5-Hydroxyphthalide

Base Information

• Chemical Name: 5-Hydroxyphthalide
• CAS No.: 55104-35-3
• Molecular Formula: C8H6 O3
• Molecular Weight: 150.134
• Hs Code.: 2932999099
• NSC Number: 28671
• DSSTox Substance ID: DTXSID80282908
• Nikkaji Number: J401.857E
• Wikidata: Q82017302
• Mol file: 55104-35-3.mol

Synonyms:5-HYDROXYPHTHALIDE;55104-35-3;5-hydroxyisobenzofuran-1(3H)-one;5-hydroxy-3H-2-benzofuran-1-one;MFCD03425897;NSC 28671;5-hydroxy-1(3H)-isobenzofuranone;5-hydroxy-2-benzofuran-1(3h)-one;NSC28671;1(3H)-Isobenzofuranone, 5-hydroxy-;5-hydroxy-1,3-dihydro-2-benzofuran-1-one;SCHEMBL4170867;DTXSID80282908;QJEJYBQYGQJKSK-UHFFFAOYSA-N;5-hydroxy-3H-isobenzofuran-1-one;5-oxidanyl-3H-2-benzofuran-1-one;NSC-28671;AKOS000278064;AC-30749;AS-48488;SY244477;CS-0028396;FT-0658192;F31394;EN300-3176637;A830489;A903809;Z1198162647

Chemical Property of 5-Hydroxyphthalide

Chemical Property:

• Vapor Pressure: 3.53E-08mmHg at 25°C
• Melting Point: 223-224 °C
• Boiling Point: 435.1°C at 760 mmHg
• PKA: 8.05±0.20(Predicted)
• Flash Point: 211.7°C
• PSA: 46.53000
• Density: 1.436g/cm³
• LogP: 1.06260
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 150.031694049
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

5-Hydroxyisobenzofuran-1(3H)-one 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)O)C(=O)O1
• Uses: 5-HYDROXYPHTHALIDE is heterocyclic derivatives and can be used as intermediates in organic synthesis.

Technology Process of 5-Hydroxyphthalide

There total 16 articles about 5-Hydroxyphthalide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

(2-carbomethoxy-5-hydroxyphenyl)methyl 2-nitrobenzenesulfenate (134418-62-5) → 5-hydroxy-2-benzofuran-1-(3H)-one (55104-35-3)

Guidance literature:

With piperidine; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jo00013a033

Reference yield: 83.0%

5-methoxyisobenzofuran-1(3H)-one (4741-62-2) → 5-hydroxy-2-benzofuran-1-(3H)-one (55104-35-3)

Guidance literature:

With dichloromethane; boron tribromide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.molstruc.2013.12.059

Reference yield:

5-tert-butoxy-2-benzofuran-1-(3H)-one (1411945-89-5) → 5-hydroxy-2-benzofuran-1-(3H)-one (55104-35-3)

Guidance literature:

With hydrogenchloride; In diethyl ether; for 120h;

upstream raw materials:

5-amino-3H-isobenzofuran-1-one

4-hydroxyphthalic acid

carbon monoxide

3-Hydroxybenzyl alcohol

Downstream raw materials:

tert-butyl 4-{[(1-oxo-1,3-dihydro-2-benzofuran-5-yl)oxy]methyl}piperidine-1-carboxylate

5-(benzyloxy)-2-benzofuran-1(3H)-one

(5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetic acid

tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate

Refernces

• 1、 Teixeira,Pereira,Da Silva,Guilardi,Paix?o,Anconi,De Almeida,Ellena,Forlani. "Synthesis, characterization and phytotoxic activity of hydroxylated isobenzofuran-1(3H)-ones". . p. 61 - 68. Retrieved 2014/02/14.
• 2、 Negoro, Nobuyuki,Sasaki, Shinobu,Ito, Masahiro,Kitamura, Shuji,Tsujihata, Yoshiyuki,Ito, Ryo,Suzuki, Masami,Takeuchi, Koji,Suzuki, Nobuhiro,Miyazaki, Junichi,Santou, Takashi,Odani, Tomoyuki,Kanzaki, Naoyuki,Funami, Miyuki,Tanaka, Toshimasa,Yasuma, Tsuneo,Momose, Yu. "Identification of fused-ring alkanoic acids with improved pharmacokinetic profiles that Act as G protein-coupled receptor 40/free fatty acid receptor 1 agonists". supporting information; experimental part. p. 1538 - 1552. Retrieved 2012/04/10.