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563-96-2 - Glyoxylic acid monohydrate, 97% - Oxoacetic acid monohydrate - A16058 - Alfa Aesar

A16058 Glyoxylic acid monohydrate, 97%

CAS Number
563-96-2
Synonyms
Oxoacetic acid monohydrate

Size Price ($) Quantity Availability
25g 31.09
100g 87.34
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Glyoxylic acid monohydrate, 97%

MDL
MFCD00149497
EINECS
206-058-5

Chemical Properties

Formula
OHCCO2H•H2O
Formula Weight
92.06 (74.04anhy)
Melting point
48-52°
Boiling Point
100°
Flash Point
>110°(230°F)
Sensitivity
Hygroscopic
Solubility
Soluble in water, dimethyl sulfoxide and alcohol. Insoluble in diethyl ether and hydrocarbons.

Applications

Glyoxylic acid is a reagent for sulfinylmaleate synthesis. It is one of the chemicals used in the Hopkins Cole reaction. It is involved to check the presence of tryptophan in proteins. It is condensed with urea and 1,2-diaminobenzene to form heterocycles. It also undergoes Friedel-Crafts and cyclocondensation reactions to form bis(pentamethylphenyl) acetic acid and a beta-carboline respectively. It is employed in the synthesis of a sulfinylmaleate, which serves as an efficient dienophile for enantioselective Diels-Alder cycloadditions.

Notes

Hygroscopic. Keep the container tightly closed in a dry and well-ventilated place. Incompatible withbases, oxidizing agents and reducing agents.

Literature References

For reaction with tryptamine hydrochloride, followed by cyclization to give 1,2,3,4-tetrahydro-ß-carboline, see: Org. Synth. Coll., 6, 965 (1988).

Reagent for transthioacetalization of dithioacetal groups from protected aldehydes and ketones in acetic acid catalyzed by mineral acid: Synthesis, 694 (1976); for alternative methods of dithioacetal cleavage, see 1,3-Dithiane, A10505.

Lundell, J.;  Olbert-Majkut, A. Isolated glyoxylic acid-water 1: 1 complexes in low temperature argon matrices. Spectrochim. Acta. A Mol. Biomol. Spectrosc. 2015, 136, 113-121.

Ghimbeu, C. M.; Vidal, L.; Delmotte, L.; Le Meins, J. M.; Vix-Guterl, C. Catalyst-free soft-template synthesis of ordered mesoporous carbon tailored using phloroglucinol/glyoxylic acid environmentally friendly precursors. Green Chem. 2014, 16 (6), 3079-3088.

Lundell, J.;  Olbert-Majkut, A. Isolated glyoxylic acid-water 1: 1 complexes in low temperature argon matrices. Spectrochim. Acta. A Mol. Biomol. Spectrosc. 2015, 136, 113-121.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318-H317

Causes severe skin burns and eye damage. Causes serious eye damage. May cause an allergic skin reaction.

Precautionary Statements: P260-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,4511
Beilstein
969535
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2918.30
TSCA
Yes
RTECS
MD4550000

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