Chemical Properties of Ephedrine (CAS 299-42-3)

InChI

InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m1/s1

InChI Key

KWGRBVOPPLSCSI-PSASIEDQSA-N

Formula

C10H15NO

SMILES

CNC(C)C(O)c1ccccc1

Molecular Weight¹

165.23

CAS

299-42-3

Other Names

• (-)-(1R,2S)-Ephedrine
• (-)-Ephedrine
• (-)-erythro-Ephedrine
• (-)-«alpha»-(1-Methylaminoethyl)benzyl alcohol
• 1(R),2(S)-erythro-(-)-Ephedrine
• 1-Hydroxy-2-methylamino-1-phenylpropane, (1R,2S)-
• 1-Phenyl-2-methylaminopropanol, (1R,2S)-
• 2-(Methylamino)-1-phenyl-1-propanol, (1R,2S)-
• Benzenemethanol, «alpha»-((1S)-1-(methylamino)ethyl)-, («alpha»R)-
• Benzenemethanol, «alpha»-[1-(methylamino)ethyl]-, [R-(R*,S*)]-
• Biophedrin
• Eciphin
• Efedrin
• Ephedral
• Ephedremal
• Ephedrin
• Ephedrine l form
• Ephedrine, l-(-)-
• Ephedrital
• Ephedrol
• Ephedrosan
• Ephedrotal
• Ephedsol
• Ephendronal
• Ephoxamin
• Fedrin
• Kratedyn
• L-Ephedrine
• Lexofedrin
• Manadrin
• Mandrin
• NSC 170951
• NSC 8971
• Nasol
• Norephedrine, N-methyl-
• Sanedrine
• Vencipon
• Zephrol
• i-Sedrin
• l-2-Methylamino-1-phenylpropanol
• l-Erythro-2-(methylamino)-1-phenylpropan-1-ol
• l-«alpha»-(1-Methylaminoethyl)benzyl alcohol
• l-«alpha»-[1-(Methylamino)ethyl]benzenemethanol
• «alpha»-Hydroxy-«beta»-methylamino propylbenzene

• ω : Acentric Factor.
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_fusH : Enthalpy of fusion at a given temperature (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (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_c : Critical Pressure (kPa).
• I_np : Non-polar retention indices.
• I_p : Polar retention indices.
• T_boil : Normal Boiling Point Temperature (K).
• T_c : Critical Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• V_c : Critical Volume (m³/kmol).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ω	0.5901		Relay (1.0) Calculated Property
ΔfG°	93.42	kJ/mol	Joback Calculated Property
ΔfH°gas	-116.26	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	17.84	kJ/mol	Joback Calculated Property
ΔvapH°	81.19	kJ/mol	Relay (1.0) Calculated Property
IE	8.54	eV	Relay (1.0) Calculated Property
log10WS	-0.06		Relay (1.0) Calculated Property
logPoct/wat	1.328		Crippen Calculated Property
McVol	143.850	ml/mol	McGowan Calculated Property
Pc	3356.75	kPa	Joback Calculated Property
Inp	[1330.00; 1403.00]
Inp	1388.00		NIST
Inp	1370.00		NIST
Inp	1381.00		NIST
Inp	1337.00		NIST
Inp	1350.00		NIST
Inp	1360.00		NIST
Inp	1365.00		NIST
Inp	1350.00		NIST
Inp	1376.00		NIST
Inp	1330.00		NIST
Inp	1350.00		NIST
Inp	1350.00		NIST
Inp	1336.00		NIST
Inp	1370.00		NIST
Inp	1365.00		NIST
Inp	1350.00		NIST
Inp	1356.00		NIST
Inp	1358.00		NIST
Inp	1361.00		NIST
Inp	1366.00		NIST
Inp	1368.00		NIST
Inp	1370.00		NIST
Inp	Outlier 1398.00		NIST
Inp	Outlier 1400.00		NIST
Inp	Outlier 1403.00		NIST
Inp	1363.00		NIST
Inp	1363.00		NIST
Inp	1339.00		NIST
Inp	1350.00		NIST
Inp	1350.00		NIST
Inp	1370.00		NIST
Inp	1370.00		NIST
Inp	1370.00		NIST
Inp	1350.00		NIST
Inp	1346.00		NIST
Inp	1346.00		NIST
Inp	1350.00		NIST
Inp	1350.00		NIST
Inp	1348.00		NIST
Inp	1350.00		NIST
Inp	1351.00		NIST
Inp	1352.00		NIST
Inp	1357.00		NIST
Inp	1358.00		NIST
Inp	1363.00		NIST
Inp	1355.00		NIST
Inp	1363.00		NIST
Inp	1366.00		NIST
Inp	1356.00		NIST
Inp	1370.00		NIST
Inp	1350.00		NIST
Inp	1348.00		NIST
Inp	1358.00		NIST
Inp	1363.00		NIST
Inp	1337.00		NIST
Ip	[2064.00; 2089.00]
Ip	2089.00		NIST
Ip	2082.00		NIST
Ip	2064.00		NIST
Ip	2072.00		NIST
Ip	2085.00		NIST
Ip	2064.00		NIST
Tboil	498.20	K	NIST
Tc	745.06	K	Relay (1.0) Calculated Property
Tfus	307.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Vc	0.507	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[188.42; 473.35]	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			-3.93900e+01
Coefficient B			9.96940e-01
Coefficient C			-6.36800e-04
Coefficient D			1.52600e-07
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	188.42	J/mol×K	273.00	Calculated Property
Cp,gas	240.36	J/mol×K	353.78	Calculated Property
Cp,gas	286.11	J/mol×K	434.56	Calculated Property
Cp,gas	326.14	J/mol×K	515.33	Calculated Property
Cp,gas	360.94	J/mol×K	596.11	Calculated Property
Cp,gas	390.99	J/mol×K	676.89	Calculated Property
Cp,gas	416.77	J/mol×K	757.67	Calculated Property
Cp,gas	438.77	J/mol×K	838.44	Calculated Property
Cp,gas	457.47	J/mol×K	919.22	Calculated Property
Cp,gas	473.35	J/mol×K	1000.00	Calculated Property

Similar Compounds

Find more compounds similar to Ephedrine.

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)
• Crippen Method
• Crippen Method
• Joback Method
• McGowan Method
• NIST Webbook

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