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Cas Database |
| Name |
Coumarin 120 |
EINECS | 247-454-8 |
| CAS No. | 26093-31-2 | Density | 1.275 g/cm3 |
| PSA | 56.23000 | LogP | 2.26480 |
| Solubility | N/A | Melting Point |
223-226 °C(lit.) |
| Formula | C10H9NO2 | Boiling Point | 378.3 °C at 760 mmHg |
| Molecular Weight | 175.187 | Flash Point | 216.9 °C |
| Transport Information | N/A | Appearance | Yellow powder. |
| Safety | 26-36-37/39 | Risk Codes | 36/37/38-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xi, Xn
|
| Synonyms |
7-Amino-4-methylcoumarin;7-Amino-4-methyl-2H-chromen-2-one;4-Methyl-7-aminocoumarin; |
Article Data | 141 |
Coumarin 120 Synthetic route
| Conditions | Yield |
|---|---|
| With zirconium(IV) phosphate at 110℃; for 0.166667h; Pechmann condensation; Microwave irradiation; chemoselective reaction; | 100% |
| With silica gel supported zirconyl chloride octahydrate at 90℃; for 0.583333h; Pechmann condensation reaction; | 98% |
| With tetrakis(actonitrile)copper(I) hexafluorophosphate at 25℃; for 0.166667h; Pechmann condensation; neat (no solvent); | 98% |
- 58632-48-7
(4-methyl-2-oxo-2H-1-benzopyran-7-yl)carbamic acid ethyl ester
- 26093-31-2
7-amino-4-methylcoumarin.
| Conditions | Yield |
|---|---|
| With sulfuric acid In acetic acid at 120℃; for 4h; Reflux; | 99% |
| With sulfuric acid; acetic acid for 5h; Reflux; | 88% |
| With sulfuric acid In acetic acid for 3h; Heating; | 82% |
| Conditions | Yield |
|---|---|
| In neat (no solvent) at 20℃; for 0.45h; Catalytic behavior; Reagent/catalyst; Pechmann Condensation; Milling; Green chemistry; | 95% |
- 26093-31-2
7-amino-4-methylcoumarin.
| Conditions | Yield |
|---|---|
| Stage #1: 7-azido-4-methyl-2H-chromen-2-one With 9-phenyl-9-phosphafluorene; phenylsilane In 1,4-dioxane at 101℃; for 16h; Staudinger reduction reaction; Inert atmosphere; Stage #2: With water In 1,4-dioxane at 20℃; Staudinger reduction reaction; Inert atmosphere; | 93% |
| With C27H34ClN2ORu(1+)*Cl(1-); sodium formate In aq. phosphate buffer at 37℃; for 24h; pH=7.4; | 91% |
| In cyclohexane Irradiation; | 14% |
- 114415-25-7
methyl N-(4-methyl-2-oxo-2H-chromen-7-yl)-carbamate
- 26093-31-2
7-amino-4-methylcoumarin.
| Conditions | Yield |
|---|---|
| With potassium hydroxide at 80 - 90℃; for 0.333333h; | 83% |
| With potassium hydroxide In water at 80 - 90℃; | 83% |
| With sodium hydroxide | |
| With sodium hydroxide | |
| With sodium hydroxide |
- 141-97-9
ethyl acetoacetate
- 591-27-5
m-Hydroxyaniline
A
- 26093-31-2
7-amino-4-methylcoumarin.
B
- 20513-71-7
7-hydroxy-4-methylquinolin-2(1H)-one
| Conditions | Yield |
|---|---|
| With bismuth(III) chloride at 75℃; for 1h; Pechmann condensation; | A 81% B 9% |
- 55120-56-4
4-bromo-3-hydroxy-aniline
- 448212-00-8
(Z)-ethyl-3-(4,4,5,5)-tetramethyl-1,3,2-dioxaborolan-2-yl)but-2-enoate
- 26093-31-2
7-amino-4-methylcoumarin.
| Conditions | Yield |
|---|---|
| With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 16h; Schlenk technique; Sealed tube; | 71% |
- 91-44-1
7-diethylamino-4-methylcoumarin
A
- 26093-31-2
7-amino-4-methylcoumarin.
