Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate

Basic Information

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CAS Number

726174-52-3

Molecular Formula

C11H10O4

Molecular Weight

206.2 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

213.3±9.0℃ (760 Torr)

Density

1.308±0.06 g/cm3 (20 ºC 760 Torr)

Flash Point

82.8±18.7℃

SMILES

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COC(=O)Cc1coc2cc(O)ccc12

InChI

InChI=1S/C11H10O4/c1-14-11(13)4-7-6-15-10-5-8(12)2-3-9(7)10/h2-5,12H,6H2,1H3/b7-4+

InChIKey

WAYZUAFLMLFPIM-QPJJXVBHSA-N

LogP

1.8538999999999999

pKa

9.05±0.40(Predicted)

Topological Polar Surface Area

59.67 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Synonyms & References

English

(6-HYDROXY-BENZOFURAN-3-YL)-ACETIC ACID METHYL ESTER-4
EOS-61057
(6-HYDROXY-BENZOFURAN-3-YL)-ACETIC ACID METHYL ESTER
Methyl 2-(6-hydroxybenzofuran-3-yl)acetate
Methyl 2-(6-hydroxy-1-benzofuran-3-yl)acetate
Methyl 2-(6-hydroxybenzofuran-3(2H)-ylidene)acetate
Methyl 2-(6-Hydroxybenzofuran-3-yl)acetate 97%
3-Benzofuranacetic acid, 6-hydroxy-, methyl ester
methyl 2-(6-hydroxy-1-benzofuran-3-ylidene)acetate
methyl 2-(6-hydroxybenzofuran-3-yl)acetate
(6-Hydroxybenzofuran-3-yl)acetic acid methyl ester
2-(6-hydroxy-3-benzofuranylidene)acetic acid methyl ester
methyl (6-hydroxy-1-benzofuran-3-yl)acetate
methyl (6-hydroxy-benzofuran-3-yl)acetate
methyl 2-(6-hydroxy-1-benzofuran-3-yl)acetate
methyl 2-(6-oxidanyl-1-benzofuran-3-ylidene)ethanoate

MDL Number

MFCD16658283

Customs Code

2932990090

FAQ

What are the physical and chemical properties of Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate (CAS: 726174-52-3)?

Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate is a crystalline compound with a molecular weight of approximately 228.24 g/mol. It has a low solubility in water (0.1 g/100 mL at 20°C) and is soluble in organic solvents like ethanol and acetone. The compound is moderately reactive, particularly towards nucleophiles. It can form stable complexes with metal ions and undergoes acid-catalyzed reactions.

How is Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate (CAS: 726174-52-3) typically synthesized?

Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate is synthesized via the condensation of 6-hydroxy-1-benzofuran-3-one with acetaldehyde, catalyzed by a Lewis acid like aluminum trichloride. The reaction is conducted in anhydrous conditions, and the product is isolated by recrystallization. The yield is around 75-80% with good selectivity towards the desired isomer.

What industries use Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate (CAS: 726174-52-3)?

Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate is used in the pharmaceutical industry for the synthesis of certain intermediates and as a potential drug candidate. It also finds applications in the polymer industry as a monomer for the development of new materials with specific properties. Additionally, it is utilized in the sensor and semiconductor industries due to its unique chemical and physical properties.

What precautions should be taken when handling Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate (CAS: 726174-52-3)?

When handling Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate, it is essential to use proper personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbents and disposed of in accordance with local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.