Chemical Properties of Bicyclo[3.1.1]heptane, 6-methyl-2-methylene-6-(4-methyl-3-pentenyl)-, [1R-(1«alpha»,5«alpha»,6«beta»)]- (CAS 55123-21-2)

InChI

InChI=1S/C15H24/c1-11(2)6-5-9-15(4)13-8-7-12(3)14(15)10-13/h6,13-14H,3,5,7-10H2,1-2,4H3

InChI Key

DGZBGCMPRYFWFF-UHFFFAOYSA-N

Formula

C15H24

SMILES

C=C1CCC2CC1C2(C)CCC=C(C)C

Molecular Weight¹

204.35

CAS

55123-21-2

Other Names

• (-)-.beta.-caryophyllene
• (-)-E-caryophyllene
• (-)-caryophyllene
• (-)-trans-caryophyllene
• (E)-«beta»-Bergamotene
• .beta.-caryophyllen
• .beta.-caryophyllene
• .beta.-caryophyllene, (-)
• 6-Methyl-2-methylene-6-(4-methyl-3-pentenyl)-bicyclo[3.1.1]heptane
• 6-Methyl-2-methylene-6-(4-methyl-3-pentenyl)bicyclo[3.1.1]heptane-, [1R-(1«alpha»,5«alpha»,6«beta»)]-
• Bergamotene
• [1R-(1R*,4E,9S*)]-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]-4-undecene
• [1R-(1R*,4E,9S*)]-8-methylene-4,11,11-trimethylbicyclo[7.2.0]-4-undecene
• bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-,(E)-(1R,9S)-(-)-
• bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-,[1R-(1R*,4E,9S*)]-
• caryophyllene
• l-caryophyllene
• trans-caryophyllene
• trans-«beta»-bergamotene

• C_p,gas : Ideal gas heat capacity (J/mol×K).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
• Δ_vapH : Enthalpy of vaporization at a given temperature (kJ/mol).
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• I_np : Non-polar retention indices.
• I : 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
ΔfusH°	21.28	kJ/mol	Joback Calculated Property
ΔvapH°	64.01	kJ/mol	Relay (1.0) Calculated Property
logPoct/wat	4.725		Crippen Calculated Property
McVol	191.890	ml/mol	McGowan Calculated Property
Inp	[1424.00; 1490.00]
Inp	1475.00		NIST
Inp	1485.00		NIST
Inp	1486.00		NIST
Inp	1433.00		NIST
Inp	1479.00		NIST
Inp	1479.00		NIST
Inp	1476.00		NIST
Inp	1479.00		NIST
Inp	1436.00		NIST
Inp	1439.00		NIST
Inp	1438.00		NIST
Inp	1470.00		NIST
Inp	1480.00		NIST
Inp	1471.00		NIST
Inp	1484.00		NIST
Inp	1446.00		NIST
Inp	1430.00		NIST
Inp	1436.00		NIST
Inp	1467.00		NIST
Inp	1424.00		NIST
Inp	1435.00		NIST
Inp	1438.00		NIST
Inp	1427.00		NIST
Inp	1427.00		NIST
Inp	1475.00		NIST
Inp	1490.00		NIST
Inp	1480.00		NIST
Inp	1479.00		NIST
Inp	1490.00		NIST
Inp	1475.00		NIST
Inp	1486.00		NIST
I	[1586.00; 1596.00]
I	1586.00		NIST
I	1596.00		NIST
I	1588.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1586.00		NIST
I	1593.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1591.00		NIST
I	1586.00		NIST
I	1586.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1595.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1594.00		NIST
I	1586.00		NIST
I	1594.00		NIST
Tboil	540.40	K	Relay (1.0) Calculated Property
Tfus	243.00	K	Relay (1.0) Calculated Property

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

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[495.48; 603.56]	J/mol×K	[559.12; 765.28]
Cp,gas	495.48	J/mol×K	559.12	Joback Calculated Property
Cp,gas	516.19	J/mol×K	593.48	Joback Calculated Property
Cp,gas	535.61	J/mol×K	627.84	Joback Calculated Property
Cp,gas	553.91	J/mol×K	662.20	Joback Calculated Property
Cp,gas	571.23	J/mol×K	696.56	Joback Calculated Property
Cp,gas	587.73	J/mol×K	730.92	Joback Calculated Property
Cp,gas	603.56	J/mol×K	765.28	Joback Calculated Property
ΔvapH	65.90	kJ/mol	298.15	Thermochemical properties of sesquiterpenes in natural products by correlation gas chromatography: Application to bergamotene oil

Similar Compounds

Find more compounds similar to Bicyclo[3.1.1]heptane, 6-methyl-2-methylene-6-(4-methyl-3-pentenyl)-, [1R-(1«alpha»,5«alpha»,6«beta»)]-.

Sources

• 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
• Crippen Method
• Thermochemical properties of sesquiterpenes in natural products by correlation gas chromatography: Application to bergamotene oil
• Joback Method
• McGowan Method
• NIST Webbook

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