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Cas Database |
| Name |
Methyl 3,3-dimethoxypropionate |
EINECS | 231-055-0 |
| CAS No. | 7424-91-1 | Density | 1.027 g/cm3 |
| PSA | 44.76000 | LogP | 0.16840 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C6H12O4 | Boiling Point | 178.8 °C at 760 mmHg |
| Molecular Weight | 148.159 | Flash Point | 65.6 °C |
| Transport Information | N/A | Appearance | Clear colorless liquid |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Malonaldehydicacid, methyl ester dimethyl acetal (7CI,8CI);Propionic acid, 3,3-dimethoxy-,methyl ester (8CI);3,3-Dimethoxypropionic acid methyl ester;Methyl3,3-bis(methoxy)propanoate;Methyl 3,3-dimethoxypropanoate;Methyl3,3-dimethoxypropionate;Methyl formylacetate dimethyl acetal;Methyl b,b-dimethoxypropionate;NSC 92715; |
Article Data | 35 |
Methyl 3,3-dimethoxypropionate Synthetic route
- 67-56-1
methanol
- 1865-13-0
(E)-β-methoxycarbonylvinyl phenyl sulphone
- 7424-91-1
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; |
- 167386-80-3
trimethyl trans-3-methoxyorthoacrylate
- 149-73-5
trimethyl orthoformate
- 7424-91-1
methyl 3,3-dimethoxypropionate
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid at 100℃; for 2h; | 91% |
- 98014-02-9
3-(Acetyl-isopropyl-amino)-3-methoxy-propionic acid methyl ester
- 7424-91-1
methyl 3,3-dimethoxypropionate
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In methanol for 2.5h; Heating; | 90% |
- 67-56-1
methanol
- 116140-91-1
(E)-1,1,1-trichloro-4-methoxybut-3-en-2-one
- 7424-91-1
methyl 3,3-dimethoxypropionate
| Conditions | Yield |
|---|---|
| With potassium carbonate for 10h; Ambient temperature; | 80% |
- 67-56-1
methanol
- 922-67-8
propynoic acid methyl ester
A
- 7424-91-1
methyl 3,3-dimethoxypropionate
B
- 5739-81-1
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% |
- 67-56-1
methanol
- 1165952-92-0
cyclohexa-1,4-diene
A
- 7424-91-1
methyl 3,3-dimethoxypropionate
B
- 102-52-3
malonaldehydebis(dimethylacetal)
C
- 108-59-8
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 |
- 623-43-8, 4358-59-2, 18707-60-3, 130981-57-6
methyl crotonate
- 40789-98-8
3-mercapto-2-butanone
A
- 7424-91-1
methyl 3,3-dimethoxypropionate
B
- 14559-13-8
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 Specification
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%.
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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%.
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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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