Conditions | Yield |
---|---|
With sodium ethanolate at 20℃; for 1h; Cooling with ice; Green chemistry; | 96.7% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In chloroform Reflux; Large scale; | 93% |
Conditions | Yield |
---|---|
With chlorine at 1 - 4℃; for 2h; Chlorination; Acetalization; | 64% |
With chlorine im Dunkeln unter Kuehlung mit CO2-Aceton; | |
With chlorine im Dunkeln unter Kuehlung mit CO2-Aceton; |
Cyclohexanone oxime
A
chlorofluorocyclohexane
B
1,1-dichlrocyclohexane
C
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
With hydrogen fluoride; chlorine In ethanol at -10℃; for 4h; | A 59% B 32% C n/a |
Conditions | Yield |
---|---|
Stage #1: acetaldehyde With chlorine Chlorination; Stage #2: ethanol With calcium chloride at 20 - 30℃; for 4h; Acetalization; | 48% |
Conditions | Yield |
---|---|
beim Chlorieren; | |
beim Chlorieren; | |
With chlorine Versetzen des Reaktionsgemisches mit Natriumaethylat bei 50grad; |
Conditions | Yield |
---|---|
at 55℃; |
Conditions | Yield |
---|---|
With chlorine |
ethanol
1,1-Dichloroethylene
sodium ethanolate
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 40 - 50℃; |
Conditions | Yield |
---|---|
With sulfuric acid | |
With hydrogenchloride |
Conditions | Yield |
---|---|
With chlorine | |
With chlorine dann Erhitzen auf 55grad und laesst man mit Marmor in der Kaelte Stehen, faellt dann mit Wasser und fraktioniert das gefaellte Oel; |
ethanol
A
dichloroacetaldehyde diethyl acetal
B
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
With chlorine; calcium carbonate |
Conditions | Yield |
---|---|
With chlorine | |
With tert-butylhypochlorite | |
(i) SO2Cl2, Et2O, (ii) /BRN= 1718733/, H2SO4; Multistep reaction; | |
With tert-butylhypochlorite; potassium carbonate In diethyl ether at -50℃; |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium permanganate at 20 - 25℃; moeglichst im Sonnelicht, dann mit Alkohol und Wasser; |
1,2-dichloro-2-ethoxyethane
allylmagnesium bromide
B
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
Behandeln des Reaktiongemischs mit Brom; |
Conditions | Yield |
---|---|
(i) Cl2, (ii) /BRN= 1718733/; Multistep reaction; |
ethanol
chlorine
ethyl vinyl ether
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 64℃; | |
at 64℃; |
Conditions | Yield |
---|---|
With hydrogenchloride |
diethyl ether
1,2-dichloro-2-ethoxyethane
allylmagnesium bromide
A
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
nachfolgenden Behandlung mit Brom; |
ethanol
chlorine
A
dichloroacetaldehyde diethyl acetal
B
2,2-dichloroacetaldehyde
C
chloral
D
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 80 - 90℃; unter der Einwirkung von stillen elektrischen Entladungen; weitere Prod.: Trichloracetaldehyd-diaethylacetal und Hexachloraethan; |
1-chloro-2-ethoxy-2-ethanol
A
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
bei der Destillation; |
vinyl acetate
A
1,2-dichloroethyl acetate
B
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
A n/a B 790 grams (56 % pure) |
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 175℃; for 1h; Microwave irradiation; | 100% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; | 58% |
With potassium hydroxide 1.) H2O, 90 to 100 deg C, 2.) reflux, 6 h; Multistep reaction; |
tert-butylamine
chloroacetaldehyde diethyl acetal
N-(tert-butylamino)acetaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 140℃; for 20h; | 99% |
4-bromo-6-chloro-3-pyridazineamine
chloroacetaldehyde diethyl acetal
8-bromo-6-chloro-imidazo[1,2-b]pyridazine
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In isopropyl alcohol at 80℃; for 20h; | 98% |
Stage #1: 4-bromo-6-chloro-3-pyridazineamine; chloroacetaldehyde diethyl acetal With toluene-4-sulfonic acid In isopropyl alcohol at 80℃; for 20h; Stage #2: With sodium hydrogencarbonate | 98% |
