(2E,2'E)-4,4'-(1,5-Naphthalenediyldiimino)bis(4-oxo-2-butenoic acid)

Molecular FormulaC₁₈H₁₄N₂O₆
Average mass354.314 Da
Monoisotopic mass354.085175 Da
ChemSpider ID911869

- Double-bond stereo

More details:

Names and Synonyms

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

(2E,2'E)-4,4'-(1,5-Naphthalenediyldiimino)bis(4-oxo-2-butenoic acid) [ACD/IUPAC Name]

(2E,2'E)-4,4'-(1,5-Naphthalindiyldiimino)bis(4-oxo-2-butensäure) [German] [ACD/IUPAC Name]

2-Butenoic acid, 4,4'-(1,5-naphthalenediyldiimino)bis[4-oxo-, (2E,2'E)- [ACD/Index Name]

Acide (2E,2'E)-4,4'-(1,5-naphtalènediyldiimino)bis(4-oxo-2-buténoïque) [French] [ACD/IUPAC Name]

(2E)-3-((5-[(2E)-3-CARBOXYPROP-2-ENAMIDO]NAPHTHALEN-1-YL)CARBAMOYL)PROP-2-ENOIC ACID

(2E)-3-({5-[(2E)-3-CARBOXYPROP-2-ENAMIDO]NAPHTHALEN-1-YL}CARBAMOYL)PROP-2-ENOIC ACID

(2E)-3-{N-[5-((2E)-3-carboxyprop-2-enoylamino)naphthyl]carbamoyl}prop-2-enoic cid

(2E,2'E)-4,4'-(naphthalene-1,5-diyldiimino)bis(4-oxobut-2-enoic acid)

(2E,2'E)-4,4'-[naphthalene-1,5-diyldi(imino)]bis(4-oxobut-2-enoic acid)

(2Z,2'Z)-4,4'-(Naphthalene-1,5-diylbis(azanediyl))bis(4-oxobut-2-enoic acid)

More...

Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon
Predicted - Mcule

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density:	1.5±0.1 g/cm³
Boiling Point:	786.2±60.0 °C at 760 mmHg
Vapour Pressure:	0.0±2.9 mmHg at 25°C
Enthalpy of Vaporization:	120.0±3.0 kJ/mol
Flash Point:	429.3±32.9 °C
Index of Refraction:	1.748
Molar Refractivity:	94.4±0.3 cm³
#H bond acceptors:	8
#H bond donors:	4
#Freely Rotating Bonds:	6
#Rule of 5 Violations:	0

ACD/LogP:	1.64
ACD/LogD (pH 5.5):	-3.74
ACD/BCF (pH 5.5):	1.00
ACD/KOC (pH 5.5):	1.00
ACD/LogD (pH 7.4):	-3.91
ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 7.4):	1.00
Polar Surface Area:	133 Å²
Polarizability:	37.4±0.5 10^-24cm³
Surface Tension:	80.6±3.0 dyne/cm
Molar Volume:	232.2±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) =  1.90

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  691.51  (Adapted Stein & Brown method)
    Melting Pt (deg C):  302.06  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.26E-016  (Modified Grain method)
    Subcooled liquid VP: 2.82E-013 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):  138.1
       log Kow used: 1.90 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  230.75 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.66E-024  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  7.630E-019 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.90  (KowWin est)
  Log Kaw used:  -21.565  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  23.465
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.1445
   Biowin2 (Non-Linear Model)     :   0.9905
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0370  (weeks       )
   Biowin4 (Primary Survey Model) :   4.5185  (hours-days  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3477
   Biowin6 (MITI Non-Linear Model):   0.0559
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.7928
 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):  3.76E-011 Pa (2.82E-013 mm Hg)
  Log Koa (Koawin est  ): 23.465
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  7.98E+004 
       Octanol/air (Koa) model:  7.16E+010 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 214.8580 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 216.7200 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.597 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.592 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.175000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     0.350000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     6.549 Days (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     3.274 Days (at 7E11 mol/cm3) [Trans-isomer]
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  6660
      Log Koc:  3.823 

 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: 1.90 (estimated)

 Volatilization from Water:
    Henry LC:  6.66E-024 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.655E+020  hours   (6.895E+018 days)
    Half-Life from Model Lake : 1.805E+021  hours   (7.522E+019 days)

 Removal In Wastewater Treatment:
    Total removal:               2.16  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     2.07  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       9.43e-010       1.19         1000       
   Water     23.9            360          1000       
   Soil      76              720          1000       
   Sediment  0.0763          3.24e+003    0          
     Persistence Time: 698 hr

Click to predict properties on the Chemicalize site

Patents	Personal Collections
Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
Information Aggregators	Journal Publishers via MeSH
Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

(2E,2'E)-4,4'-(1,5-Naphthalenediyldiimino)bis(4-oxo-2-butenoic acid)

More details:

Search ChemSpider:

Search Google: