3-(Trifluoromethyl)cinnamaldehyde supplier

Name
3-（trifluoromethyl) Cinnamaldehyde
EINECS 1312995-182-4
CAS No. 262268-58-6
Article Data17
CAS DataBase
Density 1.241 g/cm³
Solubility
Melting Point
Formula C₁₀H₇F₃O
Boiling Point 256.865 °C at 760 mmHg
Molecular Weight 200.16
Flash Point 107.119 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms (2E)-3-[3-(Trifluoromethyl)phenyl]prop-2-enal;
PSA 17.07000
LogP 2.91750

Synthetic route

: 454-89-7
3-Trifluoromethylbenzaldehyde

: 75-07-0
acetaldehyde

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20 - 25℃; for 48h; Reagent/catalyst; Solvent;	75%

: 1-(3-Trifluoromethyl-phenyl)-prop-2-yn-1-ol

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With methyl trifluoromethanesulfonate In 2,2,2-trifluoroethanol at 70℃; for 1h;	68%
With toluene-4-sulfonic acid In 1,2-dichloro-ethane at 60℃; for 5h; Meyer-Schuster Rearrangement; stereoselective reaction;	50%

: 454-89-7
3-Trifluoromethylbenzaldehyde

: 62942-43-2
formylmethyltriphenylphosphonium chloride

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 48h;	30%

: (E)-2-Oxo-4-(3-trifluoromethyl-phenyl)-but-3-enoic acid

A: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

B: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With edetate disodium; thiamine diphosphate; sodium citrate; magnesium chloride In water; acetonitrile at 20℃; Rate constant; pH 6.0, brewers' yeast pyruvate decarboxylase (PDC, EC 4.1.1.1), also in the presence of pyruvamide;

: 113048-69-4
(E)-3-(3-trifluoromethylphenyl)prop-2-en-1-ol

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With manganese(IV) oxide In dichloromethane at 20℃; for 2h; Oxidation;
With dipyridinium dichromate In N,N-dimethyl-formamide at 20℃; for 1.5h;
With manganese(IV) oxide In hexane; ethyl acetate at 20℃; Inert atmosphere;

: 3054-95-3
acrylaldehyde diethyl acetal

: 401-81-0
m-trifluoromethylphenyl iodide

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Stage #1: acrylaldehyde diethyl acetal; m-trifluoromethylphenyl iodide With potassium chloride; tetrabutylammonium acetate; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; Heck Reaction; Stage #2: With hydrogenchloride In water

: 454-89-7
3-Trifluoromethylbenzaldehyde

: 2136-75-6
(triphenylphosphoranylidene)acetaldehyde

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 1-((E)-3,3-Diethoxy-propenyl)-3-trifluoromethyl-benzene

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In N,N-dimethyl-formamide at 20℃; for 0.166667h;
With hydrogenchloride In water at 20℃; for 3h; Product distribution / selectivity;

: 3054-95-3
acrylaldehyde diethyl acetal

3-F3CC6H4-Hal: 3-F3CC6H4-Hal

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Stage #1: acrylaldehyde diethyl acetal; 3-F3CC6H4-Hal With potassium chloride; tetrabutylammonium acetate; potassium carbonate; palladium diacetate In N,N-dimethyl-formamide at 90℃; for 1.5h; Stage #2: With hydrogenchloride at 20℃; for 0.166667h;

: 401-78-5
3-bromo-1-trifluoromethylbenzene

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-Bu4NOAc; K2CO3; KCl / Pd(OAc)2 / dimethylformamide / 2 h / 90 °C 2: aq. HCl / dimethylformamide / 0.17 h / 20 °C View Scheme

: 401-81-0
m-trifluoromethylphenyl iodide

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-Bu4NOAc; K2CO3; KCl / Pd(OAc)2 / dimethylformamide / 3.5 h / 90 °C 2: aq. HCl / dimethylformamide / 0.17 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate; tetrabutylammonium acetate; palladium diacetate; potassium chloride / N,N-dimethyl-formamide / 4 h / 90 °C 2: hydrogenchloride / N,N-dimethyl-formamide; water / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate; potassium chloride; palladium diacetate; triphenylphosphine / tetrahydrofuran / 4 h / 60 °C 2: hydrogenchloride; water / 2 h / 20 °C View Scheme

