3-(Trifluoromethyl)cinnamic acid supplier

Name
3-(Trifluoromethyl)cinnamic acid
EINECS 212-301-6
CAS No. 779-89-5
Article Data33
CAS DataBase
Density 1.363 g/cm³
Solubility
Melting Point 135-137 °C(lit.)
Formula C₁₀H₇F₃O₂
Boiling Point 289.6 °C at 760 mmHg
Molecular Weight 216.16
Flash Point 129 °C
Transport Information
Appearance white solid
Safety 26-37/39-37
Risk Codes 36/37/38-37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-(3-(Trifluoromethyl)phenyl)-2-propenoic acid;3-(3-(Trifluoromethyl)phenyl)acrylic acid;
PSA 37.30000
LogP 2.80320

Synthetic route

: 401-81-0
m-trifluoromethylphenyl iodide

: 292638-85-8
acrylic acid methyl ester

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

Conditions

Conditions	Yield
With triethylamine; di-(3-methylphenyl)phosphinopolystyrene palladium catalyst In acetonitrile at 80℃; for 20h; Heck cross-coupling reaction;	96%

: 141-82-2
malonic acid

: 454-89-7
3-Trifluoromethylbenzaldehyde

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

Conditions

Conditions	Yield
With piperidine; pyridine at 110℃;	89%
piperidine In pyridine at 110 - 115℃; Knoevenagel-Doebner condensation;	72%
With piperidine In pyridine at 80 - 90℃;

: 1015065-52-7
m-trifluoromethyl-α-bromohydrocinnamic acid

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

Conditions

Conditions	Yield
Stage #1: m-trifluoromethyl-α-bromohydrocinnamic acid With sodium hydroxide; water; N-benzyl-N,N,N-triethylammonium chloride In isopropyl alcohol at 55 - 60℃; for 7h; Stage #2: With hydrogenchloride; water at 0℃;

: 454-89-7
3-Trifluoromethylbenzaldehyde

: 108-24-7
acetic anhydride

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

Conditions

Conditions	Yield
at 175℃; for 5.25h;

: 454-89-7
3-Trifluoromethylbenzaldehyde

malonic: malonic

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

Conditions

Conditions	Yield
With piperidine; pyridine at 90℃;

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

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

Conditions

Conditions	Yield
With lithium hydroxide In tetrahydrofuran; ethanol; water at 20℃; for 4h;

: 454-89-7
3-Trifluoromethylbenzaldehyde

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 16 h / 0 - 20 °C 2: lithium hydroxide / tetrahydrofuran; ethanol; water / 4 h / 20 °C View Scheme

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

: 60689-14-7
trans-3-(trifluoromethyl)cinnamoyl chloride

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide Reflux; Inert atmosphere;	100%
With oxalyl dichloride; calcium carbonate In N,N-dimethyl-formamide; benzene for 24h; Ambient temperature;
With thionyl chloride at 90℃; for 3h;

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

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

Conditions

Conditions	Yield
With hydrogen; palladium dihydroxide at 40 - 60℃; under 2250.23 Torr;	100%
With palladium on activated charcoal; hydrogen; sodium carbonate In water at 25℃; under 1500.15 - 2250.23 Torr; for 3h;	99.4%
With hydrogen; palladium on activated charcoal In methanol at 20 - 25℃; under 30.003 Torr;	95.2%

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

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 93040-63-2
(E)-N,N-dimethyl-3-(3-(trifluoromethyl)phenyl)acrylamide

Conditions

Conditions	Yield
With hydrogenchloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In 1,4-dioxane at 120℃; for 4h;	99%

: 67-56-1
methanol

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

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

Conditions

Conditions	Yield
With thionyl chloride at 0℃; for 6h; Inert atmosphere; Reflux;	95%
With sulfuric acid Heating;
With sulfuric acid Reflux; Acidic conditions;
With sulfuric acid Inert atmosphere; Reflux;

: 106-38-7
para-bromotoluene

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

: 1-(1-p-tolylvinyl)-3-(trifluoromethyl)benzene

Conditions

Conditions	Yield
Stage #1: 3-(trifluoromethyl)cinnamic acid With potassium tert-butylate In ethanol at 20℃; for 1h; Inert atmosphere; Sealed tube; Stage #2: para-bromotoluene With palladium(II) acetylacetonate; 1,10-Phenanthroline; tris-(o-tolyl)phosphine; copper(I) bromide In 1-methyl-pyrrolidin-2-one; quinoline; ethanol at 170℃; for 16h; Heck Reaction; Inert atmosphere; Sealed tube;	94%

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

: 77-78-1
dimethyl sulfate

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

Conditions

Conditions	Yield
With N,N-dimethyl-formamide at 150℃; for 0.333333h;	90.9%
With potassium carbonate In acetone Heating;

