-
Name
dimethyl 2-(trifluoromethyl)propanedioate
- EINECS
- CAS No. 5838-00-6
- Article Data7
- CAS DataBase
- Density 1.322 g/cm3
- Solubility
- Melting Point
- Formula C6H7F3O4
- Boiling Point 172.7 °C at 760 mmHg
- Molecular Weight 200.114
- Flash Point 57.2 °C
- Transport Information
- Appearance
- Safety
- Risk Codes
-
Molecular Structure
- Hazard Symbols
- Synonyms Malonicacid, (trifluoromethyl)-, dimethyl ester (7CI,8CI);Propanedioic acid,(trifluoromethyl)-, dimethyl ester (9CI);(Trifluoromethyl)propanedioic aciddimethyl ester;2-(Trifluoromethyl)malonic acid dimethyl ester;Dimethyl(trifluoromethyl)malonate;
- PSA 52.60000
- LogP 0.51090
Synthetic route
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-
67-56-1
methanol
-
-
360-54-3
methyl 2-(trifluoromethyl)-3,3,3-trifluoropropionate
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
| Conditions | Yield |
|---|---|
| With triethylamine |
-
-
67-56-1
methanol
-
-
382-26-3
1,1,1,3,3-pentafluoro-3-methoxy-2-trifluoromethylpropane
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
| Conditions | Yield |
|---|---|
| With sulfuric acid; triethylamine 1.) DMF, from 10 to 20 deg C, 2.) ether, RT, overnight; Yield given. Multistep reaction; | |
| Stage #1: methanol; 1,1,1,3,3-pentafluoro-3-methoxy-2-trifluoromethylpropane With triethylamine In N,N-dimethyl-formamide at 0℃; for 1.5h; Stage #2: With sulfuric acid at 20℃; for 16h; |
-
-
63616-70-6
Dimethyl-trifluormethyl-brommalonat
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
| Conditions | Yield |
|---|---|
| With Ra-Ni |
-
-
19607-08-0
methyl 2-methoxycarbonyl-3,3-di(methylsulfanyl)acrylate
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: BrF3 2: Ra-Ni View Scheme |
-
-
300-57-2
allylbenzene
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1440140-61-3
(E)-dimethyl 2-cinnamyl-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique; | 100% |
-
-
3333-20-8
1-allyl-3-methylbenzene
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1455396-82-3
(E)-dimethyl 2-(3-(m-tolyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 98% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
74-88-4
methyl iodide
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-
86311-85-5
dimethyl methyl(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With cesium fluoride In diethylene glycol dimethyl ether at 20℃; for 16h; Inert atmosphere; | 97% |
| With cesium fluoride In diethylene glycol dimethyl ether Ambient temperature; | 60% |
| With cesium fluoride In diethylene glycol dimethyl ether | 60% |
| With cesium fluoride In diethylene glycol dimethyl ether at 20℃; for 16h; |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
496789-06-1
(E)-p-methoxycinnamyl methyl carbonate
-
-
1440140-65-7
(E)-dimethyl 2-(3-(4-methoxyphenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With bis(dibenzylideneacetone)-palladium(0); XPhos In tetrahydrofuran at 20℃; for 12h; Tsuji-Trost Allylation; Inert atmosphere; | 97% |
-
-
1587-04-8
1-methyl-2-(2-propenyl)-benzene
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1455396-85-6
(E)-dimethyl 2-(3-(o-tolyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 97% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1417512-06-1
1-allyl-4-(trifluoromethoxy)benzene
-
-
1455396-96-9
(E)-dimethyl 2-(3-(4-(trifluoromethoxy)phenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 97% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1455397-07-5
(E)-dimethyl 2-(3-(3,5-bis(trifluoromethyl)phenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 96% |
-
-
1745-18-2
1-allyl-4-chlorobenzene
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1455396-89-0
(E)-dimethyl 2-(3-(4-chlorophenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 95% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