: 779-89-5
3-(trifluoromethyl)cinnamic acid

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: K2CO3 / acetone / Heating 2: DIBAL / 1 h / 0 °C 3: PDC / dimethylformamide / 1.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: thionyl chloride / methanol / 2 h / 65 °C 1.2: 2.5 h / -50 °C / Inert atmosphere 2.1: manganese(IV) oxide / hexane; ethyl acetate / 20 °C / Inert atmosphere View Scheme

: 104201-66-3
trans-methyl 3-(3-(trifluoromethyl)phenyl)acrylate

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: DIBAL / 1 h / 0 °C 2: PDC / dimethylformamide / 1.5 h / 20 °C View Scheme

: 454-89-7
3-Trifluoromethylbenzaldehyde

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: NaH / 1,2-dimethoxy-ethane / 0.25 h / 0 °C 1.2: 1,2-dimethoxy-ethane / 0.25 h / 0 °C 2.1: DIBAL / toluene / 0.33 h / 0 °C 3.1: MnO2 / CH2Cl2 / 2 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: pyridine; piperidine / 100 °C 2.1: thionyl chloride / methanol / 2 h / 65 °C 2.2: 2.5 h / -50 °C / Inert atmosphere 3.1: manganese(IV) oxide / hexane; ethyl acetate / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere 2: toluene-4-sulfonic acid / 1,2-dichloro-ethane / 5 h / 60 °C View Scheme

: 116577-12-9, 113048-68-3
(E)-ethyl 3-(3-trifluoromethylphenyl)prop-2-enoate

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: DIBAL / toluene / 0.33 h / 0 °C 2: MnO2 / CH2Cl2 / 2 h / 20 °C View Scheme

: 401-78-5
3-bromo-1-trifluoromethylbenzene

: 3054-95-3
acrylaldehyde diethyl acetal

A: 70311-33-0
ethyl 3-(3-trifluoromethylphenyl)-propionate

B: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
Stage #1: 3-bromo-1-trifluoromethylbenzene; acrylaldehyde diethyl acetal With potassium carbonate; 5%-palladium/activated carbon In N,N-dimethyl-formamide at 125 - 130℃; for 5.25h; Heck Reaction; Stage #2: With hydrogenchloride In water at 20℃; for 0.333333 - 1h; Product distribution / selectivity;

...Expand

: C12H13F3O2

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; for 2h;

: C12H13F3O2

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; water at 20℃; for 2h;

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde-2-d

Conditions

Conditions	Yield
With deuteroacetic acid; water-d2; isopropylamine at 100℃; for 14h; regioselective reaction;	96%

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 113048-69-4
(E)-3-(3-trifluoromethylphenyl)prop-2-en-1-ol

Conditions

Conditions	Yield
With C46H49CoN3P4(2+)*2BF4(1-); hydrogen; potassium hydroxide In ethanol; acetonitrile at 60℃; under 22801.5 Torr; for 24h; Autoclave; Glovebox; chemoselective reaction;	91%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;
With sodium tetrahydroborate In methanol at 0 - 20℃; for 0.5h;
With sodium tetrahydroborate In methanol at 0℃; for 0.5h;
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;

: 34300-94-2
3-Methyl-3-sulfanylbutan-1-ol

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 561329-03-1
trans-4,4-dimethyl-2-(m-trifluoromethylstyryl)-1,3-oxathiane

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 1.16667h;	85%

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: bromomethanesulfonyl fluoride

: (1Z,3E)-1-bromo-4-(3-(trifluoromethyl)phenyl)buta-1,3-diene-1-sulfonyl fluoride

Conditions

Conditions	Yield
Stage #1: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde With pyrrolidine In tetrahydrofuran for 0.0833333h; Knoevenagel Condensation; Stage #2: bromomethanesulfonyl fluoride In tetrahydrofuran at 20℃; for 0.333333h; stereoselective reaction;	69%

