InChI=1/C6H10O6/c1-11-5(9)3(7)4(8)6(10)12-2/h3-4,7-8H,1-2H3/t3-,4-/m0/s1

Inherent Properties, Identifiers and References

ChemSpider ID:	19881
Empirical Formula:	C₆H₁₀O₆
Molecular Weight:	178.14
Nominal Mass:	178 Da
Average Mass:	178.14 Da
Monoisotopic Mass:	178.047738 Da

Systematic Name:

dimethyl (2S,3S)-2,3-dihydroxybutanedioate

SMILES:

O=C(OC)[C@@H](O)[C@H](O)C(=O)OC Copy

InChI:

InChI=1/C6H10O6/c1-11-5(9)3(7)4(8)6(10)12-2/h3-4,7-8H,1-2H3/t3-,4-/m0/s1 Copy

InChIKey:

PVRATXCXJDHJJN-IMJSIDKUBK

Std. InChI:

InChI=1S/C6H10O6/c1-11-5(9)3(7)4(8)6(10)12-2/h3-4,7-8H,1-2H3/t3-,4-/m0/s1 Copy

Std. InChIKey:

PVRATXCXJDHJJN-IMJSIDKUSA-N

Patents

Articles

Identifiers

Predicted Properties

Pred. Prop. (ACD/Labs)
Pred. Prop. (EPISuite)
NMRShiftDB

ACD/LogP:	-1.35	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	-1.35	ACD/LogD (pH 7.4):	-1.35
ACD/BCF (pH 5.5):	1	ACD/BCF (pH 7.4):	1
ACD/KOC (pH 5.5):	4.38	ACD/KOC (pH 7.4):	4.37
#H bond acceptors:	6	#H bond donors:	2
#Freely Rotating Bonds:	7	Polar Surface Area:	71.06 Å²
Index of Refraction:	1.47	Molar Refractivity:	36.38 cm³
Molar Volume:	130.3 cm³	Polarizability:	14.42 10^-24cm³
Surface Tension:	51.1 dyne/cm	Density:	1.367 g/cm³
Flash Point:	95.7 °C	Enthalpy of Vaporization:	60.21 kJ/mol
Boiling Point:	280 °C at 760 mmHg	Vapour Pressure:	0.000467 mmHg at 25°C

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -1.07

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  255.53  (Adapted Stein & Brown method)
    Melting Pt (deg C):  -16.97  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.000674  (Modified Grain method)
    MP  (exp database):  58 dec deg C
    BP  (exp database):  158 @ 0.2 mm Hg deg C
    VP  (exp database):  6.47E-04 mm Hg at 25 deg C
    Subcooled liquid VP: 0.00137 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):  4.568e+005
       log Kow used: -1.07 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.35E-005  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.458E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.07  (KowWin est)
  Log Kaw used:  -3.258  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  2.188
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.3286
   Biowin2 (Non-Linear Model)     :   1.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.4059  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.3075  (hours-days  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   1.0914
   Biowin6 (MITI Non-Linear Model):   0.9841
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.9545
 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):  0.183 Pa (0.00137 mm Hg)
  Log Koa (Koawin est  ): 2.188
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.64E-005 
       Octanol/air (Koa) model:  3.78E-011 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.000593 
       Mackay model           :  0.00131 
       Octanol/air (Koa) model:  3.03E-009 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   5.8933 E-12 cm3/molecule-sec
      Half-Life =     1.815 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    21.779 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.000953 (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 :  7.116E-001  L/mol-sec
  Kb Half-Life at pH 8:      11.274  days   
  Kb Half-Life at pH 7:     112.736  days   

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -1.07 (estimated)

 Volatilization from Water:
    Henry LC:  1.35E-005 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:      59.25  hours   (2.469 days)
    Half-Life from Model Lake :      758.2  hours   (31.59 days)

 Removal In Wastewater Treatment:
    Total removal:               2.58  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.74  percent
    Total to Air:                0.75  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       6.28            43.6         1000       
   Water     42.5            208          1000       
   Soil      51.2            416          1000       
   Sediment  0.0736          1.87e+003    0          
     Persistence Time: 232 hr

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