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119-67-5 - 2-Carboxybenzaldehyde, 98+% - 2-Formylbenzoic acid - Phthalaldehydic acid - A11201 - Alfa Aesar

A11201 2-Carboxybenzaldehyde, 98+%

CAS Number
119-67-5
Synonyms
2-Formylbenzoic acid
Phthalaldehydic acid

Size Price ($) Quantity Availability
50g 47.38
250g 152.62
1000g 580.92
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2-Carboxybenzaldehyde, 98+%

MDL
MFCD00003336
EINECS
204-342-3

Chemical Properties

Formula
C8H6O3
Formula Weight
150.13
Melting point
97-101°
Flash Point
198°(388°F)
Density
1.404
Sensitivity
Air Sensitive
Solubility
Soluble in water.

Applications

2-Carboxybenzaldehyde is a carboxylated derivative of benzaldehyde which is readily converted to 2-hydroxymethyl benzoic acid by CBA dehydrogenase. 2-Carboxybenzaldehyde is a metabolite of ampicillin phthalidyl ester. It has been used to synthesize a series of N-substituted isoindolinones by reductive C-N coupling and intramolecular amidation with amines.

Notes

Air Sensitive. Store away from air and oxidizing agents. Incompatible with strong bases.

Literature References

Ka young lee; Jeong mi kim; Jae nyoung kim. Facile synthesis of 3-alkylidene-3H-isobenzofuranones from the Baylis-Hillman reaction of 2-carboxybenzaldehyde. Synlett. 2003, 357-360.

KA Krasnov; VG Kartsev; EE Santarovich. Reaction of Barbituric, 2-Thiobarbituric Acids and Their Derivatives with 2-Carboxybenzaldehyde and Opianic Acid: Synthesis and Tautomerism of 5-(3'-Oxo-1',3'-dihydroisobenzofuran-1'-yl)barbituric Acids and Their 2-Thio Analogs. Chemistry of Heterocyclic Compounds. 2002, 38, 702-709.

The aldehyde is in equilibrium with the cyclic lactol, which reacts with both alkyl and aryl Grignard reagents to give substituted phthalides: Tetrahedron, 44, 2903 (1988):

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
742381
Harmonized Tariff Code
2918.30
TSCA
Yes
RTECS
TH7015000

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