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

: 64380-24-1
(E)-3-(3-(trifluoromethyl)phenyl)acrylamide

Conditions

Conditions	Yield
Stage #1: 3-(trifluoromethyl)cinnamic acid With thionyl chloride In tetrahydrofuran at 50℃; for 1h; Stage #2: With ammonium hydroxide In tetrahydrofuran at 0℃; for 0.0833333h;	87%
Multi-step reaction with 2 steps 1: oxalyl chloride, CaCO3 / benzene; dimethylformamide / 24 h / Ambient temperature 2: NH3(gas) / benzene / 12 h View Scheme

: 106-44-5
p-cresol

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

: 4-(3-(trifluoromethyl)phenyl)-3,4-dihydro-6-methylchromen-2-one

Conditions

Conditions	Yield
With sulfuric acid at 110℃; for 12h; Inert atmosphere;	85%
With sulfuric acid at 120℃; for 15h;	80%

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

: 87-69-4
tartaric acid

: 102869-99-8
6β-N-methylnaltrexamine

: (2E)-N-[(5R,6R)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(3-trifluoromethylphenyl)-N-methylprop-2-enamide tartrate

Conditions

Conditions	Yield
Stage #1: 3-(trifluoromethyl)cinnamic acid; 6β-N-methylnaltrexamine Stage #2: tartaric acid	84%

...Expand

: 1392497-89-0
3-(2,4,5-trimethoxyphenyl)-(2E)-2-propen-1-ol

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

: (E)-3-(2,4,5-trimethoxyphenyl)allyl (E)-3-(3-(trifluoromethyl)phenyl)acrylate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;	77.7%

: 66235-11-8
2-(2-(piperazin-1-yl)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

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

: (E)-2-(2-(4-(3-(3-(trifluoromethyl)phenyl)acryloyl)piperazin-1-yl)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 14h;	75%

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

: 27532-96-3
glycine tert-butyl ester hydrochloride

: C16H18F3NO3

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	69%

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

: 93930-15-5
melampomagnolide B

: ((1aR,7aS,10aS,10bS,E)-1a-methyl-8-methylene-9-oxo-1a,2,3,6,7,7a,8,9,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-5-yl)methyl (E)-3-(3-(trifluoromethyl)phenyl)acrylate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 8h; Inert atmosphere;	69%

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

: withangulatin A

: C40H43F3O9

Conditions

Conditions	Yield
Stage #1: 3-(trifluoromethyl)cinnamic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 1h; Stage #2: withangulatin A In dichloromethane at 25℃; for 24h;	67%

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

: 873-55-2
sodium benzenesulfonate

: 1554271-74-7
(E)-1-(2-((phenyl)sulfonyl)vinyl)-3-trifluoromethylbenzene

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene In N,N-dimethyl-formamide at 100℃; for 0.166667h;	63%

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

: 343778-74-5
3-(1-methyl-1H-indol-3-yl)-3-oxopropanenitrile

: 2-(1-methyl-1H-indol-3-yl)-5-(3-(trifluoromethyl)phenyl)furan-3-carbonitrile

Conditions

Conditions	Yield
With di-tert-butyl peroxide; copper diacetate In dimethyl sulfoxide at 90℃; for 8h; Sealed tube; Inert atmosphere; regioselective reaction;	61%

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

: 137-07-5
2-amino-benzenethiol

: 2,3-dihydro-2-(3-trifluoromethylphenyl)-1,5-benzothiazepin-4(5H)-one

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In neat (no solvent) at 80℃; for 24h; Green chemistry;	57%

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

: 917-54-4
methyllithium

: 84175-48-4
(E)-4-(3-trifluoromethylphenyl)but-3-en-2-one

Conditions

Conditions	Yield
In diethyl ether at 5 - 20℃; for 22h;	54%

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

A: 114092-60-3
(Z)-β-bromo-3-trifluoromethylstyrene

B: 114092-59-0
(E)-1-(2-bromovinyl)-3-trifluoromethylbenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; lithium acetate In acetonitrile for 0.0333333h; microwave irradiation;	A n/a B 52%

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

: trans-N-(1-Acetyl-2,3-dihydro-1H-indol-6-yl)-N-(1-benzyl-piperidin-4-yl)-3-(3-trifluoromethyl-phenyl)-acrylamide

Conditions

Conditions	Yield
	52%

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

: 4-phenyl-2-(2-phenylthiazol-4-yl)oxazole

: 2-phenyl-4-(6-phenyl-3-(3-(trifluoromethyl)phenyl)pyridin-2-yl)thiazole

Conditions

Conditions	Yield
In 1,2-dichloro-benzene at 180℃; for 24h; Sealed tube; Inert atmosphere;	51%

