Products Categories
CAS No.: | 26093-31-2 |
---|---|
Name: | Coumarin 120 |
Article Data: | 141 |
Molecular Structure: | |
Formula: | C10H9NO2 |
Molecular Weight: | 175.187 |
Synonyms: | 7-Amino-4-methylcoumarin;7-Amino-4-methyl-2H-chromen-2-one;4-Methyl-7-aminocoumarin; |
EINECS: | 247-454-8 |
Density: | 1.275 g/cm3 |
Melting Point: | 223-226 °C(lit.) |
Boiling Point: | 378.3 °C at 760 mmHg |
Flash Point: | 216.9 °C |
Appearance: | Yellow powder. |
Hazard Symbols: | Xi,Xn |
Risk Codes: | 36/37/38-20/21/22 |
Safety: | 26-36-37/39 |
PSA: | 56.23000 |
LogP: | 2.26480 |
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% |
(4-methyl-2-oxo-2H-1-benzopyran-7-yl)carbamic acid ethyl ester
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% |
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% |
methyl N-(4-methyl-2-oxo-2H-chromen-7-yl)-carbamate
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 |
ethyl acetoacetate
m-Hydroxyaniline
A
7-amino-4-methylcoumarin.
B
7-hydroxy-4-methylquinolin-2(1H)-one
Conditions | Yield |
---|---|
With bismuth(III) chloride at 75℃; for 1h; Pechmann condensation; | A 81% B 9% |
4-bromo-3-hydroxy-aniline
(Z)-ethyl-3-(4,4,5,5)-tetramethyl-1,3,2-dioxaborolan-2-yl)but-2-enoate
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% |
7-diethylamino-4-methylcoumarin
A
7-amino-4-methylcoumarin.
B
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); |
ethyl acetoacetate
m-Hydroxyaniline
A
7-amino-4-methylcoumarin.
B
7-hydroxy-4-methylquinolin-2(1H)-one
C
5-hydroxy-4-methyl-2(1H)-quinolinone
Conditions | Yield |
---|---|
at 150℃; for 20h; | A 7% B 55% C 16% |
7-diethylamino-4-methylcoumarin
acrylonitrile
A
7-amino-4-methylcoumarin.
B
7-ethylaminocoumarin
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% |
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
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
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.