: 107-18-6
allyl alcohol

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 3-(3-trifluoromethyl-phenyl)-propionic acid allyl ester

Conditions

Conditions	Yield
With triethylamine; 2-hydroxy-2-methylpropanenitrile at 25℃; for 3h;	66%

: 1426-04-6
iodomethanesulfonyl fluoride

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: (1Z,3E)-1-iodo-4-(3-(trifluoromethyl)phenyl)buta-1,3-diene-1-sulfonyl fluoride

Conditions

Conditions	Yield
Stage #1: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde With pyrrolidine In tetrahydrofuran for 0.0833333h; Knoevenagel Condensation; Stage #2: iodomethanesulfonyl fluoride In tetrahydrofuran at 20℃; for 0.333333h; stereoselective reaction;	64%

: tert-butyl (2-nitroethyl)carbamate

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: tert-butyl (3S,4S)-3-nitro-4-(3-(trifluoromethyl)phenyl)-3,4-dihydropyridine-1(2H)-carboxylate

Conditions

Conditions	Yield
Stage #1: tert-butyl-(2-nitroethyl)carbamate; (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In dichloromethane at 0 - 20℃; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 5h;	63%

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 183800-60-4
(2R,3R)-2-(2,4-difluorophenyl)-3-[[2-hydroxy-1-(hydroxymethyl)ethyl]thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol

: (2R,3R)-2-(2,4-Difluoro-phenyl)-1-[1,2,4]triazol-1-yl-3-{2-[(E)-2-(3-trifluoromethyl-phenyl)-vinyl]-[1,3]dioxan-5-ylsulfanyl}-butan-2-ol

Conditions

Conditions	Yield
With 4 A molecular sieve; toluene-4-sulfonic acid In dichloromethane at 20℃; for 4h; Condensation;	57%

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 67-64-1
acetone

: (3E,5E)-6-(3-(trifluoromethyl)phenyl)hexa-3,5-dien-2-one

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; Schlenk technique; Inert atmosphere;	56%

: 373-93-3
chloromethanesulfonyl fluoride

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: (1Z,3E)-1-chloro-4-(3-(trifluoromethyl)phenyl)buta-1,3-diene-1-sulfonyl fluoride

Conditions

Conditions	Yield
Stage #1: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde With pyrrolidine In tetrahydrofuran for 0.0833333h; Knoevenagel Condensation; Stage #2: chloromethanesulfonyl fluoride In tetrahydrofuran at 20℃; for 0.333333h; stereoselective reaction;	56%

: 127-17-3
2-oxo-propionic acid

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 56-40-6
glycine

: (2R,3S,4R,5S)-3-Formyl-2-methyl-4-(3-trifluoromethyl-phenyl)-pyrrolidine-2,5-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: 2-oxo-propionic acid; glycine With copper diacetate Condensation; Complexation; Stage #2: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde With sodium hydroxide In methanol pH=9.5; Cyclocondensation;	55%

...Expand

: 70-55-3
toluene-4-sulfonamide

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: (E)-4-methyl-N-((E)-3-(3-(trifluoromethyl)phenyl)allylidene)benzenesulfonamide

Conditions

Conditions	Yield
With tetraethoxy orthosilicate at 160℃; Dean-Stark;	52%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 98451-42-4
(E)-1-(buta-1,3-dien-1-yl)-3-(trifluoromethyl)benzene

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.333333h; Inert atmosphere; Stage #2: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde In tetrahydrofuran; hexane at 20℃; Inert atmosphere;	51%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1.5h; Inert atmosphere; Stage #2: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde In tetrahydrofuran; hexane at 0 - 20℃; for 1h; Wittig Olefination; Inert atmosphere;

: 1560-54-9
allyltriphenylphosphonium bromide

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: C13H11F3

Conditions

Conditions	Yield
Stage #1: allyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 0.5h; Wittig Olefination; Inert atmosphere; Stage #2: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde In tetrahydrofuran; hexane at 0℃; for 3h; Wittig Olefination; Inert atmosphere;	51%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: ethyl (2E,4E)-5-(3-trifluoromethylphenyl)penta-2,4-dienoate

