N-chloroglycine
Glyoxilic acid
Conditions | Yield |
---|---|
With sodium hydroxide; sodium perchlorate In water at 298℃; Decomposition of (N-Cl)- , (N-Br)-α-amino acids, dipeptides, amines in near neutral or mild basic conditions; | 100% |
With sodium hydroxide at 24.9℃; Rate constant; Kinetics; Thermodynamic data; other N-chloro- and N-bromo-α-amino acids; var. temp., NaOH conc. and ionic strength of solution; ΔS(excit.), ΔH(excit.); mechanism; | |
With hydroxide In water at 24.9℃; Product distribution; |
Conditions | Yield |
---|---|
With oxygen; ethylenediamine; Flavin mononucleotide In water at 15℃; under 4350.3 Torr; for 77h; glycolate oxidase, Aspergillus niger catalase, pH 8-9; | A 0.2% B 99.8% |
Conditions | Yield |
---|---|
With diazoacetic acid ethyl ester; oxygen; Flavin mononucleotide In water at 5℃; under 6205.8 Torr; for 1h; Pichia Pastoris transformant MSO10 (423 IU of glycolate oxidase and 869000 IU of catalase), pH 9.25; | A 1.3% B 98.7% |
With oxygen; 3,3-dimethyldioxirane In acetone at 32℃; Kinetics; Further Variations:; Temperatures; Oxidation; |
Conditions | Yield |
---|---|
Stage #1: maleic anhydride With water In methanol; ethyl acetate at 65℃; for 0.833333h; Stage #2: With ozone In methanol; ethyl acetate at 5℃; for 3h; Solvent; Temperature; Time; | 98.3% |
Conditions | Yield |
---|---|
With acetic acid; bis(2-ethyl-1H-benzimidazolinium) dichromate at 20℃; for 0.5h; | 89% |
With acetic acid; bis(2-methyl-1H-benzimidazolinium) dichromate In ethanol at 20℃; for 0.5h; | 89% |
With glycolate oxidase; oxygen; Flavin mononucleotide In various solvent(s) at 30℃; for 24h; Oxidation; | 80% |
Glyoxal
Glyoxilic acid
Conditions | Yield |
---|---|
Stage #1: Glyoxal With ammonium hydroxide; dihydrogen peroxide; iron(II) sulfate at 7 - 8℃; Stage #2: With sulfuric acid In ethanol at 140℃; for 3h; Stage #3: In water at 95 - 98℃; for 2h; Temperature; | 88% |
Stage #1: Glyoxal With hydrogenchloride; nitric acid In water at 45℃; Stage #2: With oxygen; sodium nitrite In water at 43 - 60℃; under 3000.3 Torr; for 4h; Product distribution / selectivity; | 78% |
With Tri-n-octylamine In octane at 45℃; under 1125.11 Torr; for 4h; | 57.52% |
Conditions | Yield |
---|---|
83% |
2-chloro-2,3-dimethoxy-1,4-dioxane
Glyoxilic acid
Conditions | Yield |
---|---|
With methanol; water at 20 - 25℃; for 1h; | 81% |
Conditions | Yield |
---|---|
With potassium hexacyanoferrate(III) In perchloric acid; acetic acid at 50℃; Mechanism; Kinetics; Ea, ΔH(excit.), ΔS(excit.), other temperatures, other concentrations acids; | A 80% B 10% |
With potassium bromate; thallium(III) sulfate; sulfuric acid In water; acetic acid at 40℃; for 60h; Rate constant; Mechanism; Thermodynamic data; other mineral acid; other metal ion; E(excit.), ΔH(excit.), ΔS(excit.), ΔG(excit.); | A 75% B 25% |
With sulfuric acid; mercury(II) diacetate; bromate In water; acetic acid Mechanism; Kinetics; Thermodynamic data; effect of solvent polarity, temperature, mercury acetate on oxidation ΔH(excit.), ΔS(excit.), ΔG(excit.); |
Conditions | Yield |
---|---|
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism; | A 80% B n/a |
Conditions | Yield |
---|---|
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism; | A 80% B n/a |
Glyoxilic acid
Conditions | Yield |
---|---|
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism; | 80% |
Glyoxilic acid
Conditions | Yield |
---|---|
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism; | 80% |
Conditions | Yield |
---|---|
With potassium hexacyanoferrate(III) In perchloric acid; acetic acid at 50℃; Mechanism; Kinetics; Ea, ΔH(excit.), ΔS(excit.), other temperatures, other concentrations acids; | A 75% B 10% |
