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2H-1,4-Benzoxazin-6-ol, 3,4-dihydro-
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Name

2H-1,4-Benzoxazin-6-ol, 3,4-dihydro-

 EINECS 247-415-5
CAS No. 26021-57-8 Density 1.241g/cm3
PSA 41.49000 LogP 1.33450
Solubility 19g/L at 20℃ Melting Point N/A
Formula C8H9NO2 Boiling Point 334.7°Cat760mmHg
Molecular Weight 151.165 Flash Point 156.2°C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 26021-57-8 (3,4-dihydro-2H-1,4-benzoxazin-6-ol) Hazard Symbols N/A
Synonyms

3,4-Dihydro-2H-1,4-benzoxazin-6-ol;3,4-Dihydro-2H-benzo-[b][1,4]oxazin-6-ol;3,4-Dihydro-2H-benzo[1,4]oxazin-6-ol;3,4-Dihydro-6-hydroxy-1,4(2H)-benzoxazine;6-Hydroxybenzomorpholine;6-Hydroxyphenomorpholine;

Article Data 10

2H-1,4-Benzoxazin-6-ol, 3,4-dihydro- Synthetic route

53412-38-7

6-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 0 - 20℃;100%
With borane-THF In tetrahydrofuran at 5 - 20℃; for 24.5h; Inert atmosphere;95%
With borane-THF In tetrahydrofuran at 0 - 20℃; for 24.5h; Inert atmosphere;95%
28226-20-2

2-((2,5-dimethoxyphenyl)amino)ethane-1-ol

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
With SO42-/ZrO2-MnO2 In water at 110℃; for 4h; Reagent/catalyst;79.8%
With hydrogen bromide for 2h; cyclocondensation; demethylation; Heating;76%
58960-11-5

6-methoxy-3,4-dihydro-2H-benzo[1,4]oxazine

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78 - 20℃; for 2h; Inert atmosphere;69%
102-56-7

2,5-dimethoxyaniline

CH2=CHCH2-halide

CH2=CHCH2-halide

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 41 percent / CaCO3 / H2O / 4 h / Heating
2: 76 percent / 62 percent HBr / 2 h / Heating
View Scheme
20734-76-3

2-amino-4-methoxyphenol

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetonitrile / 10 h / 80 °C / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere
3: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere
View Scheme
5023-12-1

6-methoxy-2H-benzo[b][1,4]oxazin-3(4H)-one

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere
2: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere
View Scheme
1568-70-3

4-methoxy-2-nitrophenol

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ammonium chloride; iron / tetrahydrofuran; methanol; water / 4 h / 80 °C / Inert atmosphere
2: potassium carbonate / acetonitrile / 10 h / 80 °C / Inert atmosphere
3: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere
4: boron tribromide / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere
View Scheme
22158-78-7

2-chloro-N-(2',5'-dimethoxyphenyl)acetamide

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: boron tribromide / dichloromethane / 20 °C / Inert atmosphere; Cooling with ice
2: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice
3: borane-THF / tetrahydrofuran / 24.5 h / 5 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: boron tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere
2: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere
3: borane-THF / tetrahydrofuran / 24.5 h / 0 - 20 °C / Inert atmosphere
View Scheme
102-56-7

2,5-dimethoxyaniline

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / acetonitrile / 1 h / Inert atmosphere; Cooling with ice
2: boron tribromide / dichloromethane / 20 °C / Inert atmosphere; Cooling with ice
3: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice
4: borane-THF / tetrahydrofuran / 24.5 h / 5 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: 1 h / 0 °C / Inert atmosphere
2: boron tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere
3: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere
4: borane-THF / tetrahydrofuran / 24.5 h / 0 - 20 °C / Inert atmosphere
View Scheme
102580-34-7

2-chloro-N-(2,5-dihydroxyphenyl)acetamide

26021-57-8

3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice
2: borane-THF / tetrahydrofuran / 24.5 h / 5 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere
2: borane-THF / tetrahydrofuran / 24.5 h / 0 - 20 °C / Inert atmosphere
View Scheme

2H-1,4-Benzoxazin-6-ol, 3,4-dihydro- Chemical Properties

IUPAC Name: 3,4-Dihydro-2H-1,4-benzoxazin-6-ol
Synonyms of 2H-1,4-Benzoxazin-6-ol, 3,4-dihydro- (CAS NO.26021-57-8): 3,4-Dihydro-2H-1,4-benzoxazin-6-ol ; Hydroxybenzomorpholine ; EINECS 247-415-5
CAS NO: 26021-57-8
Molecular Formula of 2H-1,4-Benzoxazin-6-ol, 3,4-dihydro- (CAS NO.26021-57-8): C8H9NO2
Molecular Weight: 151.1626
Molecular Structure:

Polar Surface Area: 21.7 Å2
Index of Refraction: 1.582
Molar Refractivity: 40.65 cm3
Molar Volume: 121.7 cm3
Surface Tension: 51.3 dyne/cm
Density of 2H-1,4-Benzoxazin-6-ol, 3,4-dihydro- (CAS NO.26021-57-8): 1.241 g/cm3
Flash Point: 156.2 °C
Enthalpy of Vaporization: 60.06 kJ/mol
Boiling Point: 334.7 °C at 760 mmHg
Vapour Pressure: 6.46E-05 mmHg at 25°C

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