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

: 1147550-11-5
ammonium thiocyanate

: (E)-1-(2-thiocyanatovinyl)-3-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With ammonium acetate; sodium perchlorate; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 9h; Electrolysis; Green chemistry;	51%

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

: 2926-29-6
Langlois reagent

: 78622-59-0
1-[(E)-3,3,3-trifluoro-1-propen-1-yl]-3-trifluoromethylbenzene

Conditions

Conditions	Yield
With 2,2,2-trifluoroethanol; lithium perchlorate In 1,2-dimethoxyethane; water at 20℃; for 12h; Electrochemical reaction; Green chemistry; stereoselective reaction;	51%

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

: 27620-10-6
(Z)-N'-hydroxybutyrimidamide

: (E)-3-propyl-5-(3-(trifluoromethyl) styryl)-1,2,4-oxadiazole

Conditions

Conditions	Yield
Stage #1: 3-(trifluoromethyl)cinnamic acid With 1,1'-carbonyldiimidazole In toluene at 20℃; Stage #2: (Z)-N'-hydroxybutyrimidamide In toluene at 20 - 110℃;	48.5%

: 372-19-0
meta-fluoroaniline

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

: (E)-3-(3-(trifluoromethyl)phenyl)-N-(3-fluorophenyl)-2-propenamide

Conditions

Conditions	Yield
Stage #1: 3-(trifluoromethyl)cinnamic acid With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -78℃; for 0.116667h; Stage #2: meta-fluoroaniline In tetrahydrofuran at -78 - 20℃;	43%

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

: 5-chloro-2-(4-methoxyphenyl)-4-phenyloxazole

A: 6-(4-methoxyphenyl)-2-phenyl-5-(3-(trifluoromethyl)phenyl)pyridin-3-ol

B: 6-(4-methoxyphenyl)-2-phenyl-4-(3-(trifluoromethyl)phenyl)pyridin-3-ol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 180℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere;	A 43% B 17%

...Expand

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

: 249290-17-3
N1-(1,2,3,4-tetrahydroacridin-9-yl)hexane-1,6-diamine

: (E)-N-(6-((1,2,3,4-tetrahydroacridin-9-yl)amino)hexyl)-3-(3-(trifluoromethyl)phenyl)acrylamide

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h;	38%

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

: 87100-28-5
pinacol benzylboronate

: C16H13F3

Conditions

Conditions	Yield
With silver carbonate; copper(II) oxide In dimethyl sulfoxide at 120℃; for 12h; Inert atmosphere;	38%

3-(Trifluoromethyl)cinnamic acid Chemical Properties

Molecular structure of 2-Propenoic acid, 3-(3-(trifluoromethyl)phenyl)- (CAS NO.779-89-5) is:

Product Name: 2-Propenoic acid, 3-(3-(trifluoromethyl)phenyl)-
CAS Registry Number: 779-89-5
IUPAC Name: (E)-3-[3-(trifluoromethyl)phenyl]prop-2-enoic acid
Molecular Weight: 216.15659 [g/mol]
Molecular Formula: C₁₀H₇F₃O₂
XLogP3: 3
H-Bond Donor: 1
H-Bond Acceptor: 5
EINECS: 212-301-6
Melting Point: 135-137 °C(lit.)
Surface Tension: 36.3 dyne/cm
Density: 1.363 g/cm³
Flash Point: 129 °C
Enthalpy of Vaporization: 55.86 kJ/mol
Boiling Point: 289.6 °C at 760 mmHg
Vapour Pressure: 0.001 mmHg at 25°C
Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives; Miscellaneous; Aromatics Compounds; Aromatics; Inhibitors; C10; Carbonyl Compounds; Carboxylic Acids

3-(Trifluoromethyl)cinnamic acid Safety Profile

Safty information about 2-Propenoic acid, 3-(3-(trifluoromethyl)phenyl)- (CAS NO.779-89-5) is:
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38-37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
R37/38:Irritating to respiratory system and skin.
Safety Statements: 26-37/39-37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S37:Wear suitable gloves.
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

3-(Trifluoromethyl)cinnamic acid Specification

2-Propenoic acid, 3-(3-(trifluoromethyl)phenyl)- , its cas register number is 779-89-5. It also can be called 3-(3-(Trifluoromethyl)phenyl)-2-propenoic acid ; 3-(3-(Trifluoromethyl)phenyl)acrylic acid ; 3-(Trifluoromethyl)cinnamic acid .It is a white solid.

Product Name

3-(Trifluoromethyl)cinnamic acid

Synthetic route

3-(Trifluoromethyl)cinnamic acid Chemical Properties

3-(Trifluoromethyl)cinnamic acid Safety Profile

3-(Trifluoromethyl)cinnamic acid Specification

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