With potassium bromate; thallium(III) sulfate; sulfuric acid In water; acetic acid at 40℃; for 60h; Rate constant; Mechanism; Thermodynamic data; other mineral acid; other metal ion; E(excit.), ΔH(excit.), ΔS(excit.), ΔG(excit.); | A 62% B n/a |
With N-chloro-succinimide; perchloric acid; palladium dichloride at 35℃; Kinetics; Further Variations:; concentration; |
Conditions | Yield |
---|---|
With oxygen In water at 5℃; under 6205.8 Torr; for 23h; Product distribution; Escherichia coli transformant WT-GAO, pH 9.2; other metabolically inactive microbial transformant; | A 5.6% B 1.1% C 74.4% |
Conditions | Yield |
---|---|
With oxygen; ozone In methanol; water at -15℃; | A 68% B n/a |
With oxygen; ozone; corundum#dotCo In methanol; water at -15℃; | A 56% B n/a |
With oxygen; ozone; Co-Kat In methanol; water at -15℃; | A 25% B n/a |
Conditions | Yield |
---|---|
With tetramethyl ammoniumhydroxide; tetramethlyammonium chloride In water for 4.25h; pH=9, electrolysis -1.88 V , 3.0 mA, graphite electrode; | A 65% B 6% C 28% |
With tetraethylammonium perchlorate In water electrodeduction, cathode: Pb vs. Ag/AgCl; Yield given; |
Conditions | Yield |
---|---|
With bromine; perchlorate(1-) at 35℃; Kinetics; Mechanism; Rate constant; other α-amino acids; k2 = 50.0 x 10-7 s-1; | A 50% B 45% |
With nickel(II) sulphate; hydroxide; Nitrogen dioxide In water Product distribution; Irradiation; further reagnt ratio, at pH 7.3; | A 0.2% B 2.2% |
glycolic Acid
A
formaldehyd
B
formic acid
C
carbon dioxide
D
carbon monoxide
E
Glyoxilic acid
Conditions | Yield |
---|---|
With iron(III) phosphate; oxygen at 240 - 270℃; for 0.000694444h; Product distribution; other catalysts; | A 3.9% B 0.7% C n/a D n/a E 39.6% |
ethylene glycol
A
formaldehyd
B
Glyoxal
C
acetaldehyde
D
Glyoxilic acid
Conditions | Yield |
---|---|
With nitrogen; oxygen; iron(III) phosphate doped with Mo(VI) In water at 310℃; Further byproducts given; | A 33.2% B 26.5% C 11.7% D 2.4% |
With nitrogen; oxygen; iron(III) phosphate doped with Mo(VI) In water at 300℃; Further byproducts given; | A 20.6% B 19.8% C 16.6% D 3.3% |
ethylenediamine tetraacetic acid
A
formaldehyd
B
Glyoxilic acid
C
iminodiacetic acid
Conditions | Yield |
---|---|
With ozone In water Kinetics; Oxidation; | A 15% B 32% C 20% |
D-fructose
A
formic acid
B
glycolic Acid
C
acetic acid
D
Glyoxilic acid
Conditions | Yield |
---|---|
With aluminium(III) triflate; dihydrogen peroxide In acetonitrile at 70℃; for 12h; | A 17.6% B 14.5% C 8.7% D 5.4% |
Conditions | Yield |
---|---|
In water at 20℃; for 5h; Irradiation; | 13% |
naphthalene
A
oxomalonaldehyde
B
dihydrogen peroxide
C
Glyoxilic acid
Conditions | Yield |
---|---|
With oxygen; ozone; Mn-Katalysator In acetic acid at 16℃; | A n/a B 0.1% C n/a |
Conditions | Yield |
---|---|
With dihydrogen peroxide; iron(II) sulfate |
diazoacetic acid ethyl ester
ethanol
diethylazodicarboxylate
Glyoxilic acid
Conditions | Yield |
---|---|
bei Abwesenheit eines Verduennungsmittels gibt ein Produkt, und Kochen dieses mit verd.Salzsaeure; |
Conditions | Yield |
---|---|
Kochen mit verd. Salzsaeure; |
Conditions | Yield |
---|---|
With water; sodium carbonate at 140 - 150℃; | |
With sodium hydroxide; water at 140 - 150℃; |
Conditions | Yield |
---|---|
With dihydrogen peroxide; iron(II) sulfate |
Conditions | Yield |
---|---|
In water; acetone for 18h; Heating / reflux; | 100% |
In water | |
In acetone for 18h; Reflux; |
Conditions | Yield |
---|---|
With hydrogenchloride In water | 100% |
In water at 20℃; for 1h; | 95% |
With hydrogenchloride In water at 0 - 20℃; for 1h; | 94% |
Conditions | Yield |
---|---|
aldolase In water | 100% |
tert-butyl carbamate
Glyoxilic acid
Nα-(tert-butoxycarbonyl)-α-hydroxyglycine
Conditions | Yield |
---|---|
