Product Name

  • Name

    Glyoxylic acid

  • EINECS 206-058-5
  • CAS No. 298-12-4
  • Article Data400
  • CAS DataBase
  • Density 1.384 g/cm3
  • Solubility miscible with water
  • Melting Point -93 °C
  • Formula C2H2O3
  • Boiling Point 224.601 °C at 760 mmHg
  • Molecular Weight 74.0361
  • Flash Point 103.914 °C
  • Transport Information UN 3265 8/PG 2
  • Appearance clear yellow solution
  • Safety 26-36/37/39-45-37/39-24
  • Risk Codes 34-43-41
  • Molecular Structure Molecular Structure of 298-12-4 (Glyoxylic acid)
  • Hazard Symbols IrritantXi,CorrosiveC
  • Synonyms Acetic acid, oxo- (9CI);Glyoxylic acid (8CI);2-oxoacetate;glyoxalate;Glyoxylic;Oxalaldehydic acid;Oxoacetic acid;Acetic acid, oxo-, sodium salt;glyoxylate;alpha-Ketoacetic acid;Formic acid, formyl-;Acetic acid, oxo;Oxoethanoic acid;
  • PSA 54.37000
  • LogP -0.73010

Synthetic 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%

Glyoxylic acid Chemical Properties

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 Uses

 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.

Glyoxylic acid Toxicity Data With Reference

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.

Glyoxylic acid Consensus Reports

Reported in EPA TSCA Inventory

Glyoxylic acid Safety Profile

Hazard Codes: CorrosiveCIrritantXi
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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