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298-12-4

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298-12-4 Usage

Chemical Properties

Colorless clear liquid.

Uses

Glyoxalic acid can be used in the synthesis of a variety of reactions.Glyoxylic acid is used in Hopkins Cole reaction, which is used in the detection of tryptophan in proteins. It reacts with phenol to get 4-hydroxymandelic acid, which on further reaction with ammonia gives hydroxyphenylglycine, as a precursor to the drug amoxicillin. It is also used as a starting material for the preparation of 4-hydroxyphenylacetic acid, which is used to get atenolol.

Definition

ChEBI: A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom.

General Description

Supplied as a 50% aqueous solution.

Health Hazard

Contact will cause severe eye and skin burns. Vapor exposure may cause eye and skin irritation.

Flammability and Explosibility

Nonflammable

Biological Activity

nsc 27785 is an organic compound that is both an aldehyde and a carboxylic acid.

Synthesis

Add to 3500ml reactor equipped with reflux condenser, stirrer and thermometer300ml (3.55mol) of 50% glyoxal solution, stir and cool, control the temperature to 7±2,Slowly drip 300ml (3.55mol) of 35% hydrogen peroxide solution at the same time within 3 hours,280ml (0.355mol) of 17% ferrous sulfate solution and 120ml (0.75mol) of 15% aqueous ammonia solution, keep at 8±2, react for 3 hours, and let stand overnight, The reaction liquid was filtered to remove the solid by-products, and 350ml of water-carrying toluene was added to the reaction mother liquid.Heat to reflux, remove water, and distill toluene with water-carrying agent to obtain oxidation product.Add 120ml of concentrated sulfuric acid and 700ml of absolute ethanol to the oxidation products.Esterification reaction at 140°C for 3 hours, then distillation under reduced pressure, at 0.02Mpa,The esterification product was collected at 185°C.Add 120ml of 18% sulfuric acid to the esterified product and heat under stirring.The hydrolysis reaction is carried out at 95-98 for 2 hours; the hydrolysis liquid is cooled to room temperature,The precipitated white solid product was filtered, washed 4 times with 120ml of toluene each time, and dried.Obtain 180 g of the target product glyoxylic acid with a purity of 99.5% (HPLC) and a yield of 88%.Melting point is 98.1-98.6.

Check Digit Verification of cas no

The CAS Registry Mumber 298-12-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,9 and 8 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 298-12:
(5*2)+(4*9)+(3*8)+(2*1)+(1*2)=74
74 % 10 = 4
So 298-12-4 is a valid CAS Registry Number.
InChI:InChI=1/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)/p-1

298-12-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
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  • TCI America

  • (G0366)  Glyoxylic Acid (ca. 50% in Water, ca. 9mol/L)  

  • 298-12-4

  • 25mL

  • 135.00CNY

  • Detail
  • TCI America

  • (G0366)  Glyoxylic Acid (ca. 50% in Water, ca. 9mol/L)  

  • 298-12-4

  • 500mL

  • 460.00CNY

  • Detail
  • Alfa Aesar

  • (B25149)  Glyoxylic acid, 50% w/w aq. soln.   

  • 298-12-4

  • 250g

  • 306.0CNY

  • Detail
  • Alfa Aesar

  • (B25149)  Glyoxylic acid, 50% w/w aq. soln.   

  • 298-12-4

  • 1000g

  • 958.0CNY

  • Detail
  • Alfa Aesar

  • (B25149)  Glyoxylic acid, 50% w/w aq. soln.   

  • 298-12-4

  • 5000g

  • 3886.0CNY

  • Detail

298-12-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name glyoxylic acid

1.2 Other means of identification

Product number -
Other names Acetic acid,oxo

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Corrosion inhibitors and anti-scaling agents,Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:298-12-4 SDS

298-12-4Synthetic route

N-chloroglycine
35065-59-9

N-chloroglycine

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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;
2,2-dihydroxyacetic acid
563-96-2

2,2-dihydroxyacetic acid

A

oxalic acid
144-62-7

oxalic acid

B

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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%
glycolic Acid
79-14-1

glycolic Acid

A

oxalic acid
144-62-7

oxalic acid

B

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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;
maleic anhydride
108-31-6

maleic anhydride

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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%
glycolic Acid
79-14-1

glycolic Acid

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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
131543-46-9

Glyoxal

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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%
O-benzyl carbamate
621-84-1

