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Cyclooctatetraene

ChemSpider ID: 553448
Molecular Formula: C₈H₈
Average mass: 104.149101 Da
Monoisotopic mass: 104.062599 Da
Systematic name

1,3,5,7-Cyclooctatetraene
SMILES and InChIs

SMILES:

C1=C\C=C/C=C\C=C1 Copied

Std. InChI:

InChI=1S/C8H8/c1-2-4-6-8-7-5-3-1/h1-8H/b2-1-,3-1-,4-2-,5-3-,6-4-,7-5-,8-6-,8-7- Copied

Std. InChIKey:

KDUIUFJBNGTBMD-BONZMOEMSA-N Copied
Cite this record
CSID:553448, http://www.chemspider.com/Chemical-Structure.553448.html (accessed 08:20, May 23, 2013) Copied

Data supplied by datasources and users.

Experimental Physico-chemical Properties

Experimental Melting Point:

-5 deg C (-5 °C) Alfa Aesar

-27 C (-27 °C) Oxford University Chemical Safety Data

Experimental Boiling Point:

142-143 deg C (142-143 °C) Alfa Aesar

142-143 C (142-143 °C) Oxford University Chemical Safety Data

Experimental Flash Point:

20 deg C (20 °C) Alfa Aesar

(Liquid, Low) Alfa Aesar

22 C (22 °C) Oxford University Chemical Safety Data

Experimental Refraction Index:

1.537 Alfa Aesar

Miscellaneous

Appearance:

colourless to light yellow liquid Oxford University Chemical Safety Data

Stability:

Unstable - commercial product may be stabilized by the addition of a small amount ofhydroquinone. May form explosive peroxides in storage. Do not distill to small volume. Readily forms explosive mixtu res with air. Flammable. Incompatible with air, strong oxidizing agents. Oxford University Chemical Safety Data

Safety:

DANGER: FLAMMABLE, irritates skin, eyes, lungs Alfa Aesar

Safety glasses, adequate ventilation. If using a previously-openedbottle test for peroxides prior to use. If white crystals are apparent aroundthe neck of a bottle, do not open since peroxides may dec omposeexplosively as a result of the friction of turning the bottle cap. Oxford University Chemical Safety Data

Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:	2.551	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	2.55	ACD/LogD (pH 7.4):	2.55
ACD/BCF (pH 5.5):	51.13	ACD/BCF (pH 7.4):	51.13
ACD/KOC (pH 5.5):	581.68	ACD/KOC (pH 7.4):	581.68
#H bond acceptors:	0	#H bond donors:	0
#Freely Rotating Bonds:	0	Polar Surface Area:	0 Å²
Index of Refraction:	1.526	Molar Refractivity:	35.309 cm³
Molar Volume:	115.105 cm³	Polarizability:	13.997 10^-24cm³
Surface Tension:	38.0369987487793 dyne/cm	Density:	0.905 g/cm³
Flash Point:	22.222 °C	Enthalpy of Vaporization:	36.213 kJ/mol
Boiling Point:	140.499 °C at 760 mmHg	Vapour Pressure:	7.63600015640259 mmHg at 25°C

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, for more information see their website.

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  3.30
    Log Kow (Exper. database match) =  3.08
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  152.52  (Adapted Stein & Brown method)
    Melting Pt (deg C):  -55.11  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  7.79  (Mean VP of Antoine & Grain methods)
    MP  (exp database):  -4.7 deg C
    BP  (exp database):  140.5 deg C
    VP  (exp database):  7.80E+00 mm Hg at 25 deg C

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  77.29
       log Kow used: 3.08 (expkow database)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  223.91 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.22E-002  atm-m3/mole
   Group Method:   8.88E-004  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.381E-002 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.08  (exp database)
  Log Kaw used:  0.405  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  2.675
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6980
   Biowin2 (Non-Linear Model)     :   0.8220
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.9690  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6975  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4518
   Biowin6 (MITI Non-Linear Model):   0.4371
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.2479
 Ready Biodegradability Prediction:   NO

 Hydrocarbon Biodegradation (BioHCwin v1.01):
     LOG BioHC Half-Life (days) :   0.4367
     BioHC Half-Life (days)     :   2.7331

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  1.04E+003 Pa (7.8 mm Hg)
  Log Koa (Koawin est  ): 2.675
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.88E-009 
       Octanol/air (Koa) model:  1.16E-010 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1.04E-007 
       Mackay model           :  2.31E-007 
       Octanol/air (Koa) model:  9.29E-009 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 205.1900 E-12 cm3/molecule-sec
      Half-Life =     0.052 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.626 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.620000 E-17 cm3/molecule-sec
      Half-Life =     0.707 Days (at 7E11 mol/cm3)
      Half-Life =     16.978 Hrs
   Fraction sorbed to airborne particulates (phi): 1.67E-007 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  562.9
      Log Koc:  2.750 

 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 = 1.672 (BCF = 46.95)
       log Kow used: 3.08 (expkow database)

 Volatilization from Water:
    Henry LC:  0.000888 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River:      1.714  hours
    Half-Life from Model Lake :      104.3  hours   (4.345 days)

 Removal In Wastewater Treatment:
    Total removal:              31.34  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     5.39  percent
    Total to Air:               25.85  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.274           1.17         1000       
   Water     20.9            360          1000       
   Soil      78.4            720          1000       
   Sediment  0.407           3.24e+003    0          
     Persistence Time: 331 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

Category	Target	PDB Code	LASSO Score
Other Enzymes	ALR2, aldose reductase	1ah3	1.00
Kinases	SRC, tyrosine kinase SRC	2src	1.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.96
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.93
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.73
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.56
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.43
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.30
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.15
Other Enzymes	NA, neuraminidase	1a4g	0.14
Other Enzymes	HIVPR, HIV protease	1hpx	0.13
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.11
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.10
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.09
Kinases	HSP90, human heat shock protein 90	1uy6	0.07
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.06
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.04
Serine Proteases	Thrombin	1ba8	0.03
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.02
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.02
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.02
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.02
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.00
Serine Proteases	Trypsin	1bju	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.00
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.00
Metalloenzymes	PDE5, phosphodiesterase 5	1xp0	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Serine Proteases	FXa, factor Xa	1f0r	0.00
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Kinases	TK, thymidine kinase	1kim	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00

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Cyclooctatetraene

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Cyclooctatetraene

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