Chemical Properties of Coumarin (CAS 91-64-5)

InChI

InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H

InChI Key

ZYGHJZDHTFUPRJ-UHFFFAOYSA-N

Formula

C9H6O2

SMILES

O=c1ccc2ccccc2o1

Molecular Weight¹

146.14

CAS

91-64-5

Other Names

• 1,2-Benzopyrone
• 2(2H)-chromenone
• 2-Oxo-1,2-benzopyran
• 2-Propenoic acid, 3-(2-hydroxyphenyl)-, «delta»-lactone
• 2-Propenoic acid, 3-(2-hydroxyphenyl)-, «delta»-lactone
• 2-propenoic acid, 3-(2-hydroxyphenyl)-, .delta.-lactone
• 2H-1-Benzopyran, 2-oxo-
• 2H-1-Benzopyran-2-one
• 2H-Benzo[b]pyran-2-one
• 5,6-benzo-2-pyrone
• Benzo-«alpha»-pyrone
• Benzo-«alpha»-pyrone
• Cinnamic acid, o-hydroxy-, «delta»-lactone
• Cinnamic acid, o-hydroxy-, «delta»-lactone
• Coumarinic anhydride
• Cumarin
• Kumarin
• NCI C07103
• NSC 8774
• Rattex
• Tonka bean camphor
• benzo-.alpha.-pyrone
• cis-o-Coumarinic acid lactone
• o-Hydroxycinnamic acid lactone
• o-Hydroxycinnamic lactone
• o-Hydroxyzimtsaure-lacton

• Δ_cH°_solid : Standard solid enthalpy of combustion (kJ/mol).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fH°_solid : Solid phase enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH : Enthalpy of fusion at a given temperature (kJ/mol).
• Δ_subH° : Enthalpy of sublimation at standard conditions (kJ/mol).
• Δ_subH : Enthalpy of sublimation at a given temperature (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).
• 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
ΔcH°solid	-4139.20 ± 1.70	kJ/mol	NIST
ΔfH°gas	-176.80 ± 1.80	kJ/mol	NIST
ΔfH°solid	-259.90 ± 1.80	kJ/mol	NIST
ΔsubH°	[83.09; 95.40]	kJ/mol
ΔsubH°	95.40 ± 2.60	kJ/mol	NIST
ΔsubH°	83.10	kJ/mol	NIST
ΔsubH°	83.09 ± 0.22	kJ/mol	NIST
ΔsubH°	83.10	kJ/mol	NIST
IE	8.72	eV	NIST
log10WS	-1.80		Aq. Sol...
logPoct/wat	1.793		Crippen Calculated Property
McVol	106.190	ml/mol	McGowan Calculated Property
Inp	[246.20; 1475.00]
Inp	1434.00		NIST
Inp	1458.00		NIST
Inp	1404.90		NIST
Inp	1391.00		NIST
Inp	1432.00		NIST
Inp	1441.00		NIST
Inp	1445.00		NIST
Inp	1432.00		NIST
Inp	1456.00		NIST
Inp	1458.50		NIST
Inp	1438.00		NIST
Inp	1457.00		NIST
Inp	1414.00		NIST
Inp	1471.00		NIST
Inp	1465.00		NIST
Inp	1465.00		NIST
Inp	1466.00		NIST
Inp	1467.00		NIST
Inp	1475.00		NIST
Inp	1431.00		NIST
Inp	1438.00		NIST
Inp	1429.00		NIST
Inp	1440.00		NIST
Inp	1432.00		NIST
Inp	1456.00		NIST
Inp	1424.00		NIST
Inp	1428.00		NIST
Inp	1418.00		NIST
Inp	1439.00		NIST
Inp	1406.00		NIST
Inp	1432.00		NIST
Inp	1443.00		NIST
Inp	1418.00		NIST
Inp	1397.00		NIST
Inp	1392.00		NIST
Inp	1389.00		NIST
Inp	1418.00		NIST
Inp	Outlier 246.20		NIST
Inp	1434.00		NIST
Inp	1439.00		NIST
Inp	1397.00		NIST
I	[2425.00; 2467.00]
I	2428.00		NIST
I	2450.00		NIST
I	2451.00		NIST
I	2451.00		NIST
I	2456.00		NIST
I	2437.00		NIST
I	2450.00		NIST
I	2458.00		NIST
I	2463.00		NIST
I	2467.00		NIST
I	2467.00		NIST
I	2460.00		NIST
I	2425.00		NIST
I	2425.00		NIST
Tboil	[564.00; 571.20]	K
Tboil	571.20	K	NIST
Tboil	564.00	K	NIST
Tfus	[340.00; 344.44]	K
Tfus	343.65	K	Aq. Sol...
Tfus	344.44	K	Determi...
Tfus	343.00	K	NIST
Tfus	343.05 ± 1.50	K	NIST
Tfus	340.00 ± 1.50	K	NIST

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
ΔfusH	[18.63; 19.14]	kJ/mol	[342.10; 342.30]
ΔfusH	19.14	kJ/mol	342.10	NIST
ΔfusH	19.14	kJ/mol	342.14	NIST
ΔfusH	19.14	kJ/mol	342.14	NIST
ΔfusH	18.63	kJ/mol	342.30	NIST
ΔsubH	[83.09; 86.20]	kJ/mol	[298.15; 323.00]
ΔsubH	83.09	kJ/mol	298.15	NIST
ΔsubH	86.20	kJ/mol	323.00	NIST
ΔvapH	63.20	kJ/mol	421.00	NIST

Similar Compounds

Find more compounds similar to Coumarin.

Mixtures

• Coumarin + Methyl Alcohol
• Ethanol + Coumarin
• 1-Propanol + Coumarin
• Isopropyl Alcohol + Coumarin
• n-Hexane + Coumarin
• Coumarin + Cyclohexane

Sources

• Crippen Method
• Solubility of pharmaceutical compounds in ionic liquidsAna
• Solubility studies on the system of trihexyl(tetradecyl)phosphonium bis[(trifluoromethyl)sulfonyl]amide) ionic liquid and pharmaceutical and bioactive compounds
• Determination and correlation of solubility and solution thermodynamics of coumarin in different pure solvents
• Solubilities of pharmaceutical and bioactive compounds in trihexyl(tetradecyl)phosphonium chloride ionic liquid
• Equilibrium partitioning of drug molecules between aqueous and amino acid ester-based ionic liquids
• Vapor-Liquid Equilibrium Behaviors of Coumarin and Vanillin in Ethanol, 1-Propanol, and 2-Propanol
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook

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Outlier This icon means that the value is more than 2 standard deviations away from the property mean.