O-benzyl carbamate

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
83%
2-chloro-2,3-dimethoxy-1,4-dioxane
79866-88-9

2-chloro-2,3-dimethoxy-1,4-dioxane

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With methanol; water at 20 - 25℃; for 1h;81%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

A

benzaldehyde
100-52-7

benzaldehyde

B

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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.);
sarcosine
107-97-1

sarcosine

A

Glyoxilic acid
298-12-4

Glyoxilic acid

B

C3H5BrNO2(1-)

C3H5BrNO2(1-)

Conditions
ConditionsYield
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism;A 80%
B n/a
glycine
56-40-6

glycine

A

Glyoxilic acid
298-12-4

Glyoxilic acid

B

C2H3BrNO2(1-)

C2H3BrNO2(1-)

Conditions
ConditionsYield
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism;A 80%
B n/a
C2H3BrNO2(1-)

C2H3BrNO2(1-)

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism;80%
C3H5BrNO2(1-)

C3H5BrNO2(1-)

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With hypobromite In sodium hydroxide at 35℃; Kinetics; Mechanism;80%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

A

acetaldehyde
75-07-0

acetaldehyde

B

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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;
glycolic Acid
79-14-1

glycolic Acid

A

formic acid
64-18-6

formic acid

B

oxalic acid
144-62-7

oxalic acid

C

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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%
maleic acid
110-16-7

maleic acid

A

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

B

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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
carbon dioxide
124-38-9

carbon dioxide

A

formic acid
64-18-6

formic acid

B

oxalic acid
144-62-7

oxalic acid

C

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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;
glycine
56-40-6

glycine

A

formaldehyd
50-00-0

formaldehyd

B

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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
79-14-1

glycolic Acid

A

formaldehyd
50-00-0

formaldehyd

B

formic acid
64-18-6

formic acid

C

carbon dioxide
124-38-9

carbon dioxide

D

carbon monoxide
201230-82-2

carbon monoxide

E

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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
107-21-1

ethylene glycol

A

formaldehyd
50-00-0

formaldehyd

B

Glyoxal
131543-46-9

Glyoxal

C

acetaldehyde
75-07-0

acetaldehyde

D

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
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
117659-76-4

ethylenediamine tetraacetic acid

A

formaldehyd
50-00-0

formaldehyd

B

Glyoxilic acid
298-12-4

Glyoxilic acid

C

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With ozone In water Kinetics; Oxidation;A 15%
B 32%
C 20%
D-fructose
470-23-5

D-fructose

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

C

acetic acid
64-19-7

acetic acid

D

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With aluminium(III) triflate; dihydrogen peroxide In acetonitrile at 70℃; for 12h;A 17.6%
B 14.5%
C 8.7%
D 5.4%
antipyrine
60-80-0

antipyrine

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
In water at 20℃; for 5h; Irradiation;13%
naphthalene
91-20-3

naphthalene

A

oxomalonaldehyde
497-16-5

oxomalonaldehyde

B

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

C

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With oxygen; ozone; Mn-Katalysator In acetic acid at 16℃;A n/a
B 0.1%
C n/a
Hippuric Acid
495-69-2

Hippuric Acid

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With dihydrogen peroxide; iron(II) sulfate
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

ethanol
64-17-5

ethanol

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
bei Abwesenheit eines Verduennungsmittels gibt ein Produkt, und Kochen dieses mit verd.Salzsaeure;
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
Kochen mit verd. Salzsaeure;
dichloro-acetic acid
79-43-6

dichloro-acetic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With water; sodium carbonate at 140 - 150℃;
With sodium hydroxide; water at 140 - 150℃;
creatinine
60-27-5

creatinine

Glyoxilic acid
298-12-4

Glyoxilic acid

Conditions
ConditionsYield
With dihydrogen peroxide; iron(II) sulfate
acetamide
60-35-5

acetamide

Glyoxilic acid
298-12-4

Glyoxilic acid

N-acetyl-α-hydroxyglycine
63327-49-1

N-acetyl-α-hydroxyglycine

Conditions
ConditionsYield
In water; acetone for 18h; Heating / reflux;100%
In water
In acetone for 18h; Reflux;
phenylhydrazine
100-63-0

phenylhydrazine

Glyoxilic acid
298-12-4

Glyoxilic acid

phenylhydrazonoacetic acid
6000-60-8

phenylhydrazonoacetic acid

Conditions
ConditionsYield
With hydrogenchloride In water100%
In water at 20℃; for 1h;95%
With hydrogenchloride In water at 0 - 20℃; for 1h;94%
dihydroxyacetone phosphate
57-04-5

dihydroxyacetone phosphate

Glyoxilic acid
298-12-4

Glyoxilic acid

C5H7O8P(2-)

