P39605
Phthalide
98%
Synonym(s):
1-Isobenzofuranone
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About This Item
Empirical Formula (Hill Notation):
C8H6O2
CAS Number:
Molecular Weight:
134.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-744-0
Beilstein/REAXYS Number:
114632
MDL number:
Product Name
Phthalide, 98%
Quality Level
assay
98%
form
powder
bp
290 °C (lit.)
mp
71-74 °C (lit.)
InChI key
WNZQDUSMALZDQF-UHFFFAOYSA-N
InChI
1S/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2
SMILES string
O=C1OCc2ccccc12
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Related Categories
Storage Class
13 - Non Combustible Solids
wgk
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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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.
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
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.
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
Dipakranjan Mal et al.
The Journal of organic chemistry, 76(9), 3392-3398 (2011-03-17)
The annulation of phthalides with α-alkyl/arylacrylates in the presence of LDA/LHMDS is shown to directly give alkyl/aryl-1-naphthols. The method involving a novel dealkoxycarbonylation obviates the regiochemical issues in the synthesis of polysubstituted naphthalenes, and it forms the key step in
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