acid (2Z)-, dimethyl ester
2-Butenedioic acid (Z)-, dimethyl ester
2-Butenedioic acid, dimethyl ester, (2Z)- [ACD/Index Name]
624-48-6 [RN]
Dimethyl (2Z)-2-butenedioate [ACD/IUPAC Name]
Dimethyl (2Z)-but-2-enedioate
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

238198_ALDRICH [DBID]
63250_FLUKA [DBID]
AI3-07869 [DBID]
AIDS208582 [DBID]
AIDS-208582 [DBID]
BRN 0471705 [DBID]
CHEBI:35460 [DBID]
NSC 5161 [DBID]
NSC5161 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      colourless liquid Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Combustible. Incompatible with acids, bases, reducing agents,strong oxidizing agents. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-RAT LD50 1410 mg kg-1, SKN-RBT LD50 530 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      21/22-37/38-41 Alfa Aesar A18944
      23-26-36/37/39-60 Alfa Aesar A18944
      9-26-36/37 Alfa Aesar A18944
      Danger Alfa Aesar A18944
      H311-H318-H302-H315-H335 Alfa Aesar A18944
      P261-P280-P305+P351+P338-P361-P405-P501a Alfa Aesar A18944
      Safety glasses, adequate ventilation. Oxford University Chemical Safety Data (No longer updated) More details
      WARNING: Harmful through skin absorbtion or ingestion. Alfa Aesar A18944
      WARNING:Harmful by skin absorption/ingestion, irritates skin Alfa Aesar A18944
    • Chemical Class:

      A maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with methanol. It is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis. ChEBI CHEBI:35460
  • Gas Chromatography
    • Retention Index (Kovats):

      960 (estimated with error: 47) NIST Spectra mainlib_229041, replib_157790, replib_222943, replib_332952
      978 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column diameter: 0.20 mm; Column length: 25 m; Column type: Capillary; Start T: 150 C; CAS no: 624486; Active phase: Ultra-1; Carrier gas: N2; Phase thickness: 0.32 um; Data type: Kovats RI; Authors: Herrmann, F.; Dufka, O.; Churacek, J., Fused-Silica Capillary Gas Chromatography-Mass Spectrometry of Some Dicarboxylic Acids Present in Condensation-Type Polymers I. Dimethyl Esters, J. Chromatogr., 360, 1986, 79-88.) NIST Spectra nist ri
      979 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column diameter: 0.20 mm; Column length: 25 m; Column type: Capillary; Start T: 125 C; CAS no: 624486; Active phase: Ultra-1; Carrier gas: N2; Phase thickness: 0.32 um; Data type: Kovats RI; Authors: Herrmann, F.; Dufka, O.; Churacek, J., Fused-Silica Capillary Gas Chromatography-Mass Spectrometry of Some Dicarboxylic Acids Present in Condensation-Type Polymers I. Dimethyl Esters, J. Chromatogr., 360, 1986, 79-88.) NIST Spectra nist ri
      981 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column diameter: 0.20 mm; Column length: 25 m; Column type: Capillary; Start T: 100 C; CAS no: 624486; Active phase: Ultra-1; Carrier gas: N2; Phase thickness: 0.32 um; Data type: Kovats RI; Authors: Herrmann, F.; Dufka, O.; Churacek, J., Fused-Silica Capillary Gas Chromatography-Mass Spectrometry of Some Dicarboxylic Acids Present in Condensation-Type Polymers I. Dimethyl Esters, J. Chromatogr., 360, 1986, 79-88.) NIST Spectra nist ri
      984 (Program type: Isothermal; Col... (show more) umn class: Standard non-polar; Column diameter: 0.20 mm; Column length: 25 m; Column type: Capillary; Start T: 75 C; CAS no: 624486; Active phase: Ultra-1; Carrier gas: N2; Phase thickness: 0.32 um; Data type: Kovats RI; Authors: Herrmann, F.; Dufka, O.; Churacek, J., Fused-Silica Capillary Gas Chromatography-Mass Spectrometry of Some Dicarboxylic Acids Present in Condensation-Type Polymers I. Dimethyl Esters, J. Chromatogr., 360, 1986, 79-88.) NIST Spectra nist ri
    • Retention Index (Linear):