C5H7O8P(2-)

Conditions
ConditionsYield
aldolase In water100%
tert-butyl carbamate
4248-19-5

tert-butyl carbamate

Glyoxilic acid
298-12-4

Glyoxilic acid

Nα-(tert-butoxycarbonyl)-α-hydroxyglycine
96625-24-0

Nα-(tert-butoxycarbonyl)-α-hydroxyglycine

Conditions
ConditionsYield
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
13782-38-2

2,4-dimethylcarbonohydrazide

Glyoxilic acid
298-12-4

Glyoxilic acid

Hexahydro-1,5-dimethyl-6-oxo-1,2,4,5-tetrazin-3-carbonsaeure
87773-89-5

Hexahydro-1,5-dimethyl-6-oxo-1,2,4,5-tetrazin-3-carbonsaeure

Conditions
ConditionsYield
In methanol100%
In water at 20℃; for 0.5h;96%
In diethyl ether; water for 1h;69%
O-benzylhydoxylamine hydrochloride
2687-43-6

O-benzylhydoxylamine hydrochloride

Glyoxilic acid
298-12-4

Glyoxilic acid

2-[(phenylmethoxy)imino]-acetic acid
77845-97-7

2-[(phenylmethoxy)imino]-acetic acid

Conditions
ConditionsYield
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
84418-43-9

9-fluorenylmethyl carbamate

Glyoxilic acid
298-12-4

Glyoxilic acid

9-fluorenylmethoxycarbonyl-α-hydroxyglycine
176638-02-1

9-fluorenylmethoxycarbonyl-α-hydroxyglycine

Conditions
ConditionsYield
In acetone for 5h; Heating;100%
In ethyl acetate for 6h; Heating;73%
benzamide
55-21-0

benzamide

Glyoxilic acid
298-12-4

Glyoxilic acid

α-hydroxyhippuric acid
19791-95-8, 19791-97-0, 16555-77-4

α-hydroxyhippuric acid

Conditions
ConditionsYield
In water; acetone for 19h; Heating / reflux;100%
In acetone Heating;
In acetone for 19h; Reflux;
2,4-di-tert-Butylphenol
96-76-4

2,4-di-tert-Butylphenol

Glyoxilic acid
298-12-4

Glyoxilic acid

5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one
163489-63-2

5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one

Conditions
ConditionsYield
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
35406-29-2

2,4-dicyclohexylphenol

Glyoxilic acid
298-12-4

Glyoxilic acid

5,7-dicyclohexyl-3-hydroxy-3H-benzofuran-2-one

5,7-dicyclohexyl-3-hydroxy-3H-benzofuran-2-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water; 1,2-dichloro-ethane Heating;100%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

Glyoxilic acid
298-12-4

Glyoxilic acid

[(methoxycarbonyl)hydrazono]acetic acid
332868-35-6

[(methoxycarbonyl)hydrazono]acetic acid

Conditions
ConditionsYield
In water for 7h;100%
allyl carbamate
2114-11-6

allyl carbamate

Glyoxilic acid
298-12-4

Glyoxilic acid

(RS)-N-<(allyloxy)carbonyl>-α-hydroxyglycine
92138-25-5

(RS)-N-<(allyloxy)carbonyl>-α-hydroxyglycine

Conditions
ConditionsYield
In acetone for 5h; Heating;100%
2-(6-fluoro-1H-indol-3-yl)ethan-1 -amine hydrochloride

2-(6-fluoro-1H-indol-3-yl)ethan-1 -amine hydrochloride

Glyoxilic acid
298-12-4

Glyoxilic acid

7-fluoro-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid
783349-33-7

7-fluoro-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid

Conditions
ConditionsYield
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%
1-benzofurane
271-89-6

1-benzofurane

3,5-Dichloroaniline
626-43-7

3,5-Dichloroaniline

Glyoxilic acid
298-12-4

Glyoxilic acid

1,3-dichloro-5,6,6a,11b-tetrahydro-7-oxa-5-aza-benzo[c]fluorene-6-carboxylic acid

1,3-dichloro-5,6,6a,11b-tetrahydro-7-oxa-5-aza-benzo[c]fluorene-6-carboxylic acid

