methanol
(E)-β-methoxycarbonylvinyl phenyl sulphone
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With sodium for 0.25h; | 100% |
Conditions | Yield |
---|---|
With methanesulfonic acid; Pd(OAc)2 on carbon; Pd(OAc)2 on carbon - molybdovanadophosphate; oxygen at 50℃; under 760.051 Torr; for 8h; Oxidation; Addition; | 95% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; oxygen; copper(l) chloride; dichloro bis(acetonitrile) palladium(II) In 1,2-dimethoxyethane at 50℃; for 5.5h; Product distribution; absence of hexamethylphosphoric triamide, other additives; | 92% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; oxygen; copper(l) chloride; dichloro bis(acetonitrile) palladium(II) In 1,2-dimethoxyethane at 50℃; for 5.5h; | 92% |
Conditions | Yield |
---|---|
With potassium hydride at 10 - 50℃; for 12h; Concentration; Temperature; | 93.5% |
With potassium carbonate at 0 - 30℃; for 12h; Reagent/catalyst; | 81% |
With potassium carbonate at 20℃; for 10.5h; Cooling with ice; |
trimethyl trans-3-methoxyorthoacrylate
trimethyl orthoformate
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 100℃; for 2h; | 91% |
3-(Acetyl-isopropyl-amino)-3-methoxy-propionic acid methyl ester
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In methanol for 2.5h; Heating; | 90% |
methanol
(E)-1,1,1-trichloro-4-methoxybut-3-en-2-one
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With potassium carbonate for 10h; Ambient temperature; | 80% |
methanol
propynoic acid methyl ester
A
methyl 3,3-dimethoxypropionate
B
methyl (Z)-β-methoxyacrylate
Conditions | Yield |
---|---|
With silver trifluoromethanesulfonate at 70℃; for 20h; | A 4% B 78% |
Conditions | Yield |
---|---|
With tributylphosphine In methanol at 20℃; for 168h; | 71% |
methanol
cyclohexa-1,4-diene
A
methyl 3,3-dimethoxypropionate
B
malonaldehydebis(dimethylacetal)
C
malonic acid dimethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone -40 deg C, then ca. 30 min reflux; Yields of byproduct given; | A 60% B n/a C n/a |
With hydrogenchloride; ozone at -40℃; -40 deg C, then ca. 30 min reflux; Yield given; | A 60% B n/a C n/a |
With hydrogenchloride; ozone at -40℃; Product distribution; | A 60% B n/a C n/a |
methyl crotonate
3-mercapto-2-butanone
A
methyl 3,3-dimethoxypropionate
B
methyl 4,5-dimethylthiophene-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: methyl crotonate; 3-mercapto-2-butanone With sodium methylate In toluene at 15 - 30℃; Industrial scale; Stage #2: With hydrogenchloride In water; toluene Industrial scale; | A n/a B 29.8% |
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With methanol In hexane for 72h; Ambient temperature; | 18% |
methanol
levulinic acid methyl ester
A
methyl 3,3-dimethoxypropionate
B
acetic acid methyl ester
C
methyl 3-methoxypropionate
D
malonic acid dimethyl ester
E
Dimethyl succinate
Conditions | Yield |
---|---|
With dihydrogen peroxide; toluene-4-sulfonic acid In water at 80℃; for 6h; Reagent/catalyst; Solvent; Baeyer-Villiger Ketone Oxidation; Overall yield = 22 %; | A 13% B n/a C n/a D 8% E n/a |
methanol
3-oxo-propionic acid ethyl ester
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With hydrogenchloride at -5℃; |
sodium methylate
carbonic acid dimethyl ester
acetylene
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
at 80 - 85℃; |
Conditions | Yield |
---|---|
With potassium methanolate |
methyl 3-methoxyprop-2-enoate
sodium methylate
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With N-Phenyl-2-naphthylamine |
methanol
1,1,5,5-tetramethoxy-pent-2-ene
A
methyl 3,3-dimethoxypropionate
B
1,2-dimethoxy 1,2-dimethoxy-ethane
C
Methyl dimethoxyacetate
Conditions | Yield |
---|---|