B
- 28821-18-3
4-methyl-7-ethylamino-2H-benzopyran-2-one
| Conditions | Yield |
|---|---|
| With acetophenone In acetonitrile for 17h; Irradiation; | A 13% B 60% |
| With aluminium trichloride In acetonitrile for 20h; Heating; | A 28 % Turnov. B 38 % Turnov. |
| With air In water Quantum yield; Mechanism; Irradiation; other solvent, addition of β-cyclodextrin, addition of a sensitiser (sulphonated aluminium-phthalocyanine); |
- 141-97-9
ethyl acetoacetate
- 591-27-5
m-Hydroxyaniline
A
- 26093-31-2
7-amino-4-methylcoumarin.
B
- 20513-71-7
7-hydroxy-4-methylquinolin-2(1H)-one
C
- 131195-67-0
5-hydroxy-4-methyl-2(1H)-quinolinone
| Conditions | Yield |
|---|---|
| at 150℃; for 20h; | A 7% B 55% C 16% |
- 91-44-1
7-diethylamino-4-methylcoumarin
- 107-13-1
acrylonitrile
A
- 26093-31-2
7-amino-4-methylcoumarin.
B
- 71173-56-3
7-ethylaminocoumarin
- 121983-26-4
1-endo-cyano-8b-methyl-6-diethylamino-1,2,2a,8b-tetrahydro-3H-cyclobutachromen-3-one
| Conditions | Yield |
|---|---|
| In acetonitrile for 10h; Irradiation; Yields of byproduct given; | A n/a B n/a C 49% |
Coumarin 120 Chemical Properties
Molecule structure of 2H-1-Benzopyran-2-one, 7-amino-4-methyl- (CAS NO.26093-31-2):
IUPAC Name: 7-Amino-4-methylchromen-2-one
Molecular Weight: 175.18396 g/mol
Molecular Formula: C10H9NO2
Density: 1.275 g/cm3
Melting Point: 223-226 °C(lit.)
Boiling Point: 378.3 °C at 760 mmHg
Flash Point: 216.9 °C
Index of Refraction: 1.627
Molar Refractivity: 48.7 cm3
Molar Volume: 137.3 cm3
Polarizability: 19.3×10-24 cm3
Surface Tension: 52.5 dyne/cm
Enthalpy of Vaporization: 62.61 kJ/mol
Vapour Pressure: 6.37E-06 mmHg at 25 °C
Storage Temp.: 2-8 °C
Sensitive: light sensitive
XLogP3: 1.6
H-Bond Donor: 1
H-Bond Acceptor: 3
Tautomer Count: 7
Exact Mass: 175.063329
MonoIsotopic Mass: 175.063329
Topological Polar Surface Area: 52.3
Heavy Atom Count: 13
Complexity: 260
Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)N
InChI: InChI=1S/C10H9NO2/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3
InChIKey: GLNDAGDHSLMOKX-UHFFFAOYSA-N
EINECS: 247-454-8
Product Categories of 2H-1-Benzopyran-2-one, 7-amino-4-methyl- (CAS NO.26093-31-2): Coumarins; Other Reagents; Peptide; Labeling and Diagnostics Reagents
Coumarin 120 Safety Profile
Hazard Codes: 
Xi, 
Xn
Risk Statements: 36/37/38-20/21/22
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant
Coumarin 120 Specification
2H-1-Benzopyran-2-one, 7-amino-4-methyl- (CAS NO.26093-31-2) is also named as 7-Amino-4-methylcoumarin ; CCRIS 4961 ; Coumarin 120 ; Coumarin, 7-amino-4-methyl- ; NSC 45796 . 2H-1-Benzopyran-2-one, 7-amino-4-methyl- (CAS NO.26093-31-2) is light yellow beige powder.
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