Conditions
ConditionsYield
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
100124-06-9

4-dibenzofurylboronic acid

3,5-Dichloroaniline
626-43-7

3,5-Dichloroaniline

Glyoxilic acid
298-12-4

Glyoxilic acid

(dibenzofuran-4-yl)-(3,5-dichlorophenylamino)acetic acid
745013-41-6

(dibenzofuran-4-yl)-(3,5-dichlorophenylamino)acetic acid

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
4-hydrazinyl-2-methoxybenzonitrile
1023795-48-3

4-hydrazinyl-2-methoxybenzonitrile

Glyoxilic acid
298-12-4

Glyoxilic acid

2-(2-(4-cyano-3-methoxyphenyl)hydrazono)acetic acid

2-(2-(4-cyano-3-methoxyphenyl)hydrazono)acetic acid

Conditions
ConditionsYield
In water for 16h;100%
piperidine
110-89-4

piperidine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

2-(piperidin-1-yl)-2-o-tolylacetic acid
1017212-36-0

2-(piperidin-1-yl)-2-o-tolylacetic acid

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
Methyl 3-aminothiophene-2-carboxylate
22288-78-4

Methyl 3-aminothiophene-2-carboxylate

Glyoxilic acid
298-12-4

Glyoxilic acid

2-methoxy-pyridine-5-boronic acid
163105-89-3

2-methoxy-pyridine-5-boronic acid

2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-(6-methoxypyridin-3-yl)acetic acid
1352451-01-4

2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-(6-methoxypyridin-3-yl)acetic acid

Conditions
ConditionsYield
In acetonitrile for 2h; Reflux;100%
In acetonitrile for 2h; Reflux;100%
2-(4-bromothiophen-2-yl)acetonitrile
160005-43-6

2-(4-bromothiophen-2-yl)acetonitrile

Glyoxilic acid
298-12-4

Glyoxilic acid

C8H4BrNO2S
917772-57-7

C8H4BrNO2S

Conditions
ConditionsYield
With potassium carbonate In methanol; water at 20℃; for 4h;100%
piperidine
110-89-4

piperidine

thiophene boronic acid
6165-68-0

thiophene boronic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

2-(piperidin-1-yl)-2-(thiophen-2-yl)acetic acid

2-(piperidin-1-yl)-2-(thiophen-2-yl)acetic acid

Conditions
ConditionsYield
In acetonitrile for 2.5h; Reflux;100%
piperidine
110-89-4

piperidine

Thien-3-ylboronic acid
6165-69-1

Thien-3-ylboronic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

2-(piperidin-1-yl)-2-(thiophen-3-yl)acetic acid
1218394-64-9

2-(piperidin-1-yl)-2-(thiophen-3-yl)acetic acid

Conditions
ConditionsYield
In acetonitrile for 5h; Reflux;100%
5-amino-2-cyclopropylmethylisoquinolinium bromide

5-amino-2-cyclopropylmethylisoquinolinium bromide

Glyoxilic acid
298-12-4

Glyoxilic acid

(2-cyclopropylmethyl-1,2,3,4-tetrahydroisoquinolin-5-ylamino)acetic acid

(2-cyclopropylmethyl-1,2,3,4-tetrahydroisoquinolin-5-ylamino)acetic acid

Conditions
ConditionsYield
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
1001183-88-5

2-cyclopropylmethyl-1,2,3,4-tetrahydroisoquinolin-5-ylamine

Glyoxilic acid
298-12-4

Glyoxilic acid

(2-cyclopropylmethyl-1,2,3,4-tetrahydroisoquinolin-5-ylamino)acetic acid

(2-cyclopropylmethyl-1,2,3,4-tetrahydroisoquinolin-5-ylamino)acetic acid

Conditions
ConditionsYield
With sodium cyanoborohydride; triethylamine In methanol at 0 - 20℃; for 4.5h;100%
(S)-(+)-(1,2,3,4-tetrahydronaphth-1-ylamino)acetaldehyde dimethyl acetal

(S)-(+)-(1,2,3,4-tetrahydronaphth-1-ylamino)acetaldehyde dimethyl acetal

3,4-Dimethoxyphenylboronic acid
122775-35-3

3,4-Dimethoxyphenylboronic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

N-2,2-dimethoxyethyl-N-[1-(1,2,3,4-tetrahydro)naphth-1-yl]-2-(3,4-dimethoxyphenyl)glycine