With hydrogenchloride; ozone 1.) -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction; | |
With hydrogenchloride; reflux; ozone |
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
methanol
dimethyl (2E)-pent-2-enedioate
A
Dimethyl oxalate
B
methyl 3,3-dimethoxypropionate
C
Methyl dimethoxyacetate
D
malonic acid dimethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone 1.) -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction; | |
With hydrogenchloride; reflux; ozone |
methanol
dimethyl trans-3-hexene-1,6-dioate
A
methyl 3,3-dimethoxypropionate
B
malonic acid dimethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone 1.) -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction; | |
With hydrogenchloride; reflux; ozone |
methanol
Methyl linoleate
A
methyl 3,3-dimethoxypropionate
B
1,1-dimethoxyhexane
C
Dimethyl azelate
D
9,9-bis(methoxy)nonanoic acid methyl ester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone 1.) 0 deg C, 2.) reflux, ca. 30 min; Yield given. Multistep reaction. Further byproducts given; | |
With hydrogenchloride; ozone 1.) 0 deg C, 2.) reflux, ca. 30 min; Multistep reaction. Further byproducts given; |
methanol
methyl linolenate
A
methyl 3,3-dimethoxypropionate
B
dimethoxypropane
C
Dimethyl azelate
D
9,9-bis(methoxy)nonanoic acid methyl ester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone 1.) 0 deg C, 2.) reflux, ca. 30 min; Yield given. Multistep reaction. Further byproducts given; | |
With hydrogenchloride; ozone 1.) 0 deg C, 2.) reflux, ca. 30 min; Multistep reaction. Further byproducts given; |
methanol
cyclohexa-1,4-diene
A
methyl 3,3-dimethoxypropionate
B
(Z)-3-hexenedioic acid dimethyl ester
C
1,1,3,6,6-Pentamethoxyhexan
D
4,6,6-Trimethoxyhexansaeure-methylester
E
(Z)-1,1,6,6-Tetramethoxy-3-hexen
F
(Z)-6,6-Dimethoxy-3-hexensaeure-methylester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone at -40℃; for 0.583333h; Product distribution; further products were isolated; |
methanol
cyclohexa-1,4-diene
A
methyl 3,3-dimethoxypropionate
B
(Z)-3-hexenedioic acid dimethyl ester
C
1,1,3,6,6-Pentamethoxyhexan
D
(Z)-6,6-Dimethoxy-3-hexensaeure-methylester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone at -40℃; for 0.583333h; |
methanol
cyclohexa-1,4-diene
A
methyl 3,3-dimethoxypropionate
B
(Z)-3-hexenedioic acid dimethyl ester
C
4,6,6-Trimethoxyhexansaeure-methylester
D
(Z)-6,6-Dimethoxy-3-hexensaeure-methylester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone -40 deg C, then 3 d at room temp.; | |
With hydrogenchloride; ozone at -40℃; for 0.583333h; |
methanol
cyclohexa-1,4-diene
A
methyl 3,3-dimethoxypropionate
B
(Z)-3-hexenedioic acid dimethyl ester
C
(Z)-1,1,6,6-Tetramethoxy-3-hexen
D
(Z)-6,6-Dimethoxy-3-hexensaeure-methylester
Conditions | Yield |
---|---|
With hydrogenchloride; ozone Yield given. Multistep reaction; | |
With hydrogenchloride; ozone -40 deg C, then 3 d at room temp.; |
methanol
(Z)-1,1,6,6-Tetramethoxy-3-hexen
A
methyl 3,3-dimethoxypropionate
B
malonaldehydebis(dimethylacetal)
Conditions | Yield |
---|---|
With hydrogenchloride; ozone 1.) -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction; | |
With hydrogenchloride; reflux; ozone |
methanol
acrylic acid methyl ester
A
methyl 3,3-dimethoxypropionate
B
methyl (2E)-3-methoxy-2-propenoate
C
methyl 3-methoxypropionate
Conditions | Yield |
---|---|
With supercritical CO2; oxygen; copper dichloride; palladium dichloride at 40℃; for 12h; Product distribution; various catalysts and temperatures; | |
With supercritical CO2; oxygen; copper dichloride; palladium dichloride at 40℃; for 12h; | A 91.7 % Chromat. B 1.2 % Chromat. C 2.0 % Chromat. |
With supercritical CO2; oxygen; dichloro bis(acetonitrile) palladium(II); copper dichloride at 50℃; for 12h; | A 81.1 % Chromat. B 8.8 % Chromat. C 3.5 % Chromat. |