Conditions

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil for 0.166667h; Cooling with ice; Stage #2: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde In tetrahydrofuran; mineral oil for 0.25h; Cooling with ice;	49%

: 2181-42-2
trimethylsulphonium iodide

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: (E)-2-(3-(trifluoromethyl)styryl)oxirane

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at 0 - 20℃; for 12.5h; Inert atmosphere;	43%

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: (E)-2-[2-(Dimethoxy-phosphorylmethyl)-phenyl]-3-methoxy-acrylic acid methyl ester

: (E)-3-Methoxy-2-{2-[(1E,3E)-4-(3-trifluoromethyl-phenyl)-buta-1,3-dienyl]-phenyl}-acrylic acid methyl ester

Conditions

Conditions	Yield
Stage #1: (E)-2-[2-(Dimethoxy-phosphorylmethyl)-phenyl]-3-methoxy-acrylic acid methyl ester With sodium hydride In tetrahydrofuran at 20℃; for 0.333333h; Metallation; Stage #2: (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde In tetrahydrofuran for 2h; Condensation; Wittig-Horner reaction; Heating; Further stages.;

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 146780-08-7
O,O-Diethyl 3-Trifluoromethylphenylmethylphosphonate

: 847186-64-5
E,E-1,4-di(m-trifluoromethyl)phenyl-1,3-butadiene

Conditions

Conditions	Yield
With sodium hydride Horner-Wadsworth-Emmons olefination;

: 650-51-1
sodium trichloroacetate

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: 351536-42-0
(E)-1,1,1-Trichloro-4-(3-trifluoromethyl-phenyl)-but-3-en-2-ol

Conditions

Conditions	Yield
With trichloroacetic acid In N,N-dimethyl-formamide at 20℃;

: 861145-19-9
(E)-4-methoxy-N-((E)-p-tolylethylidene)benzenesulfonamide

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: trans-1-(4-methoxyphenylsulfonyl)-5-p-tolyl-4-(3-(trifluoromethyl)phenyl)pyrrolidin-2-one

: cis-1-(4-methoxyphenylsulfonyl)-5-p-tolyl-4-(3-(trifluoromethyl)phenyl)pyrrolidin-2-one

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(mesityl)imidazolium chloride In tert-butyl alcohol at 60℃; for 4h; Title compound not separated from byproducts;

...Expand

: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

: C36H24F12

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH 2: 15 h / 25 °C / UV-irradiation View Scheme

3-(Trifluoromethyl)cinnamaldehyde Chemical Properties

Empirical Formula: C₁₀H₇F₃O
Molecular Weight: 200.1572
Nominal Mass: 200 Da
Average Mass: 200.1572 Da
Monoisotopic Mass: 200.044899 Da
Index of Refraction: 1.499
Molar Refractivity: 47.309 cm³
Molar Volume: 161.238 cm³
Surface Tension: 29.673 dyne/cm
Density: 1.241 g/cm³
Flash Point: 107.119 °C
Enthalpy of Vaporization: 49.44 kJ/mol
Boiling Point: 256.865 °C at 760 mmHg
Vapour Pressure: 0.015 mmHg at 25 °C
Structure of 3-(trifluoromethyl) Cinnamaldehyde (CAS NO.262268-58-6):

Product Category of 3-(trifluoromethyl) Cinnamaldehyde (CAS NO.262268-58-6): Aromatic Cinnamic Acids, Esters and Derivatives

3-(Trifluoromethyl)cinnamaldehyde Specification

3-(trifluoromethyl) Cinnamaldehyde , its cas register number is 262268-58-6. It also can be called (2E)-3-[3-(Trifluoromethyl)phenyl]acrylaldehyde ; 2-propenal, 3-[3-(trifluoromethyl)phenyl]-, (2E)- ; and 3-(3-(Trifluoromethyl)phenyl)acrylaldehyde .

Product Name

3-（trifluoromethyl) Cinnamaldehyde

Synthetic route

3-(Trifluoromethyl)cinnamaldehyde Chemical Properties

3-(Trifluoromethyl)cinnamaldehyde Specification

Related Products

Hot Products