malondialdehyde bis(diethyl acetal)
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With phosphorus pentachloride anschliessend Behandeln mit Sulfurylchlorid unter Zusatz von Dibenzoylperoxid und Schuetteln mit wss.Natriumcarbonat-Loesung; |
1,2,3,3-tetrachloro-1-propene
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With sulfuric acid | |
With sulfuric acid at 30 - 40℃; |
5-tert-butoxy-6-chloro-2,3-dihydro-5H-[1,4]dioxepine
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane Ambient temperature; |
7,7-dichloro-2,5-dioxybicyclo <4.1.0> heptane
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With acetic acid Heating; |
Conditions | Yield |
---|---|
at 30 - 40℃; |
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With chlorine Irradiation.durch UV bei Raumtemperatur und 4-stdg. Erwaermen des Chlorierungsprodukts mit Aethanol oder laengeres Behandeln mit konz. H2SO4, zuletzt bei 40grad; |
A
2-chloromalonaldehyde
B
benzoic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran at 50℃; for 14h; | 94% |
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With ammonium hydroxide | 93% |
2-chloromalonaldehyde
4-chlorothiobenzamide
2-(4-chloro-phenyl)-thiazole-5-carbaldehyde
Conditions | Yield |
---|---|
With basic magnesium carbonate In water at 60℃; for 3h; | 92% |
With magnesium carbonate hexahydrate In 1,2-dimethoxyethane at 60℃; for 3h; Inert atmosphere; |
(3-amino-1H-1,2,4-triazol-5-yl)methanol
2-chloromalonaldehyde
(6-chloro-[1,2,4]triazolo[1,5-a]pyrimidine-2-yl)methanol
Conditions | Yield |
---|---|
In acetic acid at 80℃; for 4h; | 92% |
Conditions | Yield |
---|---|
With acetic acid at 120℃; for 3h; | 87.7% |
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With potassium hydroxide In water ice-cooled, pH 9; | 85% |
2-chloromalonaldehyde
(1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid
6-(4-chloro-1H-pyrazol-1-yl)-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one
Conditions | Yield |
---|---|
Stage #1: (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid With di-tert-butyl-diazodicarboxylate; copper(II) acetate monohydrate In methanol at 65℃; for 1h; Stage #2: 2-chloromalonaldehyde With hydrogenchloride In 1,4-dioxane; methanol at 20 - 80℃; | 78% |
2-chloromalonaldehyde
bromopentafluorobenzene
4-chloro-1-(perfluorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: bromopentafluorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 75% |
2-chloromalonaldehyde
p-trifluoromethylphenyl bromide
4-chloro-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: p-trifluoromethylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 75% |
2-chloromalonaldehyde
2-methylphenyl bromide
4-chloro-1-(o-tolyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 2-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 73% |
5-bromo-2-chloropyridine
2-chloromalonaldehyde
2-chloro-5-(4-chloro-1H-pyrazol-1-yl)pyridine
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chloropyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 67% |
2-chloromalonaldehyde
Dichloromalondialdehyd
Conditions | Yield |
---|---|
With chlorine In dichloromethane at 5℃; 1.) 5 deg C, 2.) r.t., 1 h; | 64% |
2-bromo-6-methylpyridine
2-chloromalonaldehyde
2-(4-chloro-1H-pyrazol-1-yl)-6-methylpyridine
Conditions | Yield |
---|---|
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 64% |
2-chloromalonaldehyde
4-fluoro-1-iodobenzene
4-chloro-1-(4-fluorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 4-fluoro-1-iodobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 64% |
2-chloromalonaldehyde
tert-butyl (S)-(1-amino-1-thioxopropan-2-yl)carbamate
tert-butyl 1-(5-formylthiazol-2-yl)ethylcarbamate
Conditions | Yield |
---|---|
With magnesium carbonate In 1,4-dioxane at 60℃; for 3h; | 64% |
2-chloromalonaldehyde
C12H13BrF2O2
1-(3-bromo-5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,6-difluorophenyl)-4-chloro-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: C12H13BrF2O2 With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 100℃; for 0.0833333h; | 61% |
2-chloromalonaldehyde
C18H24BrF2NO3
(2R,6R)-4-(4-(4-chloro-1H-pyrazol-1-yl)-6-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-difluorophenyl)-2,6-dimethylmorpholine
Conditions | Yield |
---|---|
Stage #1: C18H24BrF2NO3 With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 20℃; for 0.583333h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; hexane; water at 100℃; for 0.0833333h; | 60% |