With toluene-4-sulfonic acid In isopropyl alcohol at 80℃; for 20h; | 98% |
With toluene-4-sulfonic acid In isopropyl alcohol at 80℃; for 16h; | 15% |
3,4-difluorobenzenethiol
chloroacetaldehyde diethyl acetal
(2,2-diethoxyethyl)(3,4-difluorophenyl)sulfane
Conditions | Yield |
---|---|
With sodium ethanolate for 36h; Heating; | 95% |
Stage #1: 3,4-difluorobenzenethiol With sodium ethanolate In ethanol Stage #2: chloroacetaldehyde diethyl acetal In ethanol at 20℃; |
1-benzyl-5-(2,2-diethoxyethyl)-1H-pyrazolo-[3,4-d]pyrimidin-4(5H)-one
chloroacetaldehyde diethyl acetal
5-(2,2-diethoxyethyl)-1-methyl-1H-pyrazolo-[3,4-d]pyrimidin-4(5H)-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile for 7h; Reflux; | 94% |
phenethylamine
chloroacetaldehyde diethyl acetal
N-(2-phenylethyl)aminoacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide for 18h; Heating; | 92% |
3,4-dimethyl-pyrrole-2-carboxylic acid benzyl ester
chloroacetaldehyde diethyl acetal
dibenzyl 5-(chloromethyl)-2,3,7,8-tetramethyldipyrromethane-1,9-dicarboxylate
Conditions | Yield |
---|---|
With Montmorillonite K-10 clay; trifluoroacetic acid In dichloromethane | 91% |
With Montmorillonite K-10 clay; trifluoroacetic acid In dichloromethane | 91% |
ethyl amidinoacetate
chloroacetaldehyde diethyl acetal
2-amino-1H-pyrrole-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: chloroacetaldehyde diethyl acetal With hydrogenchloride In water; toluene at 10℃; for 0.333333h; Stage #2: ethyl amidinoacetate In water; toluene at 80℃; for 3h; | 91% |
urethane
chloroacetaldehyde diethyl acetal
1-chloro-2-di(ethoxycarbonylamino)ethane
Conditions | Yield |
---|---|
With sulfuric acid at 75 - 80℃; for 5h; | 90% |
With hydrogenchloride |
methyl carbamate
chloroacetaldehyde diethyl acetal
1-chloro-2-di(methoxycarbonylamino)ethane
Conditions | Yield |
---|---|
With sulfuric acid at 75 - 80℃; for 5h; | 90% |
2-Methyl-2-(3-methyl-4-thiocarbamoyloxy-phenyl)-malonic acid diethyl ester
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetic acid at 90 - 95℃; for 1.5h; | 89% |
1-benzyl-5-(2,2-diethoxyethyl)-1H-pyrazolo-[3,4-d]pyrimidin-4(5H)-one
chloroacetaldehyde diethyl acetal
5-(2,2-diethoxyethyl)-1-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile for 7h; Reflux; | 89% |
chloroacetaldehyde diethyl acetal
2-[2-Methyl-4-(thiazol-2-yloxy)-phenyl]-propionic acid ethyl ester
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetic acid at 90 - 95℃; for 1.5h; | 88% |
2-(3-Fluoro-4-thiocarbamoyloxy-phenyl)-2-methyl-malonic acid diethyl ester
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetic acid at 90 - 95℃; for 1.5h; | 88% |
chloroacetaldehyde diethyl acetal
2-[2-Fluoro-4-(thiazol-2-yloxy)-phenyl]-propionic acid ethyl ester
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetic acid at 90 - 95℃; for 1.5h; | 87% |
ethyl 3-[2-formyl-N-(methoxymethyl)indol-3-yl]acrylate
chloroacetaldehyde diethyl acetal
ethyl 3-[2-(3-ethoxy-1-hydroxyprop-2-yn-1-yl)-N-(methoxymethyl)indol-3-yl]acrylate
Conditions | Yield |
---|---|
Stage #1: chloroacetaldehyde diethyl acetal With n-butyllithium; diethylamine In tetrahydrofuran; hexane for 1.66667h; Cooling with ice; Stage #2: ethyl 3-[2-formyl-N-(methoxymethyl)indol-3-yl]acrylate In tetrahydrofuran for 1.5h; Cooling with ice; | 87% |
1-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
chloroacetaldehyde diethyl acetal
5-(2,2-diethoxyethyl)-1-phenyl-1H-pyrazolo-[3,4-d]pyrimidin-4(5H)-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile for 7h; Reflux; | 87% |
2-Methyl-2-(4-thiocarbamoyloxy-phenyl)-malonic acid diethyl ester
chloroacetaldehyde diethyl acetal
ethyl 2-[4-(2-thiazolyloxy)-phenyl]propionate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetic acid at 90 - 95℃; for 1.5h; | 85.3% |
