Chemical Properties of Isophorone (CAS 78-59-1)

InChI

InChI=1S/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3

InChI Key

HJOVHMDZYOCNQW-UHFFFAOYSA-N

Formula

C9H14O

SMILES

CC1=CC(=O)CC(C)(C)C1

Molecular Weight¹

138.21

CAS

78-59-1

Other Names

• 1,1,3-Trimethyl-3-cyclohexene-5-one
• 2-Cyclohexen-1-one, 3,5,5-trimethyl-
• 2-cyclohexene-1-one, 3,5,5-trimethyl-
• 3,3,5-Trimethyl-2-cyclohexen-1-one
• 3,5,5-Trimethyl-2-cyclohexen-1-on
• 3,5,5-Trimethyl-2-cyclohexene-1-one
• 3,5,5-Trimethyl-2-cyclohexenone
• 3,5,5-Trimethylcyclohex-2-enone
• 3,5,5-Trimethylcyclohexen-2-one-1
• 3,5,5-Trimetil-2-cicloesen-1-one
• 3,5,5-trimethyl-2-cyclohexen-1-one
• 3,5,5-trimethylcyclohex-2-en-1-one
• Isoacetophorone
• Isoforon
• Isoforone
• Isophoron
• Izoforon
• NCI-C55618
• NSC 403657
• «alpha»-Isophoron
• «alpha»-Isophorone

• PAff : Proton affinity (kJ/mol).
• BasG : Gas basicity (kJ/mol).
• Δ_cH°_liquid : Standard liquid enthalpy of combustion (kJ/mol).
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_vapH : Enthalpy of vaporization at a given temperature (kJ/mol).
• IE : Ionization energy (eV).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• P_vap : Vapor pressure (kPa).
• I_np : Non-polar retention indices.
• I_p : Polar retention indices.
• T_boil : Normal Boiling Point Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
PAff	893.50	kJ/mol	NIST
BasG	861.60	kJ/mol	NIST
ΔcH°liquid	-5265.10	kJ/mol	NIST
ΔfH°gas	-213.13	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	4.95	kJ/mol	Joback Calculated Property
IE	9.07	eV	NIST
log10WS	[-1.06; -1.06]
log10WS	-1.06		Aq. Solubility Prediction
log10WS	-1.06		Estimated Solubility
logPoct/wat	2.322		Crippen Calculated Property
McVol	124.080	ml/mol	McGowan Calculated Property
Inp	[186.60; 1146.00]
Inp	1122.00		NIST
Inp	1118.00		NIST
Inp	1124.00		NIST
Inp	1094.00		NIST
Inp	1118.00		NIST
Inp	1120.00		NIST
Inp	1086.00		NIST
Inp	1080.70		NIST
Inp	1138.00		NIST
Inp	1144.00		NIST
Inp	1137.00		NIST
Inp	1138.00		NIST
Inp	1090.00		NIST
Inp	1128.05		NIST
Inp	1080.00		NIST
Inp	1124.00		NIST
Inp	1126.00		NIST
Inp	1082.00		NIST
Inp	1086.00		NIST
Inp	1086.00		NIST
Inp	1117.00		NIST
Inp	1127.00		NIST
Inp	1117.00		NIST
Inp	1121.00		NIST
Inp	1120.00		NIST
Inp	1123.00		NIST
Inp	1125.00		NIST
Inp	1124.00		NIST
Inp	1124.00		NIST
Inp	1124.00		NIST
Inp	1126.00		NIST
Inp	1127.00		NIST
Inp	1124.00		NIST
Inp	1126.00		NIST
Inp	1107.00		NIST
Inp	1118.00		NIST
Inp	1135.00		NIST
Inp	1120.90		NIST
Inp	1089.00		NIST
Inp	1117.00		NIST
Inp	1113.00		NIST
Inp	1146.00		NIST
Inp	1119.00		NIST
Inp	1116.00		NIST
Inp	1089.00		NIST
Inp	1099.00		NIST
Inp	1088.00		NIST
Inp	1088.00		NIST
Inp	1088.00		NIST
Inp	1084.00		NIST
Inp	1119.00		NIST
Inp	1089.00		NIST
Inp	1088.00		NIST
Inp	1094.00		NIST
Inp	1097.00		NIST
Inp	1111.00		NIST
Inp	1067.00		NIST
Inp	1118.00		NIST
Inp	1130.00		NIST
Inp	1118.00		NIST
Inp	1137.00		NIST
Inp	1138.00		NIST
Inp	1080.00		NIST
Inp	1134.00		NIST
Inp	1132.00		NIST
Inp	1135.00		NIST
Inp	1118.00		NIST
Inp	1138.00		NIST
Inp	1097.00		NIST
Inp	1116.00		NIST
Inp	1117.00		NIST
Inp	1099.00		NIST
Inp	1074.00		NIST
Inp	1088.00		NIST
Inp	Outlier 186.60		NIST
Inp	Outlier 187.34		NIST
Inp	Outlier 187.71		NIST
Inp	1120.00		NIST
Inp	1124.00		NIST
Inp	1107.00		NIST
Inp	1117.00		NIST
Inp	1089.00		NIST
Inp	1084.00		NIST
Inp	1097.00		NIST
Inp	1111.00		NIST
Inp	1137.00		NIST
Inp	1135.00		NIST
Inp	Outlier 187.34		NIST
Inp	1121.00		NIST
Ip	[1541.00; 1621.00]
Ip	1595.00		NIST
Ip	1600.00		NIST
Ip	1544.00		NIST
Ip	1611.00		NIST
Ip	1576.00		NIST
Ip	1563.00		NIST
Ip	1591.00		NIST
Ip	1571.00		NIST
Ip	1571.00		NIST
Ip	1563.00		NIST
Ip	1621.00		NIST
Ip	Outlier 1541.00		NIST
Ip	1543.00		NIST
Ip	1599.00		NIST
Ip	1577.00		NIST
Ip	1607.00		NIST
Ip	1591.00		NIST
Ip	1559.00		NIST
Ip	1593.00		NIST
Ip	1615.00		NIST
Ip	1591.00		NIST
Ip	1607.00		NIST
Ip	1607.00		NIST
Ip	1569.00		NIST
Ip	1600.00		NIST
Ip	1607.00		NIST
Ip	1563.00		NIST
Ip	1600.00		NIST
Ip	1569.00		NIST
Ip	1577.00		NIST
Ip	1600.00		NIST
Ip	1577.00		NIST
Ip	1607.00		NIST
Ip	1591.00		NIST
Tboil	[486.70; 488.45]	K
Tboil	486.70	K	NIST
Tboil	488.45	K	NIST
Tfus	[265.05; 265.15]	K
Tfus	265.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus	265.12	K	Aq. Solubility Prediction
Tfus	265.05	K	NIST

