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40800-90-6

Basic Information
CAS No.: 40800-90-6
Name: 3-(Methoxymethylene)-2(3H)-benzofuranone
Article Data: 15
Molecular Structure:
Molecular Structure of 40800-90-6 (3-(Methoxymethylene)-2(3H)-benzofuranone)
Formula: C10H8O3
Molecular Weight: 176.172
Synonyms: 3-(Methoxymethylene)-2(3H)-benzofuranone;3-(a-Methoxy)methylenebenzofuran-2(3H)-one;(3Z)-3-(Methoxymethylene)-1-benzofuran-2(3H)-one;
Density: 1.358 g/cm3
Boiling Point: 331.1 °C at 760 mmHg
Flash Point: 136.6 °C
Appearance: powder
PSA: 35.53000
LogP: 1.59290
Synthetic route
553-86-6

benzofuran-2(3H)-one

149-73-5

trimethyl orthoformate

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
With acetic anhydride at 95 - 100℃; Concentration;96.5%
With acetic anhydride at 40 - 90℃; Temperature;96.8%
at 110℃; for 21h; Large scale;
With zinc(II) chloride at 110℃; for 4h;
67-56-1

methanol

3-hydroxymethylenebenzofuran-2(3H)-one potassium salt

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
Stage #1: 3-hydroxymethylenebenzofuran-2(3H)-one potassium salt at 10℃; pH=2 - 3;
Stage #2: methanol With hydrogenchloride for 4h; Reflux;
95.2%
614-75-5

2-Hydroxyphenylacetic acid

149-73-5

trimethyl orthoformate

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
Stage #1: 2-Hydroxyphenylacetic acid With acetic anhydride at 100℃; for 2h; Inert atmosphere; Large scale;
Stage #2: trimethyl orthoformate at 100℃; for 19h; Time; Large scale;
90%
In 2-Methylpropionic anhydride at 100℃; for 10h;59%
With 2-Methylpropionic anhydride at 100℃; for 10h;59%
With acetic anhydride at 80 - 100℃; for 6h;
40800-88-2

3-formylbenzofuran-2(3H)-one

77-78-1

dimethyl sulfate

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; Time;90%
614-75-5

2-Hydroxyphenylacetic acid

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
With acetic anhydride; trimethyl orthoformate In water; acetic acid; toluene
Multi-step reaction with 2 steps
1: acetic anhydride / 2.5 h / 110 °C / Inert atmosphere; Large scale
2: 21 h / 110 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; phosphorus pentoxide / toluene / 6 h / Reflux
2: zinc(II) chloride / 4 h / 110 °C
View Scheme
97-72-3

2-Methylpropionic anhydride

614-75-5

2-Hydroxyphenylacetic acid

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
With trimethyl orthoformate
553-86-6

benzofuran-2(3H)-one

614-75-5

2-Hydroxyphenylacetic acid

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
With acetic anhydride; trimethyl orthoformate
553-86-6

benzofuran-2(3H)-one

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
With acetic anhydride; trimethyl orthoformate In methanol; dichloromethane
Multi-step reaction with 2 steps
1: sodium hydride / N,N-dimethyl-formamide / 2 h / -10 - 0 °C
2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: isopropyl alcohol / 20 °C
2.1: sodium hydroxide / methanol / 5 h / 40 °C
2.2: 3 h / Reflux
View Scheme
70450-82-7

3-(α-hydroxy)methylenebenzofuran-2(3H)-one

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
With sulfuric acid In methanol
67-56-1

methanol

3-diethylaminemethylidene-2-benzofuranone

40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

Conditions
ConditionsYield
Stage #1: 3-diethylaminemethylidene-2-benzofuranone With sodium hydroxide In methanol at 40℃; for 5h;
Stage #2: methanol With sulfuric acid for 3h; Reflux;
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    Product Name: 3-(Methoxymethylene)-2(3H)-benzofuranone Synonyms: 3-(A-METHOXY)METHYLENEBENZOFURAN-2(3H)-ONE;3-(METHOXYMETHYLENE)-2(3H)-BENZOFURANONE;3-(methoxymethylidene)-1-benzofuran-2-one CAS: 40800-90-6 MF: C10H8O3

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Specification

The systematic name of 3-(Methoxymethylene)-2(3H)-benzofuranone is (3Z)-3-(methoxymethylidene)-1-benzofuran-2(3H)-one. With the CAS registry number 40800-90-6, it is also named as 2(3H)-Benzofuranone,3-(methoxymethylene)-. In addition, its molecular formula is C10H8O3 and molecular weight is 176.17.

The other characteristics of 3-(Methoxymethylene)-2(3H)-benzofuranone can be summarized as: (1)ACD/LogP: 1.80; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 1; (6)Polar Surface Area: 35.53 Å2; (7)Index of Refraction: 1.665; (8)Molar Refractivity: 48.17 cm3; (9)Molar Volume: 129.6 cm3; (10)Polarizability: 19.09×10-24cm3; (11)Surface Tension: 61 dyne/cm; (12)Density: 1.358 g/cm3; (13)Flash Point: 136.6 °C; (14)Enthalpy of Vaporization: 57.37 kJ/mol; (15)Boiling Point: 331.1 °C at 760 mmHg; (16)Vapour Pressure: 0.000159 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C2Oc1ccccc1/C2=C/OC
(2)InChI: InChI=1/C10H8O3/c1-12-6-8-7-4-2-3-5-9(7)13-10(8)11/h2-6H,1H3/b8-6-
(3)InChIKey: YDHPXCHZYXPZIS-VURMDHGXBS
(4)Std. InChI: InChI=1S/C10H8O3/c1-12-6-8-7-4-2-3-5-9(7)13-10(8)11/h2-6H,1H3/b8-6-
(5)Std. InChIKey: YDHPXCHZYXPZIS-VURMDHGXSA-N