| Identification | More | [Name]
1-Bromo-4-(trifluoromethoxy)benzene | [CAS]
407-14-7 | [Synonyms]
1-BROMO-4-(TRIFLUOROMETHOXY)BENZENE
4-BROMO-ALPHA,ALPHA,ALPHA-TRIFLUOROANISOLE
4-BROMO(TRIFLUOROMETHOXY)BENZENE
4-(TRIFLUOROMETHOXY)BROMOBENZENE
P-BROMOTRIFLUOROMETHOXYBENZENE
P-TRIFLUOROMETHOXY BROMOBENZENE
TIMTEC-BB SBB006606
Benzene, 1-bromo-4-(trifluoromethoxy)-
P-Bromotrifluoromethoxybenzen
4-Bromozbenzotrifluoride
1-Bromo-4-(Trifluoromethoxy)Be
4-(Trifluoromethoxy)bromobenzene 99%
4-BROMOA-TRIFLUOROMETHOXYBENZENE
4-(Trifluoromethoxy)bromobenzene99%
1-Brom-4-(trifluormethoxy)benzol
1-Bromo-4-(trifluromethoxy)benzene
4-(trifluoromethoxy)bromobenzene,1-bromo-4-(trifluoromethoxy)benzene
p-Bromophenyl trifluoromethyl ether
4-Bromophenyl(trifluoromethyl) ether | [EINECS(EC#)]
206-979-2 | [Molecular Formula]
C7H4BrF3O | [MDL Number]
MFCD00040834 | [Molecular Weight]
241.01 | [MOL File]
407-14-7.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS TO YELLOW LIQUID | [Boiling point ]
80 °C50 mm Hg(lit.)
| [density ]
1.622 g/mL at 25 °C(lit.)
| [vapor pressure ]
20 hPa (55 °C) | [refractive index ]
n20/D 1.461(lit.)
| [Fp ]
154 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
11.7mg/l | [form ]
Liquid | [color ]
Clear colorless to yellow | [Specific Gravity]
1.64 | [Water Solubility ]
11.7mg/L | [BRN ]
2046332 | [InChI]
InChI=1S/C7H4BrF3O/c8-5-1-3-6(4-2-5)12-7(9,10)11/h1-4H | [InChIKey]
SEAOBYFQWJFORM-UHFFFAOYSA-N | [SMILES]
C1(Br)=CC=C(OC(F)(F)F)C=C1 | [CAS DataBase Reference]
407-14-7(CAS DataBase Reference) | [NIST Chemistry Reference]
P-bromophenyl trifluoromethyl ether(407-14-7) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R43:May cause sensitization by skin contact.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 3082 9/PG 3
| [WGK Germany ]
1
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29093090 | [Toxicity]
LD50 orally in Rabbit: > 2500 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR COLOURLESS TO YELLOW LIQUID | [Uses]
1-Bromo-4-(trifluoromethoxy)benzene was used in the synthesis of 4-{[4-[(2-ethylhexyloxy)-6-(4-morpholinylmethyl)-4-trifluoromethyl][1,1-biphenyl]-3-yl]methyl}morpholine. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 109, p. 3708, 1987 DOI: 10.1021/ja00246a030 | [General Description]
1-Bromo-4-(trifluoromethoxy)benzene on treatment with lithium diisopropylamide (LIDA) at -100°C gives 5-bromo-2-(trifluoromethoxy)phenyllithium and at -75°C it eliminates lithium bromide, thus generating 1,2-dehydro-4-(trifluoromethoxy)benzene. | [Synthesis]
GENERAL METHOD: To a solution of dichloroethane (2 mL) containing IF5-pyridine-HF (321 mg, 1.0 mmol), Et3N-6HF (553 mg, 2.5 mmol) and 2a (113 mg, 0.5 mmol) were sequentially added at room temperature. The reaction mixture was stirred at 60 °C for 9 hours. Upon completion of the reaction, the dark red solution was poured into water (20 mL) and extracted with dichloromethane (20 mL x 3). The organic layers were combined, washed sequentially with aqueous NaHCO3 and aqueous Na2S2O3, and dried over MgSO4. The yield of 4a was determined to be 74% by 19F NMR using fluorobenzene as an internal standard. Purification by column chromatography (silica gel/hexane) afforded 4a. IR (pure) 2963, 1256, 1212 cm-1; 1H NMR δ 7.23 (d, J = 8.8 Hz, 2H), 7.13 (d, J = 8.4 Hz, 2H), 2.95-2.85 (m, 1H), 1.24 (d, J = 6.8 Hz, 6H); 19F NMR δ -58.53 (s, 3F); 13C NMR δ 147.7, 147.3, 127.8 (2C), 121.0 (2C), 120.7 (q, 1JC-F = 257.7 Hz), 33.7, 24.1 (2C); HRMS (EI) calculated value C10H11F3O 204.07620, measured value 204.07606. | [References]
[1] Tetrahedron Letters, 1992, vol. 33, # 29, p. 4173 - 4176
[2] Bulletin of the Chemical Society of Japan, 2000, vol. 73, # 2, p. 471 - 484
[3] Journal of Fluorine Chemistry, 2015, vol. 179, p. 48 - 52
[4] Patent: US2015/315136, 2015, A1. Location in patent: Paragraph 0132; 0137; 0138 |
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