Conditions | Yield |
---|---|
With N,N-dibutylacetamide; trimethylbenzoic acid; acetylacetonatodicarbonylrhodium(l); 2-phospha-2-(2-N,N-dimethylcarbamoylethyl)-1,3,5,7-tetramethyl-6,9,10-trioxatricyclo[3.3.1.1(3,7)]decane In water at 90℃; for 5h; Product distribution / selectivity; | 90% |
With sodium hydroxide; Wang resin-pentylstyrene[5-Ph(4Me)]N-Me-imidazole(1+)*Cl(1-) In tetrahydrofuran for 0.166667h; Heating; | 77% |
With 1-methyl-pyrrolidin-2-one; trimethylbenzoic acid; acetylacetonatodicarbonylrhodium(l); 6-phospha-2,4,8-trioxa-1,3,5,7-tetramethyladamantyl(n-C20H41) at 110℃; for 2h; Product distribution / selectivity; | 76% |
formaldehyd
hydridocobalt tetracarbonyl
A
methanol
B
dicobalt octacarbonyl
C
Methyl formate
D
ethylene glycol
E
Glycolaldehyde
Conditions | Yield |
---|---|
In dichloromethane reaction of gaseous formaldehyde with excess of HCo(CO)4 in CH2Cl2 (0°C, 1 h), color of soln. turning brown; IR, 1H NMR; | A 80% B n/a C 0% D 0% E 0% |
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 15.3% B 74% C 2% |
Glyoxal
Glycolaldehyde
Conditions | Yield |
---|---|
73.6% | |
70% |
D-Ribose
A
furfural
B
Glycolaldehyde
C
hydroxy-2-propanone
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 71.7% B 12.4% C 5.4% |
Conditions | Yield |
---|---|
With periodate; permanganate(VII) ion In water | A 10% B 19% C 71% |
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 3.2% B 69.8% C 3.1% D 8.6% |
Conditions | Yield |
---|---|
In water at 500℃; for 5.64h; Catalytic behavior; Reagent/catalyst; | 69.3% |
With water; magnesium carbonate | |
With water; calcium carbonate |
D-arabinopyranose
A
furfural
B
Glycolaldehyde
C
hydroxy-2-propanone
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 66.6% B 24.3% C 3.9% |
fructopyranose
A
furfural
B
Glycolaldehyde
C
hydroxy-2-propanone
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 65% B 17.4% C 6.4% |
formaldehyd
carbon monoxide
A
methanol
B
formic acid
C
Glycolaldehyde
Conditions | Yield |
---|---|
With rhodium(III) chloride; water; hydrogen; triphenylphosphine In N,N-dimethyl acetamide at 109.9℃; under 90007.2 Torr; for 1h; Thermodynamic data; Equilibrium constant; Product distribution; ΔG; further rhodium complexes, solvents, pressure of reagents; | A n/a B n/a C 65% |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 120℃; under 15751.6 Torr; for 1h; Temperature; Pressure; Reagent/catalyst; Solvent; | A 63.52% B 23.12% |
With triethylamine In N,N-dimethyl-formamide at 100℃; under 3750.38 Torr; for 1h; Temperature; Pressure; Reagent/catalyst; Solvent; | A 25.17% B 38.23% |
With 5-methoxy-1,3,4-triphenyl-4,5-dihydro-1H-1,2-4-triazoline In various solvent(s) at 80℃; |
D-Mannose
A
furan
B
furfural
C
Glycolaldehyde
D
hydroxy-2-propanone
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 2.2% B 63.4% C 18.4% D 7.2% |
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 4.2% B 62.7% C 6.4% D 6.3% |
1-(phenylsulfenyl)-1,2-bis(trifluoroacetoxy)ethane
Glycolaldehyde
Conditions | Yield |
---|---|
With triethylamine In methanol; dichloromethane at 0℃; for 0.0833333h; | 62% |
D-Xylose
A
furfural
B
Glycolaldehyde
C
hydroxy-2-propanone
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 61.7% B 28.6% C 4% |
L-rhamnose
A
furfural
B
acetaldehyde
C
Glycolaldehyde
D
hydroxy-2-propanone
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 2.2% B 19.4% C 15.2% D 59.9% |
1,4-butenediol
Glycolaldehyde
Conditions | Yield |
---|---|
With ozone In methanol at -78℃; | 58% |
Conditions | Yield |
---|---|
at 235 - 590℃; for 0.000833333h; Product distribution; Curie-point pyrolysis, yield at 358 deg C; | A 56.4% B 24.4% C 8.8% |
D-Xylose
A
furfural
B
dihydroxyacetone
C
Glycolaldehyde
D
2-oxopropanal
Conditions | Yield |
