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Basic Information
| CAS No.: | 623-43-8 |
|---|---|
| Name: | trans-Methyl crotonate |
| Molecular Structure: | |
|
|
|
| Formula: | C5H8O2 |
| Molecular Weight: | 100.117 |
| Synonyms: | 2-Butenoicacid, methyl ester, (E)-;Crotonic acid, methyl ester, (E)- (8CI);(2E)-2-Butenoic acid methyl ester;(E)-2-Butenoic acid methyl ester;(E)-Crotonic acid methyl ester;Methyl (E)-2-butenoate;Methyl E-crotonate;Methyl E-propene-1-carboxylate;Methyl trans-2-butenoate;Methyltrans-crotonate;trans-2-Butenoic acid methyl ester; |
| EINECS: | 210-793-7 |
| Density: | 0.925 g/cm3 |
| Melting Point: | -42°C |
| Boiling Point: | 121 °C at 760 mmHg |
| Flash Point: | 4.4 °C |
| Solubility: | Immiscible with water |
| Appearance: | colorless Liquid |
| Hazard Symbols: |
 F, Xi
|
| Risk Codes: | 11-36/37/38 |
| Safety: | 16-26-36-9-33 |
| Transport Information: | UN 3272 3/PG 2 |
| PSA: | 26.30000 |
| LogP: | 0.73550 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With sulfuric acid for 0.25h; Esterification; Irradiation; | 94% |
| With sulfuric acid for 12h; Heating; | 82% |
| With thionyl chloride |
- 67-56-1
methanol
- 84115-05-9
2-(diethylamino)ethyl crotonate
A
- 623-43-8
crotonic acid methyl ester
B
- 100-37-8
2-(Diethylamino)ethanol
Conditions
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid for 4h; Heating; | A 90% B 82% |
...Expand
- 84115-05-9
2-(diethylamino)ethyl crotonate
A
- 623-43-8
crotonic acid methyl ester
B
- 100-37-8
2-(Diethylamino)ethanol
Conditions
| Conditions | Yield |
|---|---|
| With methanol; toluene-4-sulfonic acid for 4h; Heating; | A 90% B 82% |
- 36056-36-7
2-ethylthio methyl ester
- 623-43-8
crotonic acid methyl ester
Conditions
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide; ammonium chloride In ethanol electrolysis; | 90% |
Conditions
| Conditions | Yield |
|---|---|
| With perchloric acid; sodium percarbonate; vanadia for 1h; Heating; | 90% |
| With tert.-butylhydroperoxide In decane at 25℃; for 8h; Inert atmosphere; | 72% |
Conditions
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 0.583333h; | 90% |
Conditions
| Conditions | Yield |
|---|---|
| Ni(CO)4 In methanol; aqueous KCl | 90% |
...Expand
- 124-41-4
sodium methylate
- 51107-31-4
2-Chloro-2-(1-chloroethyl)oxirane
A
- 3136-17-2, 117745-43-4, 117745-47-8
Methyl β-methoxybutyrate
B
- 623-43-8
crotonic acid methyl ester
C
- 6342-57-0
ethylglyoxal dimethylacetal
Conditions
| Conditions | Yield |
|---|---|
| In methanol | A 11% B 3% C 86% |
| In methanol | A 11 % Chromat. B 3 % Chromat. C 86 % Chromat. |
| In methanol Product distribution; -50 deg C, then 3h, roomtemp.; | A 11 % Chromat. B 3 % Chromat. C 86 % Chromat. |
...Expand
- 5469-24-9, 22426-04-6, 26708-42-9, 99570-24-8, 99570-28-2
erythro 2,3-dibromo-butenoate
- 623-43-8
crotonic acid methyl ester
Conditions
| Conditions | Yield |
|---|---|
| With indium(III) chloride; sodium tetrahydroborate In acetonitrile at -10℃; for 3h; | 78% |
- 1117-71-1, 56699-18-4, 6000-00-6
methyl-4-bromo-2-butenoate
A
- 623-43-8
crotonic acid methyl ester
B
- 3724-55-8
methyl but-3-enoate
C
- 26474-34-0
5-Vinyl-trans-hexen-2-disaeuredimethylester
Conditions
| Conditions | Yield |
|---|---|
| With zinc In dimethyl sulfoxide for 4h; Yields of byproduct given; | A n/a B n/a C 75% |
...Expand
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trans-Methyl crotonate
Chemistry
Name: (E)-CROTONIC ACID METHYL ESTER(623-43-8)
Molecular Formula: C5H8O2
Formula Weight: 100.13g/mol
Appearance: colorless liquid
Density: 0.944g/cm3
Boiling Point: 121 °C at 760 mmHg
Rrefractive index: n20/D 1.423(lit.)