3698-23-5
Osmorhizole
-
-
1455397-04-2
(E)-dimethyl 2-(3-(2,4-dimethoxyphenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 95% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
53483-16-2
4-allyl-2,6-dimethylphenyl methyl ether
-
-
1455397-19-9
(E)-dimethyl 2-(3-(4-methoxy-3,5-dimethylphenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 95% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1440140-69-1
(E)-dimethyl 2-(3-(4-fluorophenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With bis(dibenzylideneacetone)-palladium(0); XPhos In tetrahydrofuran at 20℃; for 12h; Tsuji-Trost Allylation; Inert atmosphere; | 94% |
-
-
3333-13-9
p-allyltoluene
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1455396-80-1
(E)-dimethyl 2-(3-(p-tolyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 94% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
20120-35-8
4-allylbiphenyl
-
-
1455396-98-1
(E)-dimethyl 2-(3-([1,1'-biphenyl]-4-yl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 94% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
107-13-1
acrylonitrile
-
-
1039762-25-8
2-(2-cyanoethyl)-2-trifluoromethylmalonic acid dimethyl ester
| Conditions | Yield |
|---|---|
| With IrH5(P-(i-Pr)3)2; 1,3-bis(trifluoromethyl)benzene In toluene at 25℃; for 5h; Inert atmosphere; | 93% |
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-
140-67-0
Estragole
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1440140-65-7
(E)-dimethyl 2-(3-(4-methoxyphenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 92% |
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-
94-59-7
1-allyl-3,4-methylenedioxybenzene
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1455397-14-4
(E)-dimethyl 2-(3-(benzo[d][1,3]dioxol-5-yl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 92% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
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-
1440140-35-1
C19H16O3
-
-
1440140-75-9
(E)-dimethyl 2-(3-(anthracen-9-yl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With bis(dibenzylideneacetone)-palladium(0); XPhos In tetrahydrofuran at 20℃; for 12h; Tsuji-Trost Allylation; Inert atmosphere; | 91% |
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-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
4452-06-6
1-(naphthalen-2-yl)prop-2-en-1-one
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-
1496541-77-5
dimethyl 2-(3-(naphthalen-2-yl)-3-oxopropyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With N,N-dimethyl-formamide; XPhos for 4h; Michael Addition; | 91% |
| Conditions | Yield |
|---|---|
| With P(p-CH3OC6H4)3; N,N-dimethyl-formamide for 4h; Michael Addition; | 89% |
| With triethylamine In pyridine at 70℃; for 4h; | 74% |
| With pyridine; triethylamine |
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-
30984-53-3
1-allyl-3-fluorobenzene
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
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-
1455397-01-9
(E)-dimethyl 2-(3-(3-fluorophenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 89% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1440140-25-9
C15H20O3
-
-
1440140-63-5
(E)-dimethyl 2-(3-(4-(tert-butyl)phenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With bis(dibenzylideneacetone)-palladium(0); XPhos In tetrahydrofuran at 20℃; for 12h; Tsuji-Trost Allylation; Inert atmosphere; | 88% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
4810-05-3
2,4,6-trimethylallylbenzene
-
-
1455397-20-2
(E)-dimethyl 2-(3-mesitylallyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 88% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
68165-35-5
1-(3-nitrophenyl)-2-propen-1-one
-
-
1496541-78-6
