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| CAS No.: | 133-13-1 |
|---|---|
| Name: | Diethyl ethylmalonate |
| Article Data: | 85 |
| Molecular Structure: | |
|
|
|
| Formula: | C9H16O4 |
| Molecular Weight: | 188.224 |
| Synonyms: | Malonicacid, ethyl-, diethyl ester (6CI,7CI,8CI);Propanedioic acid, ethyl-, diethylester (9CI);2-Ethylmalonic acid diethyl ester;Diethyl 2-ethylmalonate;Diethyl a-ethylmalonate;Ethylpropanedioic acid diethyl ester;NSC 8706; |
| EINECS: | 205-093-3 |
| Density: | 1.02 g/cm3 |
| Melting Point: | 0 °C |
| Boiling Point: | 211.7 °C at 760 mmHg |
| Flash Point: | 88.3 °C |
| Solubility: | immiscible with water |
| Appearance: | Clear, colorless liquid. |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 24/25-36-26 |
| PSA: | 52.60000 |
| LogP: | 1.13880 |
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- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
| Conditions | Yield |
|---|---|
| With P(MeNCH2CH2)3N In hexane; acetonitrile at 25℃; for 0.5h; | 92% |
| With silver(l) oxide | |
| With ethanol; magnesium ethylate |
| Conditions | Yield |
|---|---|
| With potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide at 60℃; for 4h; | 90% |
| With potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide at 60℃; for 4h; Product distribution; other solvent, other temperature, other reaction time; | 90% |
| With sodium acetylide In benzene at 20 - 25℃; for 0.5h; further reagent (sodium phenylacetylide); | 89% |
| Conditions | Yield |
|---|---|
| With samarium diiodide; tris(dibenzoylmethano)iron(III); tert-butyl alcohol In tetrahydrofuran for 0.5h; Ambient temperature; | 89% |
| With hydrogen; palladium on activated charcoal In methanol Product distribution; | |
| With (5,10,15,20-tetrakis-4-tolylporphyrinato)(methyl)rhodium(III); isopropyl alcohol In benzene-d6 at 200℃; for 48h; Darkness; Sealed tube; regioselective reaction; | 14 %Spectr. |
- 1462-12-0
diethyl ethylidenemalonate
- 88626-90-8
BuMnCl
A
- 82297-04-9
diethyl (1-methyl-pentyl)malonate
B
- 133-13-1
ethyl diethyl malonate
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 2h; | A 87% B 6% |
- 1462-12-0
diethyl ethylidenemalonate
- 62485-87-4
butyl-iodo-manganese
A
- 82297-04-9
diethyl (1-methyl-pentyl)malonate
B
- 133-13-1
ethyl diethyl malonate
| Conditions | Yield |
|---|---|
| In diethyl ether at -30℃; for 2h; | A 83% B 11% |
- 1462-12-0
diethyl ethylidenemalonate
A
- 82297-04-9
diethyl (1-methyl-pentyl)malonate
B
- 133-13-1
ethyl diethyl malonate
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 2h; | A 82% B 12% |
- 1462-12-0
diethyl ethylidenemalonate
A
- 82297-04-9
diethyl (1-methyl-pentyl)malonate
B
- 133-13-1
ethyl diethyl malonate
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 2h; | A 82% B 8% |
- 1462-12-0
diethyl ethylidenemalonate
A
- 82297-04-9
diethyl (1-methyl-pentyl)malonate
B
- 133-13-1
ethyl diethyl malonate
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 2h; | A 80% B 7% |
- 109-72-8, 29786-93-4
n-butyllithium
- 1462-12-0
diethyl ethylidenemalonate
- 917-65-7
methylaluminum dichloride
A
- 759-36-4
diethyl isopropylmalonate
B
- 82297-04-9
diethyl (1-methyl-pentyl)malonate
C
- 133-13-1
ethyl diethyl malonate
| Conditions | Yield |
|---|---|
| Stage #1: n-butyllithium; methylaluminum dichloride In hexane; toluene at -40℃; for 1h; Substitution; Stage #2: With boron trifluoride diethyl etherate In hexane; toluene for 1h; Addition; Stage #3: diethyl ethylidenemalonate In hexane; toluene at -40℃; for 18h; Reduction; Michael addition; | A 7 % Chromat. B 74% C 6 % Chromat. |
- 1462-12-0
diethyl ethylidenemalonate
- 105486-13-3
C3H7ClMn
A
- 759-29-5
diethyl 2-(3-methylbutan-2-yl)malonate
B
- 133-13-1
ethyl diethyl malonate
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at -30℃; for 2h; | A 70% B 11% |
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Chemistry
Molecular Structure:
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Molecular Formula: C9H16O4
Molecular Weight: 188.2209
IUPAC Name: Diethyl 2-ethylpropanedioate
Synonyms of Propanedioicacid, 2-ethyl-, 1,3-diethyl ester (CAS NO.133-13-1): AI3-19481 ; Diethyl 2-ethylmalonate ; Diethyl ethylmalonate ; EINECS 205-093-3 ; NSC 8706 ; Malonic acid, ethyl-, diethyl ester (8CI) ; Propanedioic acid, ethyl-, diethyl ester
CAS NO: 133-13-1
Classification Code: Pharmaceutical Intermediates ; TheMalonateRamificationProducts ; C8 to C9 ; Carbonyl Compounds ; Esters
Melting point: 0°C
Index of Refraction: 1.425
Molar Refractivity: 47.25 cm3
Molar Volume: 184.4 cm3
Surface Tension: 31.5 dyne/cm
Density: 1.02 g/cm3
Flash Point: 88.3 °C
Enthalpy of Vaporization: 44.8 kJ/mol
Boiling Point: 211.7 °C at 760 mmHg
Vapour Pressure: 0.18 mmHg at 25°C
Uses
Propanedioicacid, 2-ethyl-, 1,3-diethyl ester (CAS NO.133-13-1) is used as the medicine raw material and the agricultural chemicals intermediate.
Safety Profile
Hazard Codes of Propanedioicacid, 2-ethyl-, 1,3-diethyl ester (CAS NO.133-13-1): 
Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25: Avoid contact with skin and eyes.
S36: Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
HS Code: 29171990