Flash Point: 4.4 °C
Vapor Pressure: 14.9 mmHg at 25°C
Solubility: dissolved in alcohol and ether,not soluble in water
EINECS: 210-793-7
liansport Information: UN 3272
Freely Rotating Bonds: 2
Index of Refraction: 1.414
Molar Refractivity: 27.04 cm3
Molar Volume: 108.1 cm3
Polarizability: 10.72 10-24cm3
Surface Tension: 25.4 dyne/cm
Enthalpy of Vaporization: 35.91 kJ/mol
The chemical synonyms of (E)-CROTONIC ACID METHYL ESTER(623-43-8) are (E)-2-Butenoic acid methyl ester;(E)-But-2-enoicacidmethylester;(E)-CH3CH=CHC(O)OCH3;(E)-Crotonic acid methyl ester;Crotonic acid, methyl ester, (E)-;Methyl (2E)-2-butenoate;methyl (E)-2-butenoate;Methyl 2-butenoate, (E)- .Its product categories is C2 to C5;Carbonyl Compounds and Esters.The molecular structure of (E)-CROTONIC ACID METHYL ESTER(623-43-8) is
.
Molecular Formula: C5H8O2
Formula Weight: 100.13g/mol
Appearance: colorless liquid
Density: 0.944g/cm3
Boiling Point: 121 °C at 760 mmHg
Rrefractive index: n20/D 1.423(lit.)
Flash Point: 4.4 °C
Vapor Pressure: 14.9 mmHg at 25°C
Solubility: dissolved in alcohol and ether,not soluble in water
EINECS: 210-793-7
liansport Information: UN 3272
Freely Rotating Bonds: 2
Index of Refraction: 1.414
Molar Refractivity: 27.04 cm3
Molar Volume: 108.1 cm3
Polarizability: 10.72 10-24cm3
Surface Tension: 25.4 dyne/cm
Enthalpy of Vaporization: 35.91 kJ/mol
The chemical synonyms of (E)-CROTONIC ACID METHYL ESTER(623-43-8) are (E)-2-Butenoic acid methyl ester;(E)-But-2-enoicacidmethylester;(E)-CH3CH=CHC(O)OCH3;(E)-Crotonic acid methyl ester;Crotonic acid, methyl ester, (E)-;Methyl (2E)-2-butenoate;methyl (E)-2-butenoate;Methyl 2-butenoate, (E)- .Its product categories is C2 to C5;Carbonyl Compounds and Esters.The molecular structure of (E)-CROTONIC ACID METHYL ESTER(623-43-8) is
.Uses
It is used as organic synthesis intermediate and spice.
Toxicity Data With Reference
| 1. | skn-rbt 500 mg/24H MOD | FCTXAV Food and Cosmetics Toxicology. 17 (1979),865. | ||
| 2. | orl-mus LD50:1600 mg/kg | FCTXAV Food and Cosmetics Toxicology. 17 (1979),865. | ||
| 3. | skn-gpg LD50:10 g/kg | FCTXAV Food and Cosmetics Toxicology. 17 (1979),865. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by ingestion. Mildly toxic by skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and fumes. See also ESTERS.
Hazard Symbols:
F;
Xi
F: Highly flammable
Xi Irritant
Risk Statements 11-36/37/38
11: Highly flammable.
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements 16-26-36-9-33
16: Keep away from sources of ignition - No smoking.
33: Take precautionary measures against static discharges.
9: Keep container in a well-ventilated place. 36: Wear suitable protective clothing
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
HazardClass: 3
Hazard Symbols:
F;XiF: Highly flammable
Xi Irritant
Risk Statements 11-36/37/38
11: Highly flammable.
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements 16-26-36-9-33
16: Keep away from sources of ignition - No smoking.
33: Take precautionary measures against static discharges.
9: Keep container in a well-ventilated place. 36: Wear suitable protective clothing
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
HazardClass: 3
Specification
Its extinguishing agents is dry sand, carbon dioxide, foam and dry powder.