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ChemSpider 2D Image | (E)-p-coumaric acid | C9H8O3

(E)-p-coumaric acid

  • Molecular FormulaC9H8O3
  • Average mass164.158 Da
  • Monoisotopic mass164.047348 Da
  • ChemSpider ID553148
  • Double-bond stereo - Double-bond stereo


More details:



Featured data source



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

(E)-p-coumaric acid
(2E)-3-(4-Hydroxyphenyl)acrylic acid [ACD/IUPAC Name]
(2E)-3-(4-Hydroxyphenyl)acrylsäure [German] [ACD/IUPAC Name]
(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid
(E)-4-Hydroxycinnamic acid
(E)-p-hydroxycinnamic acid
231-000-0 [EINECS]
2-Propenoic acid, 3- (4-hydroxyphenyl)-
2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)- [ACD/Index Name]
More...

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

MFCD00004399 [DBID]
28200_FLUKA [DBID]
AIDS027710 [DBID]
AIDS-027710 [DBID]
AIDS226290 [DBID]
AIDS-226290 [DBID]
BRN 2207381 [DBID]
BRN 2207383 [DBID]
C00811 [DBID]
C9008_SIGMA [DBID]
More...
  • Spectroscopy
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Brown Powder Novochemy [NC-30554]
    • Safety:

      20/21/36/37/39 Novochemy [NC-30554]
      26-36/37 Alfa Aesar A15167
      36/37/38 Novochemy [NC-30554]
      36/37/38-62 Alfa Aesar A15167
      GHS07 Biosynth Q-100560
      GHS07; GHS09 Novochemy [NC-30554]
      H315; H319; H335 Biosynth Q-100560
      H332; H403 Novochemy [NC-30554]
      H361-H315-H319-H335 Alfa Aesar A15167
      IRRITANT Matrix Scientific 072940
      P261; P280; P302+P352; P304+P340; P305+P351+P338; P312 Biosynth Q-100560
      P261-P280-P281-P305+P351+P338-P405-P501a Alfa Aesar A15167
      P332+P313; P305+P351+P338 Novochemy [NC-30554]
      R52/53 Novochemy [NC-30554]
      Teratogenic/Irritant/Air Sensitive/Store under Argon SynQuest 2929-1-E00
      Warning Alfa Aesar A15167
      Warning Biosynth Q-100560
      Warning Novochemy [NC-30554]
      WARNING: Irritates lungs, eyes, skin Alfa Aesar A15167
    • Target Organs:

      Others TargetMol T2863
    • Chemical Class:

      Hydroxycinnamic acids Phenol-Explorer 454
      Phenolic acids Phenol-Explorer 454
      The <stereo>trans</stereo>-isomer of 4-coumaric acid. ChEBI CHEBI:32374
      The trans-isomer of 4-coumaric acid. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:32374
    • Compound Source:

      Citrus sp. (Rutaceae) Susan Richardson [Structure found on ChemSpider, confirmed from ACD/Dictionary, The Merck Index Online, ChEBI and ChEMBL]
      Isolated from a plant Susan Richardson [Structure found on ChemSpider, confirmed from ACD/Dictionary, The Merck Index Online, ChEBI and ChEMBL]
    • Bio Activity:

      Others TargetMol T2863
  • Gas Chromatography
    • Retention Index (Kovats):

      1577 (estimated with error: 89) NIST Spectra mainlib_221235, mainlib_26655, replib_234304
    • Retention Index (Normal Alkane):

      1631 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; CAS no: 7400080; Active phase: DB-1; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Marlatt, C.; Ho, C.-T.; Chien, M., Studies of aroma constituents bound as glycosides in tomato, J. Agric. Food Chem., 40, 1992, 249-252.) NIST Spectra nist ri
      1635 (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: 7400080; 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

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

Density: 1.3±0.1 g/cm3
Boiling Point: 346.1±17.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.8 mmHg at 25°C
Enthalpy of Vaporization: 62.3±3.0 kJ/mol
Flash Point: 177.3±17.4 °C
Index of Refraction: 1.660
Molar Refractivity: 45.6±0.3 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 1.88
ACD/LogD (pH 5.5): 0.47
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 11.91
ACD/LogD (pH 7.4): -1.32
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 58 Å2
Polarizability: 18.1±0.5 10-24cm3
Surface Tension: 62.4±3.0 dyne/cm
Molar Volume: 123.5±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) =  1.59
    Log Kow (Exper. database match) =  1.46
       Exper. Ref:  Sangster (1994)
    Log Kow (Exper. database match) =  1.79
       Exper. Ref:  Sangster (1994)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  329.80  (Adapted Stein & Brown method)
    Melting Pt (deg C):  112.10  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.21E-006  (Modified Grain method)
    MP  (exp database):  211.5 deg C
    Subcooled liquid VP: 0.000116 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):  1.83e+004
       log Kow used: 1.79 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  27187 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.35E-012  atm-m3/mole
   Group Method:   2.50E-013  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.428E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.79  (exp database)
  Log Kaw used:  -10.258  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.048
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8579
   Biowin2 (Non-Linear Model)     :   0.9028
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.2574  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.0362  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5144
   Biowin6 (MITI Non-Linear Model):   0.4868
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.5748
 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):  0.0155 Pa (0.000116 mm Hg)
  Log Koa (Koawin est  ): 12.048
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000194 
       Octanol/air (Koa) model:  0.274 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00696 
       Mackay model           :  0.0153 
       Octanol/air (Koa) model:  0.956 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  51.7329 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  54.3929 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    2.481 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    2.360 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): 0.0111 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  78.21
      Log Koc:  1.893 

 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: 1.79 (expkow database)

 Volatilization from Water:
    Henry LC:  2.5E-013 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 3.001E+009  hours   (1.25E+008 days)
    Half-Life from Model Lake : 3.273E+010  hours   (1.364E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               2.09  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     2.00  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       8.7e-006        4.17         1000       
   Water     24.4            208          1000       
   Soil      75.5            416          1000       
   Sediment  0.0648          1.87e+003    0          
     Persistence Time: 432 hr




                    

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