Cheméo can also estimate Critical Temperature, Critical Pressure, Critical Volume, Enthalpy of vaporization at standard conditions, Standard Gibbs free energy of formation, Acentric Factor 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.

Temperature Dependent Properties

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[156.81; 440.84]	J/mol×K	[273.00; 1000.00]	Joback Predicted correlation
Equation			Y = A + B·T + C·T² + D·T³ + E·T⁴ Y is Cp,gas in J/mol×K, T in K
Coefficient A			-6.23800e+01
Coefficient B			9.89060e-01
Coefficient C			-7.55640e-04
Coefficient D			2.69800e-07
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	156.81	J/mol×K	273.00	Calculated Property
Cp,gas	204.90	J/mol×K	353.78	Calculated Property
Cp,gas	246.87	J/mol×K	434.56	Calculated Property
Cp,gas	283.57	J/mol×K	515.33	Calculated Property
Cp,gas	315.85	J/mol×K	596.11	Calculated Property
Cp,gas	344.56	J/mol×K	676.89	Calculated Property
Cp,gas	370.56	J/mol×K	757.67	Calculated Property
Cp,gas	394.71	J/mol×K	838.44	Calculated Property
Cp,gas	417.85	J/mol×K	919.22	Calculated Property
Cp,gas	440.84	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
Pvap	[0.13; 101.19]	kPa	[311.00; 488.40]	NIST
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.47937e+01
Coefficient B			-4.57287e+03
Coefficient C			-3.90540e+01
Reference			Stull, 1947
Comment			Coefficents calculated by NIST from author's data.
Temperature range, min.			311.00
Temperature range, max.			488.40
Pvap	0.13	kPa	311.00	Calculated Property
Pvap	0.41	kPa	330.71	Calculated Property
Pvap	1.11	kPa	350.42	Calculated Property
Pvap	2.67	kPa	370.13	Calculated Property
Pvap	5.80	kPa	389.84	Calculated Property
Pvap	11.60	kPa	409.56	Calculated Property
Pvap	21.65	kPa	429.27	Calculated Property
Pvap	38.03	kPa	448.98	Calculated Property
Pvap	63.44	kPa	468.69	Calculated Property
Pvap	101.19	kPa	488.40	Calculated Property

Similar Compounds

Find more compounds similar to Isophorone.

Mixtures

• Cyclohexanol + Cyclohexene + Isophorone
• Cyclohexanone + Isophorone + Water

Sources

• Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) ChEDL chemicals 1.5.2, from Bradley, J.-C.; Williams, A.; Lang, A. Jean-Claude Bradley Open Melting Point Dataset. Figshare, 2014 (CC0).
• Cheméo Relay (1.0)
• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Measurement and Correlation of Ternary (Liquid + Liquid) Equilibria for Separation of Cyclohexanone from Water via Isophorone or Mesityl Oxide
• Vapor-Liquid Phase Equilibrium of a Cyclohexene + Water + Cyclohexanol + Isophorone Quaternary System at 500 kPa
• Mutual Solubilities for Water-o-Nitrotoluene System and Distribution Coefficients for Furfural and Acetic Acid in Water-o-Nitrotoluene System
• Joback Method
• Aqueous Solubility Prediction Method
• Estimated Solubility Method
• McGowan Method
• NIST Webbook

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