[4-phenyl-1(2H)-oxo-phthalazin-2-yl]acetic acid hydrazide
chloroacetaldehyde diethyl acetal
{[2-(1-Oxo-4-phenyl-1H-phthalazin-2-yl)-acetyl]-hydrazono}-acetic acid
Conditions | Yield |
---|---|
With sodium hydroxide for 2h; Heating; | 85% |
2-(2-Chloro-4-thiocarbamoyloxy-phenyl)-2-methyl-malonic acid diethyl ester
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In acetic acid at 90 - 95℃; for 1.5h; | 85% |
(5,6-diphenyl-1,2,4-triazin-3-yl)oxyacetyl hydrazide
chloroacetaldehyde diethyl acetal
Conditions | Yield |
---|---|
With sodium hydroxide for 2h; Heating; | 85% |
chloroacetaldehyde diethyl acetal
ethanol ethyl acetate
Conditions | Yield |
---|---|
85% |
N-(phenylsulfonyl)-2-styrylindole-3-carbaldehyde
chloroacetaldehyde diethyl acetal
3-(3-ethoxy-1-hydroxyprop-2-yn-1-yl)-N-(phenylsulfonyl)-2-styrylindole
Conditions | Yield |
---|---|
Stage #1: chloroacetaldehyde diethyl acetal With n-butyllithium; diethylamine In tetrahydrofuran; hexane at 0℃; for 1h; Inert atmosphere; Stage #2: N-(phenylsulfonyl)-2-styrylindole-3-carbaldehyde In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 85% |
monophenylthiourea
chloroacetaldehyde diethyl acetal
2-phenylaminothiazole
Conditions | Yield |
---|---|
With hydrogenchloride In water for 4h; Hantzsch cyclization; Reflux; | 84% |
1,5-dibromo-pentane
chloroacetaldehyde diethyl acetal
7-bromo-1-ethoxyhept-1-yne
Conditions | Yield |
---|---|
With n-butyllithium; diethylamine In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 0 deg C, 2 h, RT, 12 h; | 84% |
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate; acetic anhydride In acetonitrile at 20℃; for 0.25h; regioselective reaction; | 82% |
1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one
chloroacetaldehyde diethyl acetal
1-benzyl-5-(2,2-diethoxyethyl)-1H-pyrazolo-[3,4-d]pyrimidin-4(5H)-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile for 7h; Reflux; | 81% |
The Ethane,2-chloro-1,1-diethoxy-, with CAS registry number 621-62-5, belongs to the following product category: Pharmaceutical Intermediates. It has the systematic name of Ethane, 2-chloro-1,1-diethoxy-. This chemical is a kind of clear colourless to slightly yellowish liquid. And this chemical can be prepared by the chlorination of Acetaldehyde diethylacetal. And the main use of this chemical is for organic intermediate.
Physical properties of Ethane,2-chloro-1,1-diethoxy-: (1)ACD/LogP: 1.67; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.67; (4)ACD/LogD (pH 7.4): 1.67; (5)#H bond acceptors: 2; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 5; (8)Polar Surface Area: 18.46 Å2; (9)Index of Refraction: 1.415; (10)Molar Refractivity: 38.14 cm3; (11)Molar Volume: 152 cm3; (12)Polarizability: 15.12×10-24cm3; (13)Surface Tension: 26.8 dyne/cm; (14)Enthalpy of Vaporization: 37.79 kJ/mol; (15)Vapour Pressure: 3.57 mmHg at 25°C.
Uses of p-Chloropropiophenone: it can be used to produce ethoxyethyne. This reaction will need reagents Fe(NO3)3.9H2O, NH3 liquid, Na. The reaction time is 30 min with reaction temperature of -80 ℃. The yield is about 65%.
When you are using this chemical, please be cautious about it as the following:
The Ethane,2-chloro-1,1-diethoxy- is flammable, so keep it away from sources of ignition. This chemical is harmful if swallowed. And it also irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.And you should keep its container tightly closed and in a well-ventilated place.
You can still convert the following datas into molecular structure:
(1)SMILES: ClCC(OCC)OCC
(2)InChI: InChI=1/C6H13ClO2/c1-3-8-6(5-7)9-4-2/h6H,3-5H2,1-2H3
(3)InChIKey: OVXJWSYBABKZMD-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C6H13ClO2/c1-3-8-6(5-7)9-4-2/h6H,3-5H2,1-2H3
(5)Std. InChIKey: OVXJWSYBABKZMD-UHFFFAOYSA-N
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