With supercritical CO2; oxygen; copper dichloride; palladium dichloride at 50℃; for 12h; | A 42.9 % Chromat. B 3.1 % Chromat. C 6.6 % Chromat. |
sodium methylate
carbonic acid dimethyl ester
acetylene
A
methyl 3,3-dimethoxypropionate
B
methyl 3-methoxyprop-2-enoate
C
dimethoxysuccinate de methyle
Conditions | Yield |
---|---|
at 80℃; |
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 20℃; for 1.5h; | 100% |
With water; sodium hydroxide at 110℃; for 0.5h; Inert atmosphere; | 95% |
With lithium hydroxide In tetrahydrofuran; methanol; water Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With sodium hydride In 1,2-dimethoxyethane; mineral oil at -5 - 50℃; for 17h; | 100% |
With sodium hydride In 1,2-dimethoxyethane; mineral oil at 20 - 45℃; Inert atmosphere; Cooling with ice; | 83% |
With sodium hydride In 1,2-dimethoxyethane at 0 - 50℃; for 20h; | 73% |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; water at 40 - 90℃; for 0.5h; | 100% |
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere; | 100% |
methyl 3,3-dimethoxypropionate
3-hydroxy-1,1-dimethoxy-propane
Conditions | Yield |
---|---|
Stage #1: methyl 3,3-dimethoxypropionate With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1h; Stage #2: With water; sodium hydroxide In diethyl ether for 1h; | 99% |
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1h; | 95% |
1,2,3-trimethoxybenzene
methyl 3,3-dimethoxypropionate
(E)-3-(2,4,6-trimethoxy-phenyl)-acrylic acid methyl ester
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetic acid at 25℃; for 1h; Product distribution / selectivity; | 98% |
5-(5-amino-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere; | 98% |
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere; | 98% |
methyl 3,3-dimethoxypropionate
4-methoxyphenylhydrazine hydrochloride
methyl 5-methoxy-1H-indole-3-carboxylate
Conditions | Yield |
---|---|
With acetic acid at 70℃; for 4.5h; | 97% |
methyl 3,3-dimethoxypropionate
ethylmagnesium bromide
1-(2,2-dimethoxyethyl)cyclopropan-1-ol
Conditions | Yield |
---|---|
titanium(IV) isopropylate In diethyl ether at 25℃; for 18h; Kulinkovich reaction; | 96% |
Stage #1: methyl 3,3-dimethoxypropionate With titanium(IV) isopropylate In tetrahydrofuran; diethyl ether at 0℃; for 0.166667h; Stage #2: ethylmagnesium bromide In tetrahydrofuran; diethyl ether at 10 - 25℃; for 0.5h; | 89% |
With titanium(IV) isopropylate In tetrahydrofuran; diethyl ether at 0 - 20℃; for 8h; Inert atmosphere; |
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane for 4h; Reflux; | 96% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 1.5h; | 94% |
methyl 3,3-dimethoxypropionate
3-(4'-fluorophenyl)-1-(1'-methylethyl)-1H-indole
Conditions | Yield |
---|---|
With water; trichlorophosphate In acetic acid at 25℃; for 9h; Product distribution / selectivity; | 93% |
With water; trichlorophosphate In acetonitrile at 50℃; for 18h; | 53 % Chromat. |
methyl 3,3-dimethoxypropionate
C18H20O4S
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -30℃; for 1h; Inert atmosphere; | 93% |
methyl 3,3-dimethoxypropionate
methyl 3-methoxyprop-2-enoate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 160℃; for 7.5h; | 91% |
methanesulfonic acid at 160℃; for 6h; Product distribution / selectivity; | 85% |
With potassium hydrogensulfate at 150 - 160℃; for 4h; Reagent/catalyst; | 82% |
Conditions | Yield |
---|---|
With sodium hydride In 1,2-dimethoxyethane at 0 - 35℃; for 16.5h; | 90% |
Stage #1: methyl 3,3-dimethoxypropionate With sodium hydride In 1,2-dimethoxyethane; mineral oil at 40 - 50℃; for 0.5h; Stage #2: Methyl formate In 1,2-dimethoxyethane; mineral oil at 0 - 50℃; | 61% |