N-2,2-dimethoxyethyl-N-[1-(1,2,3,4-tetrahydro)naphth-1-yl]-2-(3,4-dimethoxyphenyl)glycine

Conditions
ConditionsYield
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%
(R)-(-)-(1-indanamino)acetaldehyde dimethyl acetal

(R)-(-)-(1-indanamino)acetaldehyde dimethyl acetal

3,4-Dimethoxyphenylboronic acid
122775-35-3

3,4-Dimethoxyphenylboronic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

N-2,2-dimethoxyethyl-N-[1-(1,2,3,4-tetrahydro)naphth-1-yl]-2-(3,4-dimethoxyphenyl)glycine

N-2,2-dimethoxyethyl-N-[1-(1,2,3,4-tetrahydro)naphth-1-yl]-2-(3,4-dimethoxyphenyl)glycine

Conditions
ConditionsYield
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%
4-(tert-butyl)-1,2-diaminobenzene
68176-57-8

4-(tert-butyl)-1,2-diaminobenzene

Glyoxilic acid
298-12-4

Glyoxilic acid

C12H16N2O

C12H16N2O

Conditions
ConditionsYield
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%
(+/-) (R,R/S,S) 2,2'-((ethane-1,2-diylbis(azanediyl))bis(pyridin-2-ylmethylene))diphenol

(+/-) (R,R/S,S) 2,2'-((ethane-1,2-diylbis(azanediyl))bis(pyridin-2-ylmethylene))diphenol

Glyoxilic acid
298-12-4

Glyoxilic acid

Janus chelate

Janus chelate

Conditions
ConditionsYield
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
56893-13-1

(2-oxo-2-(4-(trifluoromethyl)phenyl)ethyl)triphenylphosphonium bromide

Glyoxilic acid
298-12-4

Glyoxilic acid

4-(4-trifluoromethylphenyl)-4-oxo-2-butenoic acid
85293-41-0

4-(4-trifluoromethylphenyl)-4-oxo-2-butenoic acid

Conditions
ConditionsYield
With triethylamine In methanol; chloroform at 25℃; for 15h; Wittig Olefination;100%
N,N'-Dimethylurea
96-31-1

N,N'-Dimethylurea

Glyoxilic acid
298-12-4

Glyoxilic acid

5-hydroxy-1,3-dimethylimidazolidine-2,4-dione
64732-10-1

5-hydroxy-1,3-dimethylimidazolidine-2,4-dione

Conditions
ConditionsYield
In ethyl acetate Solvent;100%

298-12-4Relevant articles and documents

Radiation Chemical Studies of Nickel-Glycine. Hydrogen Abstraction by OH Radicals and Oxidation by Br2-1

Bhattacharyya, S.N,Neta, P.

, p. 1527 - 1529 (1981)

Reactions of hydroxyl radicals with Ni(II)-glycine complexes were studied by pulse radiolysis and by product analysis.Radiolytic degradation of the complexes in N2O-saturated solutions leads to the formation of carbonyl compounds.The nature and the yield of these products indicate that the transient formed by reaction of OH with the complex undergoes disproportionation.The optical absorption spectrum of this transient exhibits a maximum below 250 nm, which is similar to that observed with glycine alone.The reaction of Br2- with the complex is found to be too slow to be observed by pulse radiolysis.However, the reaction occurs in steady-state radiolysis and yield products different from those observed with OH.Specifically, the yield of formaldehyde is appreciably higher in the presence of Br-.It is concluded that Br2- oxidizes the metal center of the Ni(II)-glycine complex to Ni(III), whereas OH reacts by hydrogen abstraction to form Ni(II)-coordinated glycine radical.

Combination of Sodium Dodecylsulfate and 2,2′-Bipyridine for Hundred Fold Rate Enhancement of Chromium(VI) Oxidation of Malonic Acid at Room Temperature: A Greener Approach

Malik, Susanta,Mondal, Monohar Hossain,Ghosh, Aniruddha,De, Sourav,Mahali, Kalachand,Bhattacharyya, Shuvendu Sekhar,Saha, Bidyut

, p. 1043 - 1060 (2016)

Chromic acid oxidation of malonic acid in aqueous media has been investigated spectrophotometrically at 303?K. The product glyoxylic acid has been characterized by 13C-NMR and FTIR spectroscopy. Three representative N-heteroaromatic nitrogen base promoters, 2-picolinic acid, 2,2′-bipyridine (bpy) and 1,10-phenanthroline, in combination with the anionic surfactant sodium dodecylsulfate (SDS) enhanced the rate of the oxidation reaction compared to the unpromoted reaction.?2,2′-Bipyridine produced the maximum rate enhancement of the three promoters used. The mechanism of the reaction has been proposed with the help of kinetic results and spectroscopic studies. The observed net enhancement of rate effects has been explained by considering the hydrophobic and electrostatic interaction between the surfactants and reactants. The SDS and bpy combination is suitable for malonic acid oxidation.

