Conditions | Yield |
---|---|
With N-Bromosuccinimide; potassium hexamethylsilazane; (1,3,4)-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene In dichloromethane at 20℃; for 6h; Appel Halogenation; Inert atmosphere; | 53% |
With sulfuric acid; hydrogen bromide | |
With hydrogen bromide |
2,3,4,5,6-pentafluorobenzyl(dimethyl)sulphonium bromide
A
3,4,5,6-tetrafluoro-2-methylthiomethylbenzyl bromide
B
(E)-1-pentafluorophenyl-2-(3,4,5,6-tetrafluoro-2-methylthiomethyl)phenylethene
C
1,2-bis(3,4,5,6-tetrafluoro-2-methylthiomethylphenyl)ethene
D
(bromomethyl)pentafluorobenzene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -70 - 20℃; for 19h; Mechanism; Product distribution; | A 2.5% B 5% C 11% D 32% |
Conditions | Yield |
---|---|
With bromine In tetrachloromethane | |
With bromine Irradiation; | |
Multi-step reaction with 3 steps 1: Cl2 / Irradiation 2: aq. K2CO3 / Heating 3: aq. HBr, H2SO4 View Scheme | |
With bromine at 36℃; for 18h; Irradiation; neat (no solvent); | |
With N-Bromosuccinimide at 36℃; for 18.3333h; Reactivity; Time; Irradiation; neat (no solvent); |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (i) Mg, (ii) /BRN= 636496/ 2: LiAlH4 3: aq. HBr, H2SO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 2: aq. HBr, H2SO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (i) Mg, (ii) /BRN= 906769/ 2: LiAlH4 3: aq. HBr, H2SO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. K2CO3 / Heating 2: aq. HBr, H2SO4 View Scheme |
2,3,4,5,6-pentafluorotoluene
A
C7HBr2F5
B
(bromomethyl)pentafluorobenzene
Conditions | Yield |
---|---|
With N-Bromosuccinimide at 36℃; for 18h; Irradiation; neat (no solvent); |
triphenylphosphine
(bromomethyl)pentafluorobenzene
(2,3,4,5,6-pentafluorobenzyl)triphenylphosphonium bromide
Conditions | Yield |
---|---|
In xylene at 115℃; for 18h; | 100% |
In toluene Reflux; | 74% |
In toluene for 1.5h; Heating; | 61% |
(bromomethyl)pentafluorobenzene
trimethylphosphane
Trimethyl<(pentafluorphenyl)methyl>phosphoniumbromid
Conditions | Yield |
---|---|
In diethyl ether at 0℃; for 1h; | 100% |
N-(diphenylmethylene)glycine tert-butyl ester
(bromomethyl)pentafluorobenzene
(S)-tert-butyl 2-(diphenylmethyleneamino)-3-(perfluorophenyl)propanoate
Conditions | Yield |
---|---|
With 2,7-bis[O(9)-allylhydrocinchonidinium-N-methyl]naphthalene dibromide; potassium hydroxide In chloroform; water; toluene at -20℃; for 84h; Inert atmosphere; optical yield given as %ee; | 100% |
α-picoline
(bromomethyl)pentafluorobenzene
N-(pentafluorobenzyl)-2-methylpyridinium bromide
Conditions | Yield |
---|---|
In chloroform at 20℃; for 24h; | 100% |
triethylamine
(bromomethyl)pentafluorobenzene
triethyl(pentafluorobenzyl)ammonium bromide
Conditions | Yield |
---|---|
at 20℃; for 24h; | 100% |
C48H38O18
(bromomethyl)pentafluorobenzene
2,2',2'',2''',2'''',2'''''-[[1,1':4',1'':4'',1''':4''',1'''':4'''',1'''''-sexiphenyl]-2'',2'''',3,3',3''',3'''''-sexiylhexakis(oxy)]hexakis[acetic acid] 01, 01',01'',01''',01'''',01'''''-hexa(2,3,4,5,6-pentafluorobenzyl)ester
Conditions | Yield |
---|---|
Stage #1: C48H38O18 With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: (bromomethyl)pentafluorobenzene In N,N-dimethyl-formamide at 120℃; for 3h; Microwave irradiation; | 100% |
Conditions | Yield |
---|---|
Stage #1: C16H14O6 With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: (bromomethyl)pentafluorobenzene In N,N-dimethyl-formamide at -10℃; for 1h; | 100% |
(bromomethyl)pentafluorobenzene
triethyl phosphite
diethyl 2,3,4,5,6-pentafluorobenzylphosphonate
Conditions | Yield |
---|---|
at 140℃; for 12h; | 100% |
With triethylamine at 140℃; for 0.0833333h; Microwave irradiation; | 99% |
Arbuzov Reaction; |
pyridine
(bromomethyl)pentafluorobenzene
