ChemSpider 2D Image | (1R,2R,5S)-4-(1,3-Pentadiyn-1-yloxy)-3',4',5',6'-tetrahydrospiro[6-oxabicyclo[3.1.0]hex-3-ene-2,2'-pyran]-5'-yl 3-methylbutanoate | C19H22O5

(1R,2R,5S)-4-(1,3-Pentadiyn-1-yloxy)-3',4',5',6'-tetrahydrospiro[6-oxabicyclo[3.1.0]hex-3-ene-2,2'-pyran]-5'-yl 3-methylbutanoate

  • Molecular FormulaC19H22O5
  • Average mass330.375 Da
  • Monoisotopic mass330.146729 Da
  • ChemSpider ID129725

  • defined stereocentres - 3 of 4 defined stereocentres

More details:

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

(1R,2R,5S)-4-(1,3-Pentadiyn-1-yloxy)-3',4',5',6'-tetrahydrospiro[6-oxabicyclo[3.1.0]hex-3-ene-2,2'-pyran]-5'-yl 3-methylbutanoate [ACD/IUPAC Name]
Butanoic acid, 3-methyl-, (1R,2R,5S)-3',4',5',6'-tetrahydro-4-(1,3-pentadiyn-1-yloxy)spiro[6-oxabicyclo[3.1.0]hex-3-ene-2,2'-[2H]pyran]-5'-yl ester [ACD/Index Name]
107259-45-0 [RN]
Butanoic acid, 3-methyl-, 3',4',5',6'-tetrahydro-4-(1,3-pentadiynyloxy)spiro(6-oxabicyclo(3.1.0)hex-3-ene-2,2'-(2H)pyran)-5'-yl ester, (1R-(1α,2β(R*),5α))-
Butanoic acid,3-methyl-,(1R,2S,5S,5'R)-3',4',5',6'-tetrahydro-4-(1,3-pentadiynyloxy)spiro[6-oxabicyclo[3.1.0]hex-3-ene-2,2'-[2H]pyran]-5'-ylester (9CI)
Lactiflorasyne

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

Density: 1.2±0.1 g/cm3
Boiling Point: 443.9±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 70.2±3.0 kJ/mol
Flash Point: 194.2±31.5 °C
Index of Refraction: 1.557
Molar Refractivity: 86.6±0.4 cm3
#H bond acceptors: 5
#H bond donors: 0
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 0
ACD/LogP: 4.83
ACD/LogD (pH 5.5): 4.10
ACD/BCF (pH 5.5): 769.57
ACD/KOC (pH 5.5): 4051.13
ACD/LogD (pH 7.4): 4.10
ACD/BCF (pH 7.4): 769.57
ACD/KOC (pH 7.4): 4051.13
Polar Surface Area: 57 Å2
Polarizability: 34.3±0.5 10-24cm3
Surface Tension: 50.2±5.0 dyne/cm
Molar Volume: 268.9±5.0 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) =  2.66

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  399.42  (Adapted Stein & Brown method)
    Melting Pt (deg C):  165.61  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.06E-007  (Modified Grain method)
    Subcooled liquid VP: 8.59E-006 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):  43.28
       log Kow used: 2.66 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  955.95 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Epoxides
       Esters
       Vinyl/Allyl Ethers

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.52E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.074E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.66  (KowWin est)
  Log Kaw used:  -8.207  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  10.867
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.4616
   Biowin2 (Non-Linear Model)     :   0.0001
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3711  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4174  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2477
   Biowin6 (MITI Non-Linear Model):   0.0230
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.7918
 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):  0.00115 Pa (8.59E-006 mm Hg)
  Log Koa (Koawin est  ): 10.867
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00262 
       Octanol/air (Koa) model:  0.0181 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0864 
       Mackay model           :  0.173 
       Octanol/air (Koa) model:  0.591 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 178.2891 E-12 cm3/molecule-sec
      Half-Life =     0.060 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.720 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.143500 E-17 cm3/molecule-sec
      Half-Life =     1.002 Days (at 7E11 mol/cm3)
      Half-Life =     24.052 Hrs
   Fraction sorbed to airborne particulates (phi): 0.13 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  45.33
      Log Koc:  1.656 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.266E-002  L/mol-sec
  Kb Half-Life at pH 8:       1.734  years  
  Kb Half-Life at pH 7:      17.342  years  

  Total Ka (acid-catalyzed) at 25 deg C :  5.119E+006  L/mol-sec [cis-isomer]
  Total Ka (acid-catalyzed) at 25 deg C :  1.200E+006  L/mol-sec [trans-isomer]
  Ka Half-Life at pH 7:       1.354  seconds  [cis-isomer]
  Ka Half-Life at pH 7:       5.776  seconds  [trans-isomer]
 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.350 (BCF = 22.38)
       log Kow used: 2.66 (estimated)

 Volatilization from Water:
    Henry LC:  1.52E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.001E+006  hours   (2.917E+005 days)
    Half-Life from Model Lake : 7.638E+007  hours   (3.182E+006 days)

 Removal In Wastewater Treatment:
    Total removal:               3.64  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.54  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       0.00134         1.36         1000       
   Water     14.8            900          1000       
   Soil      85              1.8e+003     1000       
   Sediment  0.165           8.1e+003     0          
     Persistence Time: 1.68e+003 hr

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