3-methoxyphenyl bromide
2-chloromalonaldehyde
4-chloro-1-(3-methoxyphenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 3-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 60% |
5-bromo-2-fluoropyridine
2-chloromalonaldehyde
5-(4-chloro-1H-pyrazol-1-yl)-2-fluoropyridine
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-fluoropyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 58% |
3-amino-4-bromo-1H-pyrazole
2-chloromalonaldehyde
3-bromo-6-chloropyrazolo[1,5-a]pyrimidine
Conditions | Yield |
---|---|
With acetic acid In methanol at 70℃; for 2h; | 57% |
2-chloromalonaldehyde
1-iodo-2,3-difluorobenzene
4-chloro-1-(2,3-difluorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 1-iodo-2,3-difluorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 55% |
2-chloromalonaldehyde
2-iodochlorobenzene
4-chloro-1-(2-chlorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 2-iodochlorobenzene With n-butyllithium; di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78℃; for 0.133333h; Inert atmosphere; Stage #2: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at -78 - 80℃; | 54% |
2-chloromalonaldehyde
4-Bromophenylboronic acid
1-(4-bromophenyl)-4-chloro-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 4-Bromophenylboronic acid With di-tert-butyl-diazodicarboxylate; copper(II) acetate monohydrate In methanol at 65℃; for 1h; Stage #2: 2-chloromalonaldehyde With hydrogenchloride In 1,4-dioxane; methanol at 20 - 80℃; | 53% |
2-chloromalonaldehyde
4-bromo-1-(4-fluorophenyl)-1H-pyrazole
4-(4-chloro-1H-pyrazol-1-yl)-1-(4-fluorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 4-bromo-1-(4-fluorophenyl)-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 50% |
2-chloromalonaldehyde
3-amino-2,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester
6-chloro-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With acetic acid at 20℃; for 18h; | 47% |
With acetic acid at 20℃; for 18h; | 47% |
With acetic acid at 20℃; for 18h; | 47% |
With acetic acid at 20℃; for 18h; | 47% |
2-chloromalonaldehyde
C28H43F2N3O7
(2R,6R)-4-(4-(4-chloro-1H-pyrazol-1-yl)-6-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-difluorophenyl)-2,6-dimethylmorpholine
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane Heating; | 45% |
2-chloromalonaldehyde
(4-methyl-3-nitrophenyl)boronic acid
4-chloro-1-(4-methyl-3-nitrophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: (4-methyl-3-nitrophenyl)boronic acid With di-tert-butyl-diazodicarboxylate; copper(II) acetate monohydrate In methanol at 65℃; for 1h; Stage #2: 2-chloromalonaldehyde With hydrogenchloride In 1,4-dioxane; methanol at 20 - 80℃; | 45% |
2-chloromalonaldehyde
2,4,6-trimethylphenyl bromide
4-chloro-1-mesityl-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 2,4,6-trimethylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 43% |
2-chloromalonaldehyde
5-amino-1H-pyrazole-4-carboxylic acid
6-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid
Conditions | Yield |
---|---|
With acetic acid In ethanol at 80℃; for 1h; Inert atmosphere; | 40% |
With acetic acid In ethanol at 60℃; for 2h; |
The CAS registry number of Propanedial, 2-chloro- is 36437-19-1. In addition, the molecular formula is C3H3ClO2 and the molecular weight is 106.50. The IUPAC name is 2-chloropropanedial. What's more, it should be stored in sealed container, and put in a cool and dry place.
Physical properties about this chemical are: (1)ACD/LogP: -0.16; (2)ACD/LogD (pH 5.5): -2.24; (3)ACD/LogD (pH 7.4): -3.54; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 26.3 Å2; (12)Index of Refraction: 1.488; (13)Molar Refractivity: 22.41 cm3; (14)Molar Volume: 77.6 cm3; (15)Polarizability: 8.88 ×10-24cm3; (16)Surface Tension: 43 dyne/cm; (17)Density: 1.371 g/cm3; (18)Flash Point: 77.5 °C; (19)Enthalpy of Vaporization: 51.29 kJ/mol; (20)Boiling Point: 204.6 °C at 760 mmHg; (21)Vapour Pressure: 0.0625 mmHg at 25°C.
Uses of Propanedial, 2-chloro-: it can be used to get Chlormalonaldehyd. This reaction will need reagent KOH and solvent H2O. The pH value of the reaction solution is 9. The yield is about 85%.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: O=CC(Cl)=CO
(2)Std. InChI: InChI=1S/C3H3ClO2/c4-3(1-5)2-6/h1-2,5H
(3)Std. InChIKey: SYXFXUMRQSTIKC-UHFFFAOYSA-N
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