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I12808

Sigma-Aldrich

Isatoic anhydride

96%

Synonym(s):

3,1-Benzoxazine-2,4(1H)-dione, Anthranilic acid N-carboxylic acid anhydride

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About This Item

Empirical Formula (Hill Notation):
C8H5NO3
CAS Number:
118-48-9
Molecular Weight:
163.13
Beilstein:
136786
EC Number:
204-255-0
MDL number:
MFCD00006700
UNSPSC Code:
12162002
PubChem Substance ID:
24895927
NACRES:
NA.23

vapor density

5.6 (vs air)

Assay

96%

mp

233 °C (dec.) (lit.)

SMILES string

O=C1Nc2ccccc2C(=O)O1

InChI

1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)9-8(11)12-7/h1-4H,(H,9,11)

InChI key

TXJUTRJFNRYTHH-UHFFFAOYSA-N

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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H319

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

586.4 °F - closed cup

Flash Point(C)

308 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M G Page
The Biochemical journal, 295 ( Pt 1), 295-304 (1993-10-01)
Class C beta-lactamases from Pseudomonas aeruginosa and several species of the Enterobacteriaceae have been observed to undergo a rapid burst in hydrolysis of beta-lactam antibiotics before relaxation to a steady-state rate of hydrolysis. The amplitude of the burst corresponds to
Zhan-Hui Zhang et al.
Journal of combinatorial chemistry, 12(5), 643-646 (2010-08-06)
A simple and efficient protocol for one-pot three-component coupling of isatoic anhydride, amines, and aldehydes in water using magnetically recoverable Fe(3)O(4) nanoparticles is reported. This methodology results in the synthesis of a variety of 2,3-dihydroquinazolin-4(1H)-ones in high yields. The catalyst
Christine Hiu-Tung Chen et al.
Molecular diversity, 9(4), 353-359 (2005-11-29)
Reactions using fluorous reagents and scavengers are compared side-by-side with their solid-supported counterparts. Fluorous triphenylphosphine is used in the bromination reaction of alcohols, fluorous thiol is used as an electrophile scavenger for alpha-bromoketones, fluorous isatoic anhydride is used as a
J E Churchich
Analytical biochemistry, 213(2), 229-233 (1993-09-01)
Isatoic anhydride reacts with nucleophile groups of proteins to yield o-aminobenzoyl protein conjugates. The fluorescence emitted by the chromophore decays in a multiexponential manner with average fluorescence lifetimes ranging from 9.9 to 10.7 ns. The steady emission anisotropy, measured upon
Zheng-Hui Guan et al.
Journal of the American Chemical Society, 134(42), 17490-17493 (2012-10-12)
A Pd-catalyzed regioselective C-H bond carbonylation of N-alkyl anilines for the synthesis of isatoic anhydrides has been developed. The key Pd-catalyst intermediate has been isolated and characterized. This novel Pd-catalyzed carbonylation reaction tolerates a wide range of functional groups and
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