Stage #1: methyl 3,3-dimethoxypropionate With sodium hydride In 1,2-dimethoxyethane; mineral oil at 40 - 50℃; for 0.5h; Stage #2: Methyl formate In 1,2-dimethoxyethane; mineral oil at 40 - 50℃; for 2h; | 61% |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 15℃; for 18h; Inert atmosphere; | 90% |
With sodium hexamethyldisilazane In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 22℃; for 16h; | |
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 15℃; for 18h; | |
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 15℃; for 18h; | |
With sodium hexamethyldisilazane In tetrahydrofuran at 0 - 15℃; for 18.1667h; | 100 mg |
methyl 3,3-dimethoxypropionate
1-aminocarbonyl-3-methyl-4-methoxycarbonyl-1,2-diaza-1,3-diene
Conditions | Yield |
---|---|
Stage #1: methyl 3,3-dimethoxypropionate With Dowex 50W In water at 20℃; for 24h; Stage #2: 1-aminocarbonyl-3-methyl-4-methoxycarbonyl-1,2-diaza-1,3-diene With Duolite A 102 In water at 20℃; for 10h; Further stages.; | 89% |
Conditions | Yield |
---|---|
With potassium hydride In tetrahydrofuran at 0 - 25℃; for 5.5h; Reagent/catalyst; | 88.4% |
N-(thiophen-3-yl)acetamide
methyl 3,3-dimethoxypropionate
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane for 2h; Ambient temperature; | 88% |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 95℃; for 1h; Inert atmosphere; | 88% |
With hydrogenchloride In 1,4-dioxane at 95℃; for 1h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 0 - 25℃; for 5.5h; | 87.8% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 80℃; for 6h; | 87% |
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 40℃; for 3h; | 86% |
Conditions | Yield |
---|---|
With sodium In diethyl ether for 48h; Ambient temperature; | 85% |
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 24h; | 85% |
With trifluoroacetic acid In dichloromethane at 20℃; for 8h; Inert atmosphere; |
The IUPAC name of this chemical is methyl 3,3-dimethoxypropanoate. With the CAS registry number 7424-91-1, it is also named as propanoic acid, 3,3-dimethoxy-, methyl ester. The product's categories are C6 to C7; Carbonyl Compounds; Esters. It is clear colorless liquid which should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.67; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.67; (4)ACD/LogD (pH 7.4): 0.67; (5)ACD/BCF (pH 5.5): 1.89; (6)ACD/BCF (pH 7.4): 1.89; (7)ACD/KOC (pH 5.5): 54.89; (8)ACD/KOC (pH 7.4): 54.89; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.401; (13)Molar Refractivity: 35.07 cm3; (14)Molar Volume: 144.1 cm3; (15)Polarizability: 13.9×10-24 cm3; (16)Surface Tension: 28.2 dyne/cm; (17)Enthalpy of Vaporization: 41.51 kJ/mol; (18)Vapour Pressure: 0.971 mmHg at 25°C; (19)Rotatable Bond Count: 5; (20)Exact Mass: 148.073559; (21)MonoIsotopic Mass: 148.073559; (22)Topological Polar Surface Area: 44.8; (23)Heavy Atom Count: 10; (24)Complexity: 97.9.
Preparation of Methyl 3,3-dimethoxypropionate: It can be obtained by methanol and trans-Methyl-b-benzolsulfonyl-acrylat. This reaction needs reagent sodium. The reaction time is 15 min. The yield is 100%.
Uses of Methyl 3,3-dimethoxypropionate: It can react with 2,4-bis-trimethylsilanyloxy-pyrimidine to get (1'RS)-1-(1'-Methoxy-2'-methoxycarbonylethyl)uracil. This reaction needs reagent trimethylsilyl trifluoromethanesulfonate and solvent CH2Cl2 at temperature of -30 °C. The yield is 56%.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OC)CC(OC)OC
2. InChI:InChI=1/C6H12O4/c1-8-5(7)4-6(9-2)10-3/h6H,4H2,1-3H3
3. InChIKey:SMCVPMKCDDNUCQ-UHFFFAOYAI
4. Std. InChI:InChI=1S/C6H12O4/c1-8-5(7)4-6(9-2)10-3/h6H,4H2,1-3H3
5. Std. InChIKey:SMCVPMKCDDNUCQ-UHFFFAOYSA-N
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