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874649-82-8

Basic Information
CAS No.: 874649-82-8
Name: methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate
Article Data: 7
Molecular Structure:
Molecular Structure of 874649-82-8 (methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate)
Formula: C11H11FO3
Molecular Weight: 210.205
Synonyms: methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate;rac-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic Acid Methyl Ester;methyl 6-fluorochroman-2-carboxylate;Methyl 6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate;TRC-CANADA;Methyl 6-fluorochromane-2-carboxylate
Density: 1.242 g/cm3
Melting Point: 48 °C
Boiling Point: 286.8 °C at 760 mmHg
Flash Point: 123.3 °C
PSA: 35.53000
LogP: 1.69230
Synthetic route
99199-59-4

6-fluoro-4-oxo-4H-1-benzopyran-2-carboxylic acid

75-75-2

methanesulfonic acid

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In tetrahydrofuran at 45 - 55℃; under 3000.3 Torr;100%
99199-60-7

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

67-56-1

methanol

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
With sulfuric acid at 25 - 30℃;98%
With sulfuric acid at 30℃; Reflux;97%
Stage #1: 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid; methanol With sulfuric acid at 20 - 60℃; for 3.5h;
Stage #2: With water; sodium hydrogencarbonate In methanol
87.9%
With sulfuric acid at 65 - 70℃; for 8h; Fischer–Speier Esterification;85%
394-32-1

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium methylate; methanol / tetrahydrofuran / 5 - 25 °C
1.2: 5 - 15 °C
1.3: Reflux
2.1: hydrogen / 5%-palladium/activated carbon / tetrahydrofuran / 45 - 55 °C / 3000.3 Torr
View Scheme
Multi-step reaction with 4 steps
1: sodium methylate / methanol / 65 - 70 °C
2: hydrogenchloride / water / 85 - 90 °C
3: hydrogen; palladium on activated charcoal; acetic acid / 75 - 80 °C / Inert atmosphere; Autoclave
4: sulfuric acid / 8 h / 65 - 70 °C
View Scheme

C12H13FO5

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aluminum (III) chloride / dichloromethane / 0 - 20 °C
2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C
3: 5%-palladium/activated carbon; hydrogenchloride; hydrogen / methanol / 5 h / 20 °C / 760.05 Torr
View Scheme
134102-10-6

methyl 6-fluoro-4-oxo-3,4-dihydro-2H-chroman-2-carboxylate

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
With hydrogenchloride; 5%-palladium/activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 5h;

C11H11FO5

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C
2: 5%-palladium/activated carbon; hydrogenchloride; hydrogen / methanol / 5 h / 20 °C / 760.05 Torr
View Scheme
371-41-5

4-Fluorophenol

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 45 - 50 °C
2: aluminum (III) chloride; hydrogenchloride / water / 140 - 145 °C
3: sodium methylate / methanol / 65 - 70 °C
4: hydrogenchloride / water / 85 - 90 °C
5: hydrogen; palladium on activated charcoal; acetic acid / 75 - 80 °C / Inert atmosphere; Autoclave
6: sulfuric acid / 8 h / 65 - 70 °C
View Scheme
405-51-6

4-fluorophenyl acetate

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: aluminum (III) chloride; hydrogenchloride / water / 140 - 145 °C
2: sodium methylate / methanol / 65 - 70 °C
3: hydrogenchloride / water / 85 - 90 °C
4: hydrogen; palladium on activated charcoal; acetic acid / 75 - 80 °C / Inert atmosphere; Autoclave
5: sulfuric acid / 8 h / 65 - 70 °C
View Scheme

ethyl 4-(5-fluoro-2-hydroxyphenyl)-2,4-dioxobutanoate

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / water / 85 - 90 °C
2: hydrogen; palladium on activated charcoal; acetic acid / 75 - 80 °C / Inert atmosphere; Autoclave
3: sulfuric acid / 8 h / 65 - 70 °C
View Scheme
99199-59-4

6-fluoro-4-oxo-4H-1-benzopyran-2-carboxylic acid

874649-82-8

(-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; palladium on activated charcoal; acetic acid / 75 - 80 °C / Inert atmosphere; Autoclave
2: sulfuric acid / 8 h / 65 - 70 °C
View Scheme
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    874649-82-8 CAS NO.874649-82-8

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  • 2H-1-Benzopyran-2-carboxylicacid, 6-fluoro-3,4-dihydro-, methyl ester cas  874649-82-8

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Specification

This chemical is called 2H-1-benzopyran-2-carboxylic acid, 6-fluoro-3,4-dihydro-, methyl ester, and its systematic name is Methyl 6-fluoro-3,4-dihydro-2H-chromene-2-carboxylate. With the molecular formula of C11H11FO3, its molecular weight is 210.20. The CAS registry number of this chemical is 874649-82-8.

Other characteristics of the 2H-1-benzopyran-2-carboxylic acid, 6-fluoro-3,4-dihydro-, methyl ester can be summarised as followings: (1)ACD/LogP: 2.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.34; (4)ACD/LogD (pH 7.4): 2.34; (5)ACD/BCF (pH 5.5): 35.54; (6)ACD/BCF (pH 7.4): 35.54; (7)ACD/KOC (pH 5.5): 448.36; (8)ACD/KOC (pH 7.4): 448.36; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 35.53 Å2; (13)Index of Refraction: 1.514; (14)Molar Refractivity: 50.97 cm3; (15)Molar Volume: 169.1 cm3; (16)Polarizability: 20.2×10-24cm3; (17)Surface Tension: 39.4 dyne/cm; (18)Density: 1.242 g/cm3; (19)Flash Point: 123.3 °C; (20)Enthalpy of Vaporization: 52.59 kJ/mol; (21)Boiling Point: 286.8 °C at 760 mmHg; (22)Vapour Pressure: 0.00258 mmHg at 25°C.

You can still convert the following datas into molecular structure: 
1.SMILES: COC(=O)C1CCc2cc(F)ccc2O1
2.InChI: InChI=1/C11H11FO3/c1-14-11(13)10-4-2-7-6-8(12)3-5-9(7)15-10/h3,5-6,10H,2,4H2,1H3
3.InChIKey: QAYAXMIKHJVIJM-UHFFFAOYAK