Chemical Properties of Bicyclo[3.1.1]hept-3-en-2-one, 4,6,6-trimethyl- (CAS 80-57-9)

Bicyclo[3.1.1]hept-3-en-2-one, 4,6,6-trimethyl-

InChI
InChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3
InChI Key
DCSCXTJOXBUFGB-UHFFFAOYSA-N
Formula
C10H14O
SMILES
CC1=CC(=O)C2CC1C2(C)C
Molecular Weight1
150.22
CAS
80-57-9
Other Names
  • 2-Pinen-4-one
  • 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one
  • Berbenone
  • Verbenone
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Physical Properties

Property Value Unit Source
ΔfusH° 10.94 kJ/mol Joback Calculated Property
ΔvapH° 59.98 kJ/mol Relay (1.0) Calculated Property
IE 9.27 eV Relay (1.0) Calculated Property
logPoct/wat 2.178 Crippen Calculated Property
McVol 127.310 ml/mol McGowan Calculated Property
Inp [1164.00; 1245.00]   Show Hide
Inp 1191.00 NIST
Inp 1190.90 NIST
Inp 1202.00 NIST
Inp 1206.00 NIST
Inp 1207.00 NIST
Inp 1207.00 NIST
Inp 1205.00 NIST
Inp 1204.00 NIST
Inp 1207.00 NIST
Inp 1209.00 NIST
Inp 1197.00 NIST
Inp 1195.00 NIST
Inp 1184.00 NIST
Inp 1206.00 NIST
Inp 1189.00 NIST
Inp Outlier 1167.00 NIST
Inp 1201.00 NIST
Inp 1204.00 NIST
Inp 1204.00 NIST
Inp 1204.00 NIST
Inp 1204.00 NIST
Inp 1214.00 NIST
Inp 1204.00 NIST
Inp 1173.00 NIST
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Inp 1204.00 NIST
Inp 1205.00 NIST
Inp 1198.00 NIST
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Inp 1205.00 NIST
Inp 1203.00 NIST
Inp 1209.00 NIST
Inp 1204.00 NIST
Inp 1196.00 NIST
Inp 1206.00 NIST
Inp 1183.00 NIST
Inp 1205.00 NIST
Inp 1204.00 NIST
Inp 1206.00 NIST
Inp 1178.00 NIST
Inp 1205.00 NIST
Inp 1202.00 NIST
Inp 1202.00 NIST
Inp 1180.00 NIST
Inp 1212.00 NIST
Inp 1176.00 NIST
Inp 1205.00 NIST
Inp 1205.00 NIST
Inp 1223.00 NIST
Inp 1206.00 NIST
Inp 1184.00 NIST
Inp 1182.00 NIST
Inp 1204.00 NIST
Inp 1205.00 NIST
Inp 1200.00 NIST
Inp 1176.00 NIST
Inp 1177.00 NIST
Inp 1206.00 NIST
Inp 1207.00 NIST
Inp 1206.00 NIST
Inp 1201.00 NIST
Inp 1209.00 NIST
Inp 1188.00 NIST
Inp 1200.00 NIST
Inp 1219.00 NIST
Inp 1205.00 NIST
Inp 1206.00 NIST
Inp 1218.00 NIST
Inp 1206.00 NIST
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Inp 1206.00 NIST
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Inp 1204.00 NIST
Inp 1206.00 NIST
Inp 1205.00 NIST
Inp 1212.00 NIST
Inp 1183.00 NIST
Inp 1194.90 NIST
Inp 1184.00 NIST
Inp 1220.92 NIST
Inp 1205.00 NIST
Inp 1184.00 NIST
Inp 1177.00 NIST
Inp 1181.00 NIST
Inp 1179.00 NIST
Inp 1210.00 NIST
Inp 1194.00 NIST
Inp 1196.00 NIST
Inp 1195.00 NIST
Inp 1204.00 NIST
Inp 1205.00 NIST
Inp 1184.00 NIST
Inp 1206.00 NIST
Inp 1192.00 NIST
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Inp 1210.00 NIST
Inp 1211.00 NIST
Inp 1213.00 NIST
Inp 1216.00 NIST
Inp 1208.00 NIST
Inp 1214.00 NIST
Inp 1210.00 NIST
Inp 1205.00 NIST
Inp 1205.00 NIST
Inp 1188.00 NIST
Inp 1175.00 NIST
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Inp 1211.00 NIST
Inp 1174.00 NIST
Inp 1204.00 NIST
Inp 1217.00 NIST
Inp 1200.00 NIST
Inp 1209.00 NIST
Inp Outlier 1168.00 NIST
Inp 1207.00 NIST
Inp 1208.00 NIST
Inp 1208.00 NIST
Inp 1200.00 NIST
Inp 1208.00 NIST
Inp 1204.00 NIST
Inp 1206.00 NIST
Inp 1184.00 NIST
Inp 1177.00 NIST
Inp 1204.00 NIST
