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Key Documents

P39605

Sigma-Aldrich

Phthalide

98%

Synonym(s):

1-Isobenzofuranone

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About This Item

Empirical Formula (Hill Notation):
C8H6O2
CAS Number:
Molecular Weight:
134.13
Beilstein/REAXYS Number:
114632
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

powder

bp

290 °C (lit.)

mp

71-74 °C (lit.)

SMILES string

O=C1OCc2ccccc12

InChI

1S/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2

InChI key

WNZQDUSMALZDQF-UHFFFAOYSA-N

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Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

305.6 °F - closed cup

flash_point_c

152 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Tsz-Ying Yuen et al.
Organic letters, 14(19), 5154-5157 (2012-09-29)
A highly convergent total synthesis of 7',8'-dihydroaigialospirol is described. Key steps of the synthesis include a Nozaki-Hiyama-Kishi (NHK) coupling of an iodoalkyne with an advanced phthalide-aldehyde and a remarkable one-pot acid-mediated global deprotection/spiroacetalization.
Jaganathan Karthikeyan et al.
Chemical communications (Cambridge, England), 47(37), 10461-10463 (2011-08-19)
A cobalt-catalyzed addition of aryl- and alkenylboronic acids to aldehydes and phthalaldehyde to give the corresponding biarylketones and 3-aryl phthalides in good to excellent yields in one pot is described.
Juan Mangas-Sánchez et al.
Organic letters, 14(6), 1444-1447 (2012-03-08)
A straightforward synthesis of (S)-3-methylphthalides has been developed, with the key asymmetric step being the bioreduction of 2-acetylbenzonitriles. Enzymatic processes have been found to be highly dependent on the pH value, with acidic conditions being required to avoid undesired side
Zhishi Ye et al.
The Journal of organic chemistry, 75(17), 6043-6045 (2010-08-28)
A palladium-catalyzed addition of arylboronic acids to phthalaldehyde, followed by an intramolecular lactonization to access 3-substituted phthalides, is described. The procedure tolerates a series of functional groups, such as methoxyl, fluoro, chloro, and trifluoromethyl groups. It represents a procedure for
Vatcharin Rukachaisirikul et al.
Journal of natural products, 75(5), 853-858 (2012-04-25)
Nine new fungal metabolites, one phthalide derivative, acremonide (1), and eight isocoumarin derivatives, acremonones A-H (2-9), were isolated from the mangrove-derived fungus Acremonium sp. PSU-MA70 together with 10 known compounds. Their structures were determined by NMR analysis. The known 8-deoxytrichothecin

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