---|---|
With SO4(2-)/12 wt percent ZrO2-Al2O3/SBA-15 In water; toluene at 160℃; for 4h; | A 52.7% B n/a C n/a D n/a |
N-acetyl-D-galactosamine
A
furfural
B
methanol
C
ethanol
D
Glycolaldehyde
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 50.2% B 2.9% C 8.6% D 24.1% |
Conditions | Yield |
---|---|
With hydrogen; RhCl(PPh3)3 In N,N-dimethyl-formamide at 110℃; under 97507.8 Torr; for 2h; | 50% |
With hydrogen; phenol; dicobalt octacarbonyl; Ru(CO)12 In water at 60℃; for 6h; | |
With hydrogen In N,N-dimethyl acetamide at 99.9℃; under 97507.8 Torr; for 1h; Mechanism; in the presence of RhCl(PPh3) and other Rh complexes; IR monitoring; |
Conditions | Yield |
---|---|
With potassium pyrophosphate In water at 4℃; for 16h; | A n/a B 50% |
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 39.8% B 48.5% C 5.1% |
Conditions | Yield |
---|---|
With sodium hydroxide; N-bromoacetamide at 35℃; Rate constant; | 48.4% |
With dihydrogen peroxide; iron(II) sulfate | |
With sodium hypochlorite; water |
D-Galactose
A
furfural
B
methanol
C
Glycolaldehyde
D
hydroxy-2-propanone
Conditions | Yield |
---|---|
at 235 - 590℃; for 0.000833333h; Product distribution; Curie-point pyrolysis, yield at 358 deg C; | A 47.2% B 5.6% C 31.9% D 4.9% |
N-Acetyl-D-glucosamine
A
furfural
B
Glycolaldehyde
Conditions | Yield |
---|---|
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis; | A 44.5% B 46.4% |
Conditions | Yield |
---|---|
With sodium chlorite; dimethyl sulfoxide In aq. phosphate buffer at 0 - 20℃; pH=4; | 100% |
With 5 % platinum on carbon In water at 80℃; under 7500.75 Torr; for 6h; Temperature; Time; Reagent/catalyst; Autoclave; | 78% |
With oxygen In water at 180℃; under 3750.38 Torr; for 1h; Autoclave; | 50% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In chloroform at -20℃; for 14h; | 100% |
Conditions | Yield |
---|---|
1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II) In 1,4-dioxane; toluene at 20℃; for 5h; Product distribution / selectivity; Heating / reflux; | 100% |
Conditions | Yield |
---|---|
With C27H36BN3 In methanol at 25℃; for 24h; nitro Aldol reaction; Inert atmosphere; | 99% |
With sodium methylate In methanol; dimethyl sulfoxide for 20h; | 60% |
threitol
Glycolaldehyde
(2R,6R,9S,10S)-2,6-bis(hydroxymethyl)-cis-1,3,5,7-tetraoxadecalin
Conditions | Yield |
---|---|
With hydrogenchloride for 0.25h; | 99% |
N-ethylbenzylamine
Glycolaldehyde
4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane
Conditions | Yield |
---|---|
In various solvent(s) at 20℃; for 4h; Petasis reaction; | 99% |
D-threitol
Glycolaldehyde
(2S,9R,6S,10R)-2,6-Di(hydroxymethyl)-1,3,5,7-tetraoxadecalin
Conditions | Yield |
---|---|
With hydrogenchloride for 0.25h; | 98% |
Conditions | Yield |
---|---|
With triethylamine In diethyl ether at 60℃; for 17h; Sealed tube; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With tributylphosphine; carbon monoxide; hydrogen; acetylacetonatodicarbonylrhodium(l) In various solvent(s) at 80℃; under 73505.8 Torr; for 1h; Product distribution; other solvent (DMI); other reactn. time; other catalysts; | 97% |
With hydrogen; nickel In water at 40℃; under 37503.8 Torr; for 15h; | 90% |
durch Einw.gaerender Hefe; |
Conditions | Yield |
---|---|
With oxygen In water glycerine phosphate oxidase 70 U GPO, catalase 1000 U Cat, L-rhamnulose-1-phosphate aldolase 50 U RhuA; | 96% |
morpholine
Glycolaldehyde
4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane
Conditions | Yield |
---|---|
In various solvent(s) at 20℃; for 4h; Petasis reaction; | 96% |
Conditions | Yield |
---|---|
In aq. buffer for 24h; pH=7; Reagent/catalyst; | 95% |
In water at 20℃; pH=7; |
fur-2-ylboronic acid
4-methoxybenzoic acid hydrazide
Glycolaldehyde
C14H16N2O4
