ChemSpider 2D Image | (E)-Ethyl caffeate | C11H12O4

(E)-Ethyl caffeate

  • Molecular FormulaC11H12O4
  • Average mass208.211 Da
  • Monoisotopic mass208.073563 Da
  • ChemSpider ID4476132
  • Double-bond stereo - Double-bond stereo


More details:






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

(E)-Ethyl caffeate
(2E)-3-(3,4-Dihydroxyphényl)acrylate d'éthyle [French] [ACD/IUPAC Name]
(E)-ethyl 3-(3,4-dihydroxyphenyl)acrylate
102-37-4 [RN]
2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, ethyl ester [ACD/Index Name]
2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, ethyl ester, (2E)- [ACD/Index Name]
3,4-Dihydroxycinnamic acid ethyl ester
76GBB1JU5Y
caffeic acid ethyl ester
Ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate [ACD/IUPAC Name]
More...

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

AIDS085229 [DBID]
AIDS-085229 [DBID]
CCRIS 4693 [DBID]
NSC619661 [DBID]
ZINC01614326 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Not Available Novochemy [NC-21853]
    • Safety:

      20/21/22 Novochemy [NC-21853]
      20/21/36/37/39 Novochemy [NC-21853]
      26-37 Alfa Aesar B24808
      36/37/38 Alfa Aesar B24808
      GHS07; GHS09 Novochemy [NC-21853]
      H315-H319-H335 Alfa Aesar B24808
      H332; H403 Novochemy [NC-21853]
      P261-P280-P305+P351+P338-P304+P340-P405-P501a Alfa Aesar B24808
      P301+P310; P337+P313 Novochemy [NC-21853]
      Warning Alfa Aesar B24808
      Warning Novochemy [NC-21853]
      Xn Novochemy [NC-21853]
    • Chemical Class:

      An ethyl ester resulting from the formal condensation of the carboxy group of <stereo>trans</stereo>-caffeic acid with ethanol. ChEBI CHEBI:132714
  • Gas Chromatography
    • Retention Index (Normal Alkane):

      2066 (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: 2 K/min; Start T: 40 C; End T: 250 C; CAS no: 102374; Active phase: DB-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Guntert, M.; Rapp, A.; Takeoka, G.R.; Jennings, W., HRGC and HRGC-MS applied to wine constituents of lower volatility, Z. Lebensm. Unters. Forsch., 182(3), 1986, 200-204.) 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: 377.0±32.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.9 mmHg at 25°C
Enthalpy of Vaporization: 64.9±3.0 kJ/mol
Flash Point: 148.4±18.6 °C
Index of Refraction: 1.612
Molar Refractivity: 56.9±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 1.72
ACD/LogD (pH 5.5): 2.18
ACD/BCF (pH 5.5): 26.61
ACD/KOC (pH 5.5): 364.36
ACD/LogD (pH 7.4): 2.15
ACD/BCF (pH 7.4): 25.08
ACD/KOC (pH 7.4): 343.41
Polar Surface Area: 67 Å2
Polarizability: 22.6±0.5 10-24cm3
Surface Tension: 54.3±3.0 dyne/cm
Molar Volume: 163.8±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) =  1.89
    Log Kow (Exper. database match) =  2.56
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  343.86  (Adapted Stein & Brown method)
    Melting Pt (deg C):  122.26  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.73E-006  (Modified Grain method)
    Subcooled liquid VP: 1.6E-005 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):  982.8
       log Kow used: 2.56 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  35665 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.95E-014  atm-m3/mole
   Group Method:   1.65E-014  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  4.823E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.56  (exp database)
  Log Kaw used:  -11.614  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.174
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0542
   Biowin2 (Non-Linear Model)     :   0.9974
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.9920  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8557  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6517
   Biowin6 (MITI Non-Linear Model):   0.6909
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.6825
 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):  0.00213 Pa (1.6E-005 mm Hg)
  Log Koa (Koawin est  ): 14.174
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00141 
       Octanol/air (Koa) model:  36.6 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0483 
       Mackay model           :  0.101 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  43.2522 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  45.9122 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    2.968 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    2.796 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.050000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     2.100000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.091 Days (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    13.097 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.0747 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1276
      Log Koc:  3.106 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.133E-002  L/mol-sec
  Kb Half-Life at pH 8:       1.939  years  
  Kb Half-Life at pH 7:      19.386  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.271 (BCF = 18.67)
       log Kow used: 2.56 (expkow database)

 Volatilization from Water:
    Henry LC:  1.65E-014 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River:  5.12E+010  hours   (2.133E+009 days)
    Half-Life from Model Lake : 5.586E+011  hours   (2.327E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               3.28  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     3.17  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       3.14e-007       4.84         1000       
   Water     18.4            360          1000       
   Soil      81.5            720          1000       
   Sediment  0.141           3.24e+003    0          
     Persistence Time: 757 hr




                    

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