16859-59-9

Basic information

• Product Name: 1(3H)-Isobenzofuranone, 3-hydroxy-
• Synonyms: 1(3H)-Isobenzofuranone, 3-hydroxy-;1,3-dihydro-3-oxo-1-isobenzofuranol;3-hydroxyisobenzofuran-1(3H)-one;3-hydroxy-1(3H)-isobenzofuranone
• CAS NO: 16859-59-9
• Molecular Formula: C₈H₆O₃
• Molecular Weight: 150.13144
• Mol File: 16859-59-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 97-98 °C
• Boiling Point: 362.6°Cat760mmHg
• Flash Point: 174°C
• Appearance: /
• Density: 1.456g/cm³
• Vapor Pressure: 6.84E-06mmHg at 25°C
• Refractive Index: 1.64
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 11.17±0.20(Predicted)
• CAS DataBase Reference: 1(3H)-Isobenzofuranone, 3-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1(3H)-Isobenzofuranone, 3-hydroxy-(16859-59-9)
• EPA Substance Registry System: 1(3H)-Isobenzofuranone, 3-hydroxy-(16859-59-9)

Safety Data

• Hazardous Substances Data: 16859-59-9(Hazardous Substances Data)

Usage

General Description

1(3H)-Isobenzofuranone, 3-hydroxy- is a chemical compound with the molecular formula C8H6O3. It is also known by the names 3-Hydroxy-1(3H)-isobenzofuranone and 3-Hydroxyphthalide. 1(3H)-Isobenzofuranone, 3-hydroxy- is a lactone, which means it is a cyclic ester that forms hydroxy acids when hydrolyzed. It is commonly used in the production of fragrances and flavors, as it imparts a sweet, floral, and woody odor. Additionally, 1(3H)-Isobenzofuranone, 3-hydroxy- has been studied for its potential antioxidant and anti-inflammatory properties, making it of interest in the field of pharmaceuticals and cosmetics.

InChI:InChI=1/C8H6O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4,7,9H/t7-/m1/s1

Upstream product

• 4122-57-0 3-methoxy-3H-isobenzofuran-1-one 
• 75-77-4 chloro-trimethyl-silane 
• 4741-53-1 tetraphenylphthalic anhydride 
• 612-14-6 phthalyl alcohol 
• 6940-49-4 3-Bromophthalide 
• 118-90-1 ortho-methylbenzoic acid 
• 87-41-2 2-benzofuran-1(3H)-one 
• 85-44-9 phthalic anhydride 
• 1449785-10-7 2,2,2-trichloroethyl (3-oxo-1,3-dihydroisobenzofuran-5-yl)carbamate 
• 1696-17-9 N,N-diethylbenzamide 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 1245767-82-1 C₁₃H₁₄O₂Si 
• 4436-49-1 1,2-dihydrophthalic anhydride 

Downstream Products

• 84538-62-5 Imidazole Salt of 2-Formylbenzoic Acid 
• 3413-15-8 butylphthalide 
• 99275-29-3 N,N-bis<1''(3''H)-isobenzofuranon-3''-yl>-2-(4'-hydroxyphenyl)ethylamine 
• 856807-23-3 3-(phenylnitromethyl)-1(3H)-isobenzofuranone 
• 124033-28-9 3-<2-(2-nitrophenyl)-2-oxoethyl>isobenzofuran-1(3H)-one 
• 79017-08-6 3-(1-nitroethyl)-1(3H)-isobenzofuranone 
• 5398-11-8 3-phenylphthalide 
• 21615-74-7 3-(4-methoxyphenyl)phthalide 
• 131387-55-8 3-(Toluene-4-sulfonyl)-3H-isobenzofuran-1-one 
• 37618-00-1 3-(3,4-dimethoxyphenyl)isobenzofuran-1(3H)-one 
• 119-65-3 isoquinoline 
• 491-30-5 1-hydroxyisoquinoline 
• 24223-06-1 1-(3-oxo-1,3-dihydroisobenzofuran-1-yl)isoquinoline 
• 3598-68-3 3-(nitromethyl)-isobenzofuran-1-(3H)-one 

Relevant articles and documents

Kinetics of the equilibration of 3-hydroxyphtalide and o-formylbenzoic acid. Hemiacetal breakdown with a carboxylic acid leaving group

A temperature-jump relaxation study is reported for the equilibration: 3-hydroxyphtalide (SH) o-formylbenzoate (R-) o-formylbenzoic acid (RH).A kinetic analysis is carried out in which SH and R- interconvert with catalysis in the ring opening direction by water and by added general bases.Excellent Broensted plots based upon a series of oxyacid buffer catalysts are obtained.These have slopes β for the base-catalyzed ring opening of 0.81 and α for the reverse acid-catalyzed ring closing of 0.19.A mechanism where S-, the conjugate base of SH, is a discrete intermediate can be ruled out on the basis of the Broensted values and the magnitudes of the rate constants.The lifetime of S- is estimated to lie in the range 1E-11-1E-15 s.Two mechanisms can be proposed.A fully concerted mechanism "enforced" by lifetimes less than 1E-13 s involves direct interconversion of SH and R- with no intermediate.A preassociated mechanism "enforced" by lifetimes in the 1E-11-1E-12 s range requires, in the ring closing direction, that an acid catalyst be hydrogen bonded to the carbonyl in R-.

Oxoisoaporphine alkaloid derivative as well as preparation method and application thereof

The invention belongs to the field of biological medicine, and discloses an oxoisoaporphine alkaloid derivative shown in a formula II, X is O, R is selected from H and heterocyclic radical containing one or more N, and n is an integer ranging from 2 to 4. Pharmacological experiment research shows that the oxoisoaporphine alkaloid derivative disclosed by the invention has excellent acetylcholin esterase and A beta inhibitory activity, and the invention also discloses an application of the oxoisoaporphine alkaloid derivative in preparation of an anti-Alzheimer disease drug.

Industrial synthesis method of o-aldehyde phenyl fatty acid

The invention provides an industrial synthesis method of o-aldehyde phenyl fatty acid, which comprises the following steps: by using aromatic lactone or o-methylphenyl fatty acid as a raw material, carrying out halogenation reaction and hydrolysis to obtain the o-aldehyde phenyl fatty acid. In the method, halogen is used in the production process; however, if haloid acid or haloid salt formed byhydrolysis is directly discharged to the environment, the cost of a halogen source accounts for most of the cost of the whole process, and severe environmental pollution is caused; by means of the method, an activated halogen source can be obtained in real time by adding a specific oxidant in the reaction process, so that the closed cycle of halogen elements is realized by means of the subsequenthydrolysis process; therefore, a large amount of raw material cost is saved on the whole, environmental pollution is reduced, the product yield is high, and large-scale production is facilitated.