Inp 1203.00 NIST
Inp 1184.00 NIST
Inp 1216.00 NIST
Inp 1204.00 NIST
Inp Outlier 1169.00 NIST
Inp 1204.00 NIST
Inp 1176.00 NIST
Inp 1200.00 NIST
Inp 1207.00 NIST
Inp 1190.00 NIST
Inp 1184.00 NIST
Inp 1205.00 NIST
Inp 1177.00 NIST
Inp 1205.00 NIST
Inp 1206.00 NIST
Inp 1180.00 NIST
Inp 1183.00 NIST
Inp 1183.00 NIST
Inp 1207.00 NIST
Inp 1208.00 NIST
Inp 1182.00 NIST
Inp 1210.00 NIST
Inp 1205.00 NIST
Inp Outlier 1170.00 NIST
Inp 1206.00 NIST
Inp 1204.00 NIST
Inp 1203.00 NIST
Inp 1209.00 NIST
Inp 1193.00 NIST
Inp 1185.00 NIST
Inp 1204.00 NIST
Inp 1208.00 NIST
Inp Outlier 1170.00 NIST
Inp 1217.00 NIST
Inp 1217.00 NIST
Inp 1211.00 NIST
Inp 1205.00 NIST
Inp 1204.00 NIST
Inp 1195.00 NIST
Inp 1186.00 NIST
Inp 1222.00 NIST
Inp 1209.00 NIST
Inp 1206.00 NIST
Inp 1197.00 NIST
Inp 1189.00 NIST
Inp Outlier 1233.00 NIST
Inp 1184.00 NIST
Inp 1204.00 NIST
Inp 1207.00 NIST
Inp 1203.00 NIST
Inp 1207.00 NIST
Inp 1192.00 NIST
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Inp 1186.00 NIST
Inp 1205.00 NIST
Inp 1191.00 NIST
Inp 1195.00 NIST
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Inp 1205.00 NIST
Inp 1225.00 NIST
Inp 1200.00 NIST
Inp 1174.00 NIST
Inp 1207.00 NIST
Inp 1205.00 NIST
Inp 1186.00 NIST
Inp 1226.00 NIST
Inp 1189.00 NIST
Inp 1197.00 NIST
Inp 1205.00 NIST
Inp 1211.00 NIST
Inp 1199.00 NIST
Inp 1175.00 NIST
Inp 1178.00 NIST
Inp Outlier 1164.00 NIST
Inp 1178.00 NIST
Inp 1208.00 NIST
Inp 1218.00 NIST
Inp 1204.00 NIST
Inp 1207.00 NIST
Inp 1208.00 NIST
Inp 1218.00 NIST
Inp 1218.00 NIST
Inp 1205.00 NIST
Inp 1204.00 NIST
Inp 1203.00 NIST
Inp 1205.00 NIST
Inp 1208.00 NIST
Inp 1204.00 NIST
Inp 1204.00 NIST
Inp 1221.00 NIST
Inp 1208.00 NIST
Inp 1207.00 NIST
Inp 1207.00 NIST
Inp 1205.00 NIST
Inp 1193.00 NIST
Inp 1204.00 NIST
Inp 1208.00 NIST
Inp 1205.00 NIST
Inp 1207.00 NIST
Inp 1209.00 NIST
Inp Outlier 1245.00 NIST
Inp Outlier 1245.00 NIST
Inp 1205.00 NIST
Inp 1205.00 NIST
Inp 1199.00 NIST
Inp 1205.00 NIST
Inp 1221.00 NIST
Inp 1189.00 NIST
Inp 1205.00 NIST
Inp 1203.00 NIST
Inp 1175.00 NIST
Inp 1221.00 NIST
Inp Outlier 1245.00 NIST
Inp 1195.00 NIST
Inp 1221.00 NIST
Inp Outlier 1245.00 NIST
Inp 1217.00 NIST
Inp 1205.00 NIST
Inp Outlier 1164.00 NIST
Inp 1196.00 NIST
Inp Outlier 1164.00 NIST
Inp 1180.00 NIST
Inp Outlier 1164.00 NIST
Inp Outlier 1236.00 NIST
Inp 1183.00 NIST
Inp 1191.00 NIST
Inp Outlier 1164.00 NIST
Inp 1195.00 NIST
Inp 1185.00 NIST
Inp 1204.00 NIST
Inp 1206.00 NIST
Inp 1207.00 NIST
Inp 1173.00 NIST
Inp 1185.00 NIST
Inp 1191.00 NIST
Ip [1676.00; 1742.00]   Show Hide
Ip 1730.00 NIST
Ip 1697.00 NIST
Ip 1699.00 NIST
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Ip 1723.00 NIST
Ip 1696.00 NIST
Ip Outlier 1679.00 NIST
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Ip 1715.00 NIST
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Ip 1695.00 NIST
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Ip 1701.00 NIST
Ip 1730.00 NIST
Ip 1733.00 NIST
Ip 1735.00 NIST
Ip Outlier 1676.00 NIST
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Ip 1699.00 NIST
Ip 1696.00 NIST
Ip 1710.00 NIST
Tboil 500.70 K NIST
Tfus 282.95 K Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value

