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ChemicalBook--->CAS DataBase List--->406-93-9

406-93-9

406-93-9 Structure

406-93-9 Structure
IdentificationMore
[Name]

4,4,4-Trifluorobutyric acid
[CAS]

406-93-9
[Synonyms]

4,4,4-TRIFLUOROBUTANOIC ACID
4,4,4-TRIFLUOROBUTYRIC ACID
RARECHEM AL BO 0992
4,4,4-Trifluorobutyricacid,97%
4,4,4-Trifluorobutyricacid,min.98%
4,4,4-Trifluorobutyric acid 97%
4,4,4-TRIFLUOROBUTYRIC ACID, MIN. 98%
[EINECS(EC#)]

670-541-0
[Molecular Formula]

C4H5F3O2
[MDL Number]

MFCD00077604
[Molecular Weight]

142.08
[MOL File]

406-93-9.mol
Chemical PropertiesBack Directory
[Melting point ]

25-31 °C
[Boiling point ]

166-167°C
[density ]

>1.0
[refractive index ]

n20/D 1.351
[Fp ]

166-167°C
[storage temp. ]

2-8°C
[form ]

powder to lump
[pka]

pK1:4.16 (25°C)
[color ]

White to Almost white
[Water Solubility ]

Soluble in water.
[InChI]

InChI=1S/C4H5F3O2/c5-4(6,7)2-1-3(8)9/h1-2H2,(H,8,9)
[InChIKey]

WTUCTMYLCMVYEX-UHFFFAOYSA-N
[SMILES]

C(O)(=O)CCC(F)(F)F
[CAS DataBase Reference]

406-93-9(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

C,Xi
[Risk Statements ]

R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[RIDADR ]

3265
[WGK Germany ]

3
[Hazard Note ]

Corrosive
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29159000
Hazard InformationBack Directory
[Chemical Properties]

Colorless low melting solid
[Uses]

4,4,4-Trifluorobutyric acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
[Synthesis Reference(s)]

Tetrahedron Letters, 30, p. 4403, 1989 DOI: 10.1016/S0040-4039(00)99372-9
[Synthesis]

Ethyl 4,4,4-trifluorobutyrate

371-26-6

4,4,4-Trifluorobutyric acid

406-93-9

General procedure for the synthesis of 4,4,4-trifluorobutyric acid from ethyl 4,4,4-trifluorobutyrate: a mixture of 123 g of potassium hydroxide, 900 mL of methanol, and 80 mL of water was slowly added to 160 g of ethyl 4,4,4-trifluorobutyrate under the cooling of an ice-water bath and stirring was maintained. The reaction mixture was continued to be stirred for 12 hours at room temperature. After completion of the reaction, the reaction solution was concentrated under reduced pressure to give a residue. The residue was partitioned between water and ether. The ether layer was separated and washed once with water; the aqueous layer was combined with the previously separated aqueous layer. To the combined aqueous layer, ice-cold 10% hydrochloric acid solution was added and the pH adjusted to 1. Subsequently, the acidic aqueous solution was extracted three times with ether. All ether layer extracts were combined, washed twice with brine and dried with anhydrous magnesium sulfate. After filtration, the filtrate was evaporated under reduced pressure to give 131 g of 4,4,4-trifluorobutyric acid in 98% yield.1H-NMR (CDCl3, internal standard TMS) δ values (ppm): 2.52 (m, 2H), 2.67 (t, 2H).

[References]

[1] Patent: US5550258, 1996, A
[2] Patent: US5653990, 1997, A
[3] Journal of Medicinal Chemistry, 1994, vol. 37, # 9, p. 1282 - 1297
[4] Patent: US5280125, 1994, A
[5] Patent: US5286740, 1994, A
Spectrum DetailBack Directory
[Spectrum Detail]

4,4,4-Trifluorobutyric acid(406-93-9)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

4,4,4-Trifluorobutyric acid, 97%(406-93-9)
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