Conditions | Yield |
---|---|
In methanol Petasis Reaction; | 95% |
Conditions | Yield |
---|---|
With oxygen In water glycerine phosphate oxidase 70 U GPO, catalase 1000 U Cat, L-fuculose-1-phosphate aldolase FucA; | 93% |
Conditions | Yield |
---|---|
With manganese; chromium; hydrogen; nickel; aluminium In water at 150℃; under 22502.3 Torr; Temperature; Pressure; Reagent/catalyst; Solvent; Autoclave; | 92.3% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 92.1% |
Conditions | Yield |
---|---|
92% |
Glycolaldehyde
methyl (triphenylphosphoranylidene)acetate
methyl 4-hydroxy-2-butenoate
Conditions | Yield |
---|---|
In benzene for 4h; Heating; | 91% |
In benzene at 100℃; for 5h; | 44% |
Conditions | Yield |
---|---|
With sodium hydroxide at 20℃; for 0.25h; | 91% |
tert-butyl (2S,4S,5S)-5-acetamido-4-<(tert-butyl)dimethylsilyloxy>piperidine-2-carboxylate
Glycolaldehyde
tert-butyl (2S,4S,5S)-5-acetamido-4-<(tert-butyl)dimethylsilyloxy>-1-(2-hydroxyethyl)piperidine-2-carboxylate
Conditions | Yield |
---|---|
With palladium on activated charcoal In methanol under 760 Torr; for 12h; Ambient temperature; | 90% |
Conditions | Yield |
---|---|
With fructose 1,6-bisphosphate aldolase from S. carnosus; triose phosphate isomerase from rabbit muscle [EC 5.3.1.1] In water at 20℃; Addition; Aldol condensation; Enzymatic reaction; | 90% |
3-{[(1R)-1-(2-chlorophenyl)ethyl]oxy}-5-[6-(4-piperidinyl)-1H-benzimidazol-1-yl]-2-thiophenecarboxamide
Glycolaldehyde
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In methanol; dichloromethane; water at 20℃; for 3h; | 90% |
Conditions | Yield |
---|---|
With transaldolase B F178Y/R181E In water-d2 at 25℃; for 24h; Kinetics; Reagent/catalyst; Aldol reaction; Enzymatic reaction; stereoselective reaction; | A 8% B 90% |
Conditions | Yield |
---|---|
With Escherichia coli D-fructose-6-phosphate aldolase L107Y/A129G mutant for 5h; Enzymatic reaction; stereoselective reaction; | 90% |
Glycolaldehyde
Conditions | Yield |
---|---|
With diamidophosphate In aq. phosphate buffer at 20℃; for 4h; pH=4; pH-value; | 90% |
Conditions | Yield |
---|---|
With zirconium(IV) chloride In water-d2 at 20℃; for 5h; | 90% |
Conditions | Yield |
---|---|
With Pseudomonas putida trans-o-hydroxybenzylidenepyruvate hydratase-aldolase Enzymatic reaction; stereoselective reaction; | 90% |
Conditions | Yield |
---|---|
With hydrogenchloride; magnesium(II) chloride hexahydrate; transketolase H102L/H474S mutant from Geobacillus stearothermophilus; thiamine pyrophosphate; sodium hydroxide In water at 50℃; for 12h; pH=7.5; Kinetics; Reagent/catalyst; Enzymatic reaction; enantioselective reaction; | 88% |
With Escherichia coli 1-deoxy-D-xylulose-5-phosphate synthase; thiamine diphosphate; magnesium chloride In aq. phosphate buffer pH=7.5; Kinetics; Enzymatic reaction; |
6-(2-methoxyethoxy)-N-methyl-5-{[2-({[4-(piperidin-4-yl)phenyl]carbonyl}amino)pyridin-4-yl]oxy}-1H-indole-1-carboxamide
Glycolaldehyde
(5-({2-[({4-[1-(2-hydroxyethyl)piperidin-4-yl]phenyl}carbonyl)amino]pyridin-4-yl}oxy)-6-(2-methoxyethoxy)-N-methyl-1H-indole-1-carboxamide)
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; for 3.75h; | 87% |
With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; for 2h; | 83% |
1. | mic-sat 12500 nmol/plate | JCROD7 Journal of Cancer Research and Clinical Oncology. 111 (1986),149. | ||
2. | mrc-orl-uns-dmg 125 mmol/L | CRNGDP Carcinogenesis. 17 (1996),1083. | ||
3. | dnd-hmn-lym 5 mmol/L | MUREAV Mutation Research. 304 (1994),229. | ||
4. | orl-rat LDLo:3 g/kg | AJCPAI American Journal of Clinical Pathology. 45 (1966),46. | ||
5. | ipr-rat LD50:280 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 71 (1983),84. |
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