      1019.2 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Description: Multi-step temperature program; T(initial)=60C; T(final)=270C; CAS no: 624486; Active phase: VF-5MS; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Tret'yakov, K.V., Retention Data. NIST Mass Spectrometry Data Center., 2007.) NIST Spectra nist ri

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

Density: 1.1±0.1 g/cm3
Boiling Point: 193.0±0.0 °C at 760 mmHg
Vapour Pressure: 0.5±0.3 mmHg at 25°C
Enthalpy of Vaporization: 42.9±3.0 kJ/mol
Flash Point: 91.1±0.0 °C
Index of Refraction: 1.435
Molar Refractivity: 33.5±0.3 cm3
#H bond acceptors: 4
#H bond donors: 0
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 0.62
ACD/LogD (pH 5.5): 0.50
ACD/BCF (pH 5.5): 1.41
ACD/KOC (pH 5.5): 44.51
ACD/LogD (pH 7.4): 0.50
ACD/BCF (pH 7.4): 1.41
ACD/KOC (pH 7.4): 44.51
Polar Surface Area: 53 Å2
Polarizability: 13.3±0.5 10-24cm3
Surface Tension: 33.2±3.0 dyne/cm
Molar Volume: 128.2±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) =  1.21
    Log Kow (Exper. database match) =  0.22
       Exper. Ref:  Hansch,C et al. (1995)
    Log Kow (Exper. database match) =  0.74
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  150.99  (Adapted Stein & Brown method)
    Melting Pt (deg C):  -95.85  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.0797  (Modified Grain method)
    MP  (exp database):  103.5 deg C
    BP  (exp database):  193 deg C
    VP  (exp database):  3.00E-01 mm Hg at 25 deg C
    Subcooled liquid VP: 1.79 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):  1.877e+004
       log Kow used: 0.74 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  8e+004 mg/L (25 deg C)
        Exper. Ref:  RIDDICK,JA ET AL. (1986)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.5407e+005 mg/L
    Wat Sol (Exper. database match) =  80000.00
       Exper. Ref:  RIDDICK,JA ET AL. (1986)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.39E-007  atm-m3/mole
   Group Method:   1.34E-008  atm-m3/mole
   Exper Database: 7.11E-07  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  8.053E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.74  (exp database)
  Log Kaw used:  -4.537  (exp database)
      Log Koa (KOAWIN v1.10 estimate):  5.277
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0273
   Biowin2 (Non-Linear Model)     :   0.9999
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.1611  (weeks       )
   Biowin4 (Primary Survey Model) :   4.0977  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.9840
   Biowin6 (MITI Non-Linear Model):   0.9662
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.8736
 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):  239 Pa (1.79 mm Hg)
  Log Koa (Koawin est  ): 5.277
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.26E-008 
       Octanol/air (Koa) model:  4.65E-008 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  4.54E-007 
       Mackay model           :  1.01E-006 
       Octanol/air (Koa) model:  3.72E-006 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   7.3442 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =   8.2752 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.456 Days (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    1.293 Days (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.087500 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     0.175000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    13.097 Days (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     6.549 Days (at 7E11 mol/cm3) [Trans-isomer]
   Fraction sorbed to airborne particulates (phi): 7.3E-007 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  10
      Log Koc:  1.000 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  6.718E-001  L/mol-sec
  Kb Half-Life at pH 8:      11.941  days   
  Kb Half-Life at pH 7:     119.413  days   

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 0.74 (expkow database)

 Volatilization from Water:
    Henry LC:  7.11E-007 atm-m3/mole  (Henry experimental database)
    Half-Life from Model River:      989.8  hours   (41.24 days)
    Half-Life from Model Lake :  1.09E+004  hours   (454.1 days)

 Removal In Wastewater Treatment:
    Total removal:               1.91  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.78  percent
    Total to Air:                0.04  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       2.64            31.4         1000       
   Water     43.7            360          1000       
   Soil      53.6            720          1000       
   Sediment  0.084           3.24e+003    0          
     Persistence Time: 379 hr




                    

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