| Identification | More | [Name]
3-AMINO-4-(TRIFLUOROMETHYL)BENZOIC ACID | [CAS]
125483-00-3 | [Synonyms]
3-AMINO-4-(TRIFLUOROMETHYL)BENZOIC ACID
Benzoic acid, 3-amino-4-(trifluoromethyl)-(9CI)
3-Amino-4-(trifluoromethyl)benzoic acid 98%
3-Amino-4-(trifluoromethyl)benzoicacid98% | [Molecular Formula]
C8H6F3NO2 | [MDL Number]
MFCD07784307 | [Molecular Weight]
205.13 | [MOL File]
125483-00-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
203-205°C | [Boiling point ]
325.4±42.0 °C(Predicted) | [density ]
1.489 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
powder | [pka]
3.85±0.10(Predicted) | [color ]
Off white to cream | [InChI]
1S/C8H6F3NO2/c9-8(10,11)5-2-1-4(7(13)14)3-6(5)12/h1-3H,12H2,(H,13,14) | [InChIKey]
RVYKHFGOJJKVNB-UHFFFAOYSA-N | [SMILES]
Nc1cc(ccc1C(F)(F)F)C(O)=O | [CAS DataBase Reference]
125483-00-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P271-P280 | [Hazard Codes ]
Xi | [Risk Statements ]
22 | [WGK Germany ]
WGK 3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2922498590 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Synthesis]
A. Synthesis of 3-nitro-4-trifluoromethylbenzoic acid. A mixture of 3-nitro-4-trifluoromethylbenzoic acid (19.5 g, 83 mmol) with 10% Pd/C (4 g) in EtOAc (300 mL) was placed in a pressure vessel and oscillated under an H2 atmosphere at 40 psi. The vessel was repeatedly replenished with H2 until the pressure stabilized at 40 psi. after continuing to oscillate the reaction for 10 minutes, the reaction was terminated by bubbling N2 into the mixture for 30 minutes. The resulting black mixture was filtered through diatomaceous earth and washed with MeOH. The filtrate was concentrated to give 3-amino-4-trifluoromethylbenzoic acid (19.5 g, 98%) in white solid form, which did not require further purification.HPLC analysis: retention time (Rt) = 5.46 min. mass spectrometry (ESI): calculated value of C8H6F3NO2, 205.1; measured value of m/z, 204.3 [M-H]-. 1H NMR (CD3OD): δ 7.51 (s, 1H), 7.45 (d, J = 8.2 Hz, 1H), 7.30 (d, J = 8.0 Hz, 1H), 5.02 (br s, 3H). | [References]
[1] Patent: US2008/200454, 2008, A1. Location in patent: Page/Page column 48
[2] Liebigs Annalen der Chemie, 1990, # 6, p. 569 - 579
[3] Patent: WO2008/59214, 2008, A1. Location in patent: Page/Page column 150
[4] Patent: WO2015/143653, 2015, A1. Location in patent: Page/Page column 60; 61
[5] Patent: WO2015/148344, 2015, A2. Location in patent: Page/Page column 108 |
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