2,5-Bis(2,2,2-trifluoroethoxy)benzoic acid supplier

Name
2,5-Bis(2,2,2-trifluoroethoxy)benzoic acid
EINECS 206-577-7
CAS No. 35480-52-5
Article Data12
CAS DataBase
Density 1.474 g/cm³
Solubility
Melting Point 119-121 °C
Formula C₁₁H₈F₆O₄
Boiling Point 320.9 °C at 760 mmHg
Molecular Weight 318.173
Flash Point 147.9 °C
Transport Information
Appearance White crystal powder
Safety 26-36-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,5-Bis(2,2,2-trifluoroethoxy)benzoicacid;
PSA 55.76000
LogP 3.26700

Synthetic route

: 75-89-8
2,2,2-trifluoroethanol

: 21739-92-4
5-bromo-2-chlorobenzoic acid

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

Conditions

Conditions	Yield
With C10H12N2O8(4-)Cu(2+)2H4N(1+) In N,N-dimethyl-formamide at 20℃; for 4h; Reagent/catalyst;	93.5%
With potassium tert-butylate; copper(I) bromide In tetrahydrofuran; water	45%

: 35480-31-0
methyl 2,5-bis(2,2,2-trifluoroethoxy)benzoate

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In water for 20h; Reflux;	92%

: 1-[2,5-bis(2,2,2-trifluoroethoxy)phenyl]ethanone

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

Conditions

Conditions	Yield
With sodium hypochlorite; sodium hydroxide In water at 95℃; for 9h; Sealed tube;	89%
With sodium hypochlorite In 1,4-dioxane at 35℃; for 3h;

: 1023951-32-7
2,5-bis(2,2,2-trifluroethoxy)toluene

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

Conditions

Conditions	Yield
Stage #1: 2,5-bis(2,2,2-trifluroethoxy)toluene With pyridine; sodium hydroxide; copper(II) sulfate In water at 18 - 81℃; for 1h; Stage #2: With sodium permanganate In water at 81 - 93℃; for 7.75h; Stage #3: With hydrogenchloride In water pH=1 - 2; Product distribution / selectivity;	81.6%
Stage #1: 2,5-bis(2,2,2-trifluroethoxy)toluene With pyridine; sodium hydroxide; potassium permanganate In water at 85 - 100℃; for 1h; pH=11 - 12; Stage #2: With hydrogenchloride In water pH=1 - 2; Product distribution / selectivity;	75.2%

: 5-bromo-2-(2,2,2-trifluoroethoxy)benzoic acid

: 75-89-8
2,2,2-trifluoroethanol

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

Conditions

Conditions	Yield
Stage #1: 2,2,2-trifluoroethanol With sodium t-butanolate In DMF (N,N-dimethyl-formamide) at 0 - 25℃; for 1h; Stage #2: 5-bromo-2-(2,2,2-trifluoroethoxy)benzoic acid; copper(I) bromide In DMF (N,N-dimethyl-formamide) at 100℃; for 10h;	75.3%

: 106-37-6
1.4-dibromobenzene

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium / 1,4-dioxane 1.2: 6 h / 110 °C / Autoclave 2.1: aluminum (III) chloride / dichloromethane / 6 h / 0 - 20 °C 3.1: sodium hydroxide; sodium hypochlorite / water / 9 h / 95 °C / Sealed tube View Scheme
Multi-step reaction with 3 steps 1: sodium t-butanolate / N,N-dimethyl-formamide / 4 h / 20 °C / Autoclave; Large scale 2: aluminum (III) chloride / dichloromethane / 0.67 h / 20 °C 3: sodium hypochlorite / 1,4-dioxane / 3 h / 35 °C View Scheme

: 2150-46-1
Methyl 2,5-dihydroxybenzoate

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / 31 h / Reflux 2: sodium hydroxide / water / 20 h / Reflux View Scheme

: 67-56-1
methanol

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 35480-31-0
methyl 2,5-bis(2,2,2-trifluoroethoxy)benzoate

Conditions

Conditions	Yield
With thionyl chloride at 80℃; for 2h;	98%
With thionyl chloride Heating;

: 50-00-0
formaldehyd

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 108-59-8
malonic acid dimethyl ester

: 4,7-bis(2,2,2-trifluoroethoxy)-2,3-dihydro-1H-inden-1-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate at 160℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;	71%

...Expand

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 50778-59-1
2,5-bis(2,2,2-trifluoroethoxy)benzoic acid chloride

Conditions

Conditions	Yield
In benzene
With oxalyl dichloride In dichloromethane at 20℃; for 21h; Inert atmosphere;
In N-methyl-acetamide; water; benzene

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 541-41-3
chloroformic acid ethyl ester

: C14H12F6O6

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 5 - 10℃; for 0.5h;

: 3731-51-9
(2-aminomethylpyridine)

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 57415-36-8
2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide

Conditions

Conditions	Yield
Stage #1: 2,5-di-(2,2,2-trifluoroethoxy)benzoic acid With pivaloyl chloride; triethylamine In dichloromethane; N,N-dimethyl acetamide at -30 - -20℃; Stage #2: 2-(Aminomethyl)pyridine In dichloromethane; N,N-dimethyl acetamide at -20℃; for 2h; Stage #3: With sodium carbonate In dichloromethane; N,N-dimethyl acetamide; water Product distribution / selectivity;
Stage #1: 2,5-di-(2,2,2-trifluoroethoxy)benzoic acid With chloroformic acid ethyl ester; triethylamine In dichloromethane; N,N-dimethyl acetamide at -30 - -20℃; Stage #2: 2-(Aminomethyl)pyridine In dichloromethane; N,N-dimethyl acetamide at -20℃; for 2h; Stage #3: With sodium carbonate In dichloromethane; N,N-dimethyl acetamide; water Product distribution / selectivity;
Stage #1: 2,5-di-(2,2,2-trifluoroethoxy)benzoic acid With pivaloyl chloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at -30 - -20℃; Stage #2: 2-(Aminomethyl)pyridine In dichloromethane; N,N-dimethyl acetamide at -20℃; for 2h; Stage #3: With sodium carbonate In dichloromethane; water; N,N-dimethyl-formamide Product distribution / selectivity;
Stage #1: 2,5-di-(2,2,2-trifluoroethoxy)benzoic acid With 4-methyl-morpholine; pivaloyl chloride In dichloromethane; N,N-dimethyl acetamide at -30 - -20℃; Stage #2: 2-(Aminomethyl)pyridine In dichloromethane; N,N-dimethyl acetamide at -20℃; for 2h; Stage #3: With sodium carbonate In dichloromethane; N,N-dimethyl acetamide; water Product distribution / selectivity;

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 2-(2,5-bis (2,2,2-trifluoroethoxy)phenyl)-5-(benzylthio)-1,3,4-oxadiazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 2-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-5-(allyl thio)-1,3,4-oxadiazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 2-(5-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-1,3,4-oxadiazol-2-ylthio)-1-(2,7-dichloro-9H-fluoren-4-yl) ethanone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 50778-75-1
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid hydrazide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / Heating 2: hydrazine hydrate / Heating View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 5-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-1,3,4-oxadiazole-2-thiol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 2-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-5-(4-nitrobenzylthio)-1,3,4-oxadiazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 2-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-5-(methyl thio)-1,3,4-oxadiazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 2-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-5-(2-methylbenzylthio)-1,3,4-oxadiazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 2-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-5-(2-chlorobenzylthio)-1,3,4-oxadiazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 35480-52-5
2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

: 2-(2,5-bis(2,2,2-trifluoroethoxy)phenyl)-5-(ethylthio)-1,3,4-oxadiazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / Heating 2.1: hydrazine hydrate / Heating 3.1: potassium hydroxide / methanol / 0.17 h / 10 - 15 °C 3.2: Reflux 4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

2,5-Bis(2,2,2-trifluoroethoxy)benzoic acid Specification

The Benzoic acid,2,5-bis(2,2,2-trifluoroethoxy)-, with its cas register number 35480-52-5, has its IUPAC Name which is 2,5-bis(1,1,2-trifluoroethoxy)benzoic acid. And it could also known to us as 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid. This chemical is a kind of white crystal powder.

The physical properties of this chemical could be summarized as: (1)ACD/LogP: 3.48; (2)ACD/LogD (pH 5.5): 3.48; (3)ACD/LogD (pH 7.4): 3.48; (4)ACD/BCF (pH 5.5): 259.13; (5)ACD/BCF (pH 7.4): 259.13; (6)ACD/KOC (pH 5.5): 1858.67; (7)ACD/KOC (pH 7.4): 1858.67; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 17.07; (11)Index of Refraction: 1.286; (12)Molar Refractivity: 26.28 cm³; (13)Molar Volume: 146.4 cm³; (14)Polarizability: 10.42 ×10^-24 cm³; (15)Surface Tension: 14.9 dyne/cm; (16)Density: 1.447 g/cm³; (17)Flash Point: 7.8 °C; (18)Enthalpy of Vaporization: 30.01 kJ/mol; (19)Boiling Point: 57.3 °C at 760 mmHg; (20)Vapour Pressure: 218 mmHg at 25°C.

The usage of this chemical is below: It is widely applied in many ways, such as in organic synthesis, pharmaceutic synthesis intermediate, and in composing flecainide. And its product category belongs to intermediate of flecainide acetate.

When you are using this chemical, you should be very cautious. Being a kind of irritant chemical, it is irritating to eyes, respiratory system and skin, and may cause inflammation to the skin or other mucous membranes. When you are contacting with it, wear suitable protective clothing, gloves and eye/face protection. And if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Additionally, you could convert the following datas information into the molecular structure:
(1)Canonical SMILES: C1=CC(=C(C=C1OC(CF)(F)F)C(=O)O)OC(CF)(F)F
(2)InChI: InChI=1S/C11H8F6O4/c12-4-10(14,15)20-6-1-2-8(7(3-6)9(18)19)21-11(16,17)5-13/h1-3H,4-5H2,(H,18,19)
(3)InChIKey: APIBULDBDGISID-UHFFFAOYSA-N

Product Name

2,5-Bis(2,2,2-trifluoroethoxy)benzoic acid

Synthetic route

2,5-Bis(2,2,2-trifluoroethoxy)benzoic acid Specification

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