In acetone for 4h; Heating; | 100% |
In diethyl ether for 72h; Ambient temperature; | 2.5 g |
In diethyl ether for 72h; Ambient temperature; | |
In acetone for 5h; Heating; | |
In acetone Heating; |
2,4-dimethylcarbonohydrazide
Glyoxilic acid
Hexahydro-1,5-dimethyl-6-oxo-1,2,4,5-tetrazin-3-carbonsaeure
Conditions | Yield |
---|---|
In methanol | 100% |
In water at 20℃; for 0.5h; | 96% |
In diethyl ether; water for 1h; | 69% |
O-benzylhydoxylamine hydrochloride
Glyoxilic acid
2-[(phenylmethoxy)imino]-acetic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In water at 20℃; for 2h; Inert atmosphere; | 100% |
With water In acetonitrile for 12h; Ambient temperature; | 97% |
With sodium acetate In methanol; water Ambient temperature; | 94% |
9-fluorenylmethyl carbamate
Glyoxilic acid
9-fluorenylmethoxycarbonyl-α-hydroxyglycine
Conditions | Yield |
---|---|
In acetone for 5h; Heating; | 100% |
In ethyl acetate for 6h; Heating; | 73% |
Conditions | Yield |
---|---|
In water; acetone for 19h; Heating / reflux; | 100% |
In acetone Heating; | |
In acetone for 19h; Reflux; |
2,4-di-tert-Butylphenol
Glyoxilic acid
5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In water; 1,2-dichloro-ethane for 3.5h; Heating; | 100% |
toluene-4-sulfonic acid In water; 1,2-dichloro-ethane for 3.5h; Heating / reflux; | 100% |
With toluene-4-sulfonic acid In toluene for 3h; Heating / reflux; |
2,4-dicyclohexylphenol
Glyoxilic acid
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In water; 1,2-dichloro-ethane Heating; | 100% |
hydrazinecarboxylic acid methyl ester
Glyoxilic acid
[(methoxycarbonyl)hydrazono]acetic acid
Conditions | Yield |
---|---|
In water for 7h; | 100% |
allyl carbamate
Glyoxilic acid
(RS)-N-<(allyloxy)carbonyl>-α-hydroxyglycine
Conditions | Yield |
---|---|
In acetone for 5h; Heating; | 100% |
Glyoxilic acid
7-fluoro-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid
Conditions | Yield |
---|---|
In water; ethyl acetate at 20℃; for 16h; pH=4.4; Aqueous acetate buffer; | 100% |
With acetate buffer In ethyl acetate at 20℃; for 16h; pH=4.4; | 100% |
Conditions | Yield |
---|---|
indium(III) triflate In acetonitrile at 50℃; for 0.191667h; Product distribution / selectivity; Microwave irradiation; | 100% |
montmorillonit KSF In acetonitrile at 50℃; for 0.191667h; Product distribution / selectivity; Microwave irradiation; | 79% |
ytterbium(III) triflate In acetonitrile at 50℃; for 0.191667h; Product distribution / selectivity; Microwave irradiation; | 77% |
4-dibenzofurylboronic acid
3,5-Dichloroaniline
Glyoxilic acid
(dibenzofuran-4-yl)-(3,5-dichlorophenylamino)acetic acid
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
4-hydrazinyl-2-methoxybenzonitrile
Glyoxilic acid
Conditions | Yield |
---|---|
In water for 16h; | 100% |
piperidine
2-Methylphenylboronic acid
Glyoxilic acid
2-(piperidin-1-yl)-2-o-tolylacetic acid
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
Methyl 3-aminothiophene-2-carboxylate
Glyoxilic acid
2-methoxy-pyridine-5-boronic acid
2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-(6-methoxypyridin-3-yl)acetic acid
Conditions | Yield |
---|---|
In acetonitrile for 2h; Reflux; | 100% |
In acetonitrile for 2h; Reflux; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In methanol; water at 20℃; for 4h; | 100% |
Conditions | Yield |
---|---|
In acetonitrile for 2.5h; Reflux; | 100% |
piperidine
Thien-3-ylboronic acid
Glyoxilic acid
2-(piperidin-1-yl)-2-(thiophen-3-yl)acetic acid
Conditions | Yield |
---|---|
In acetonitrile for 5h; Reflux; | 100% |
Glyoxilic acid
Conditions | Yield |
---|---|
With 10 wt% Pd(OH)2 on carbon; hydrogen In methanol at 20℃; under 7500.75 Torr; Autoclave; | 100% |
2-cyclopropylmethyl-1,2,3,4-tetrahydroisoquinolin-5-ylamine