Cheméo can also estimate Critical Temperature, Critical Pressure, Critical Volume, Enthalpy of formation at standard conditions, Standard Gibbs free energy of formation, Acentric Factor, Log10 of Water solubility in mol/l for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Correlations

Property Value Unit Temperature (K) Source
Cp,gas [166.63; 475.27] J/mol×K [273.00; 1000.00] Joback Predicted correlation Show Hide
EquationY = A + B·T + C·T² + D·T³ + E·T⁴
Y is Cp,gas in J/mol×K, T in K
Coefficient A-9.73500e+01
Coefficient B1.22766e+00
Coefficient C-1.06764e-03
Coefficient D4.12600e-07
Coefficient E0.00000e+00
Temperature range, min.273.00
Temperature range, max.1000.00
Cp,gas 166.63 J/mol×K 273.00 Calculated Property
Cp,gas 221.61 J/mol×K 353.78 Calculated Property
Cp,gas 268.38 J/mol×K 434.56 Calculated Property
Cp,gas 308.24 J/mol×K 515.33 Calculated Property
Cp,gas 342.49 J/mol×K 596.11 Calculated Property
Cp,gas 372.43 J/mol×K 676.89 Calculated Property
Cp,gas 399.38 J/mol×K 757.67 Calculated Property
Cp,gas 424.63 J/mol×K 838.44 Calculated Property
Cp,gas 449.49 J/mol×K 919.22 Calculated Property
Cp,gas 475.27 J/mol×K 1000.00 Calculated Property

Similar Compounds

Bicyclo[3.1.1]hept-3-en-2-one, 4,6,6-trimethyl-, (1s)-. D-Verbenone. «alpha»-Longipinen-2-one (Vulgarone B). Longiverbenone. 8-Isopropyl-1,5-dimethyltricyclo[4.4.0.02,7]dec-4-en-3-one. [1S]-4,6,6-Trimethyl-bicyclo[3,1,1]hept-3-en-2-one. 24-Norursa-3,12-dien-11-one. 3-OXO-7,8-DIHYDRO-ALPHA-IONONE. Bicyclo[3.1.1]hept-2-en-6-one, 2,7,7-trimethyl-. 2H-Cyclopropa[a]naphthalen-2-one, 1,1a,4,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1a«alpha»,7«alpha»,7a«alpha»,7b«alpha»)-. Progesterone. 8-Ketocopaenal. 8-Ketoylangenal. Eremophyla-9,11-dien-8-one. 9,11-Eremophiladien-8-one.

Find more compounds similar to Bicyclo[3.1.1]hept-3-en-2-one, 4,6,6-trimethyl-.

Sources

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