An Unusual Oxidative Ring Transformation of Purine to Imidazo[1,5-c] imidazole

Poje, Nevenka,Poje, Mirko

, p. 4265 - 4268 (2003)

(Equation presented) Reevaluation of products derived from 3, 9-dimethyluric acid in a chlorination-reductive dechlorinaton sequence has demonstrated unequivocally that they are not purines. Spectroscopic and degradative evidence, in conjunction with position-labeling NMR studies, revealed an unprecedented oxidative ring transformation pathway involving the key purine-to-imidazo[1,5-c]imidazole rearrangement.

Thomas

, p. 630 (1953)

-

Iwo,Noyes

, p. 5422,5423 - 5425 (1975)

-

Pathways in Chromic Acid Oxidations. 3. Kinetics and Mechanism of Oxidation of Malonic acid

Senapati, Manorama,Panigrahy, Ganesh P.,Mahapatro, Surendra N.

, p. 3651 - 3655 (1985)

-

-

Eisenbraun,Purves

, p. 622 (1960)

-

-

Saari,Lumma

, p. 349,351 (1978)

-

Maxwell,Peterson

, p. 5110 (1957)

-

Neuberg,Kobel

, p. 953 (1932)

-

-

Shiono et al.

, p. 3290,3293 (1978)

-

-

Perkin

, p. 90 (1877)

-

Oxidation of ethylene glycol and glycolic acid by glycerol oxidase

Isobe

, p. 576 - 581 (1995)

-

Preparation method for producing glyoxylic acid through catalytic oxidation of composite solid acid

-

Paragraph 0027-0032, (2021/03/18)

The invention provides a preparation method for producing glyoxylic acid through catalytic oxidation of composite solid acid, and belongs to the field of chemical production, and the preparation method for producing glyoxylic acid through catalytic oxidation of composite solid acid comprises the specific steps of raw material preparation, oxidation extraction treatment, oxidation extraction powderpreparation and processing operation, glyoxylic acid processing and filtering treatment and transportation. According to the method, a cocatalyst compound solid acid catalytic oxidation solution is added, so that the yield of glyoxylic acid is increased; the operation environment is improved, the defects of easy environmental pollution and easy equipment corrosion are avoided, the product qualityis stable, and the method is suitable for industrial production; and through multi-layer filtration, the production efficiency of glyoxylic acid can be ensured, the production purity of glyoxylic acid is ensured, the use effect is improved, and the method is simple to store and easy to master.

Electrochemical oxidation of amoxicillin on carbon nanotubes and carbon nanotube supported metal modified electrodes

Ferreira, Marta,Kuzniarska-Biernacka, Iwona,Fonseca, António M.,Neves, Isabel C.,Soares, Olívia S.G.P.,Pereira, Manuel F.R.,Figueiredo, José L.,Parpot, Pier

, p. 322 - 331 (2019/07/10)

The electrolysis of amoxicillin (AMX) was carried out on CNT, Pt/CNT and Ru/CNT modified electrodes based on Carbon Toray in 0.1 M NaOH, 0.1 M NaCl and 0.1 M Na2CO3/NaHCO3 buffer (pH 10) media with the aim of studying the significance of two factors, electrode material and pH, on the oxidative degradation and mineralization of AMX. For this purpose, the electrolysis products were identified by HPLC-MS and GC–MS, and quantified by HPLC-UV-RID and IC. The highest carbon mineralization efficiency, corresponding to 30% of the oxidized AMX, was found for Pt/CNT modified electrode in carbonate buffer medium. Regarding to the AMX conversion, the results show that the effect of pH is higher than that of the electrode material. Principal component analysis allowed to determine the experimental parameters vs. product distribution relationship and to elucidate the oxidation pathways for the studied electrodes. The results show that the hydroxylation of the aromatic ring and the nitrogen atom play an important role on the efficient degradation of AMX.

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