dimethyl 2-(3-(4-nitrophenyl)-3-oxopropyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With N,N-dimethyl-formamide; XPhos for 4h; Michael Addition; | 88% |
-
-
2653-93-2
1-phenoxy-4-(prop-2-en-1-yl)benzene
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
1455396-94-7
(E)-dimethyl 2-(3-(4-phenoxyphenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 86% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
496789-05-0
(E)-methyl (3-(4-(trifluoromethyl)phenyl)allyl) carbonate
-
-
1440140-71-5
(E)-dimethyl 2-(trifluoromethyl)-2-(3-(4-(trifluoromethyl)phenyl)allyl)malonate
| Conditions | Yield |
|---|---|
| With bis(dibenzylideneacetone)-palladium(0); XPhos In tetrahydrofuran at 20℃; for 12h; Tsuji-Trost Allylation; Inert atmosphere; | 85% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
87802-71-9, 85217-69-2
(E)-methyl cinnamyl carbonate
-
-
1440140-61-3
(E)-dimethyl 2-cinnamyl-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With bis(dibenzylideneacetone)-palladium(0); XPhos In tetrahydrofuran at 20℃; for 12h; Reagent/catalyst; Solvent; Tsuji-Trost Allylation; Inert atmosphere; | 82% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
937-41-7
phenyl acrylate
-
-
1496541-84-4
1-methyl 5-phenyl 2-methoxycarbonyl-2-trifluoromethylpentanedioate
| Conditions | Yield |
|---|---|
| With P(p-CH3OC6H4)3; N,N-dimethyl-formamide for 1h; Michael Addition; | 76% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
213327-80-1
C9H7F3
-
-
1455397-19-9
(E)-dimethyl 2-(3-(4-methoxy-3,5-dimethylphenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With 2,6-dimethoxy-p-quinone; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 74% |
| Conditions | Yield |
|---|---|
| With triethylamine In diethyl ether at 20℃; | 72% |
-
-
5838-00-6
methyl dimethyl 2-(trifluoromethyl)propanedioate
-
-
675608-06-7
(E)-methyl (3-(4-nitrophenyl)allyl) carbonate
-
-
1440140-73-7
(E)-dimethyl 2-(3-(4-nitrophenyl)allyl)-2-(trifluoromethyl)malonate
| Conditions | Yield |
|---|---|
| With bis(dibenzylideneacetone)-palladium(0); XPhos In tetrahydrofuran at 20℃; for 12h; Tsuji-Trost Allylation; Inert atmosphere; | 71% |
Malonic acid, (trifluoromethyl)-, dimethyl ester Specification
This chemical is called Malonic acid, (trifluoromethyl)-, dimethyl ester, and it can also be named as Dimethyl(trifluoromethyl)malonate. With the molecular formula of C6H7F3O4, its molecular weight is 200.11. The CAS registry number of this chemical is 5838-00-6.
Other characteristics of the Malonic acid, (trifluoromethyl)-, dimethyl ester can be summarised as followings: (1)ACD/LogP: 0.83; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 52.6 Å2; (7)Index of Refraction: 1.365; (8)Molar Refractivity: 33.81 cm3; (9)Molar Volume: 151.3 cm3; (10)Polarizability: 13.4×10-24cm3; (11)Surface Tension: 25.8 dyne/cm; (12)Density: 1.322 g/cm3; (13)Flash Point: 57.2 °C; (14)Enthalpy of Vaporization: 40.91 kJ/mol; (15)Boiling Point: 172.7 °C at 760 mmHg; (16)Vapour Pressure: 1.31 mmHg at 25°C.
You can still convert the following datas into molecular structure:
1.SMILES: O=C(OC)C(C(=O)OC)C(F)(F)F
2.InChI: InChI=1/C6H7F3O4/c1-12-4(10)3(5(11)13-2)6(7,8)9/h3H,1-2H3
3.InChIKey: ICCFDUWNCARZAE-UHFFFAOYAO
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 1gm/kg (1000mg/kg) | Journal of Medicinal Chemistry. Vol. 13, Pg. 1212, 1970. | |
| mouse | LD50 | oral | 1gm/kg (1000mg/kg) | Journal of Medicinal Chemistry. Vol. 13, Pg. 1212, 1970. |
Related Products
- Malonic acid
- Malonic acid bis(2,4,6-trichlorophenyl) ester
- Malonic acid disodium salt monohydrate
- Malonic acid, (trifluoromethyl)-, dimethyl ester
- Malonic acid, ethylmethyl-
- Malonic acid, ethylphenyl-, 2-(diethylamino)ethyl ethyl ester
- Malonic acid,(3-isothiazolylmethyl)methyl-, diethyl ester (7CI,8CI)
- Malonic dihydrazide
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