Glyoxilic acid
Conditions | Yield |
---|---|
With sodium cyanoborohydride; triethylamine In methanol at 0 - 20℃; for 4.5h; | 100% |
3,4-Dimethoxyphenylboronic acid
Glyoxilic acid
Conditions | Yield |
---|---|
Stage #1: 3,4-Dimethoxyphenylboronic acid; Glyoxilic acid In dichloromethane at 20℃; Petasis Reaction; Stage #2: (S)-(+)-(1,2,3,4-tetrahydronaphth-1-ylamino)acetaldehyde dimethyl acetal In dichloromethane at 20℃; for 72h; Petasis Reaction; diastereoselective reaction; | 100% |
3,4-Dimethoxyphenylboronic acid
Glyoxilic acid
Conditions | Yield |
---|---|
Stage #1: 3,4-Dimethoxyphenylboronic acid; Glyoxilic acid In dichloromethane at 20℃; Petasis Reaction; Stage #2: (R)-(-)-(1-indanamino)acetaldehyde dimethyl acetal In dichloromethane at 20℃; for 72h; Petasis Reaction; diastereoselective reaction; | 100% |
Conditions | Yield |
---|---|
Stage #1: 4-(tert-butyl)-1,2-diaminobenzene; Glyoxilic acid With hydrogenchloride In water for 3h; Reflux; Inert atmosphere; Stage #2: With sodium hydroxide at 0℃; pH=Ca. 8; Inert atmosphere; | 100% |
Glyoxilic acid
Conditions | Yield |
---|---|
With sodium cyanoborohydride; sodium hydrogencarbonate In methanol at 20℃; for 24h; | 100% |
With sodium cyanoborohydride; sodium hydrogencarbonate In methanol at 20℃; for 24h; | 100% |
(2-oxo-2-(4-(trifluoromethyl)phenyl)ethyl)triphenylphosphonium bromide
Glyoxilic acid
4-(4-trifluoromethylphenyl)-4-oxo-2-butenoic acid
Conditions | Yield |
---|---|
With triethylamine In methanol; chloroform at 25℃; for 15h; Wittig Olefination; | 100% |
N,N'-Dimethylurea
Glyoxilic acid
5-hydroxy-1,3-dimethylimidazolidine-2,4-dione
Conditions | Yield |
---|---|
In ethyl acetate Solvent; | 100% |
The Molecular Structure of Glyoxylic acid (CAS NO.298-12-4):
Empirical Formula: C2H2O3
Molecular Weight: 74.0355
IUPAC Name: oxaldehydic acid
Appearance: clear yellow solution
Nominal Mass: 74 Da
Average Mass: 74.0355 Da
Monoisotopic Mass: 74.000394 Da
Index of Refraction: 1.403
Molar Refractivity: 13.06 cm3
Molar Volume: 53.4 cm3
Surface Tension: 50.2 dyne/cm
Density: 1.384 g/cm3
Flash Point: 103.9 °C
Enthalpy of Vaporization: 50.8 kJ/mol
Boiling Point: 224.6 °C at 760 mmHg
Vapour Pressure: 0.0331 mmHg at 25°C
Storage temp: 2-8°C
Water Solubility: miscible
InChI
InChI=1/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)
Smiles
C(C=O)(O)=O
Product Categories: Pharmaceutical Intermediates
Synonyms: Formylformic Acid ; Oxoethanoic acid ; Oxoacetic acid ; Formylformic acid ; Alpha-Ketoacetic Acid ; Oxalaldehydic Acid
The conjugate base of Glyoxylic acid (CAS NO.298-12-4) is known as glyoxylate. It is an intermediate of the glyoxylate cycle, enables organisms, such as fungi, bacteria, and plants to convert fatty acids into carbohydrates .
Glyoxylic acid (CAS NO.298-12-4) is used as intermediates of spice, medicine, dyes, plastics and varnish materials,and it also used in pharmacy.
1. | mmo-sat 200 µg/plate ABCHA6 47,2461,83 | |||
2. | ims-rat LDLo:25 mg/kg | BSIBAC Bolletino della Societe Italiana di Biologia Sperimentale. 36 (1960),1937. |
Reported in EPA TSCA Inventory
Hazard Codes: CXi
Risk Statements: 34-43-41
R34: Causes burns
R43: May cause sensitization by skin contact
R41: Risk of serious damage to the eyes
Safety Statements: 26-36/37/39-45-37/39-24
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S37/39: Wear suitable gloves and eye/face protection
S24: Avoid contact with skin
RIDADR: UN 3265 8/PG 2
WGK Germany: 1
RTECS: MD4550000
HazardClass: 8
PackingGroup: III
Poison by intramuscular route. Mutation data reported. A skin, eye, and mucous membrane irritant. When heated to decomposition it emits acrid smoke and fumes.
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