1-(2,3,4,5,6-pentafluoro-benzyl)pyridinium bromide
Conditions | Yield |
---|---|
In neat (no solvent) at 50℃; | 100% |
In methanol for 12h; Inert atmosphere; Reflux; | 94% |
In acetonitrile at 88℃; for 12h; | 92% |
at 20℃; |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 24h; | 100% |
(bromomethyl)pentafluorobenzene
tert-butyl 2-{[(4-fluorophenyl)sulfonyl]amino}acetate
Conditions | Yield |
---|---|
Stage #1: tert-butyl 2-{[(4-fluorophenyl)sulfonyl]amino}acetate With caesium carbonate In acetonitrile at 20℃; for 0.333333h; Inert atmosphere; Stage #2: (bromomethyl)pentafluorobenzene In acetonitrile at 20℃; for 16h; Inert atmosphere; | 100% |
Stage #1: tert-butyl 2-{[(4-fluorophenyl)sulfonyl]amino}acetate With caesium carbonate In acetonitrile Stage #2: (bromomethyl)pentafluorobenzene In acetonitrile at 20℃; for 16h; | 96% |
N-BOC-1,2-diaminoethane
(bromomethyl)pentafluorobenzene
tert–butyl (2-(((perfluorophenyl)methyl)amino)ethyl)carbamate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 22℃; for 25h; | 100% |
bis(benzenethiolato)lead(II)
(bromomethyl)pentafluorobenzene
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 23h; Heating; | 99% |
(bromomethyl)pentafluorobenzene
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 23h; Heating; | 99% |
Triphenylmethylamin
(bromomethyl)pentafluorobenzene
N-trityl-2,3,4,5,6-pentafluorobenzylamine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; | 99% |
(bromomethyl)pentafluorobenzene
4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylamino)-benzoic acid ethyl ester
ethyl 4-[N-pentafluorobenzyl-N-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalen-2-yl)amino]benzoate
Conditions | Yield |
---|---|
Stage #1: 4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylamino)-benzoic acid ethyl ester With sodium hydride In N,N-dimethyl-formamide for 0.333333h; Inert atmosphere; Stage #2: (bromomethyl)pentafluorobenzene In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 99% |
(bromomethyl)pentafluorobenzene
triethyl phosphite
A
ethylphosphonic acid diethyl ester
Conditions | Yield |
---|---|
at 160℃; for 12h; | A n/a B 99% |
benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-(perfluorophenylsulfonamido)acetamido)benzoate
(bromomethyl)pentafluorobenzene
benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-(2,3,4,5,6-pentafluoro-N-((perfluorophenyl)methyl)phenylsulfonamido)acetamido)benzoate
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 48h; Cooling with ice; Inert atmosphere; | 99% |
In acetonitrile at 88℃; for 12h; | 91% |
(bromomethyl)pentafluorobenzene
methyl 3-formyl-6-indolecarboxylate
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 18h; Inert atmosphere; | 99% |
(η5-cyclopentadienyl)(dppe)Ru((N2)-4,5-bis(methoxycarbonyl)-1,2,3-triazolato)
(bromomethyl)pentafluorobenzene
Conditions | Yield |
---|---|
In dichloromethane byproducts: N3(CH2C6F5)C2(CO2Me)2; under N2; CH2Cl2 added to Ru complex and BrCH2C6F5 (molar ratio 1:5), stirred at 40°C for 48 h; at 50°C and 20-fold excess of BrCH2C6F5 react. completed in 1 d; solvent removed under vac.; cold n-pentane added; filtered; ppt. washed with n-pentane; dried under vac.; elem. anal.; | 98% |
Conditions | Yield |
---|---|
With copper(l) iodide; sodium azide; diethylamine In glycerol at 20℃; for 5h; Schlenk technique; Inert atmosphere; Green chemistry; | 98% |
With sodium azide; C24H20N6*2I(1-)*2Cu(1+) In water at 25℃; for 12h; | 33 %Chromat. |
4-tert-butylpyridine
(bromomethyl)pentafluorobenzene
4-tert-butyl-N-((pentafluorophenyl)methyl)pyridinium bromide
Conditions | Yield |
---|---|
In neat (no solvent) at 50℃; | 98% |
(bromomethyl)pentafluorobenzene
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 144h; Inert atmosphere; | 98% |
(bromomethyl)pentafluorobenzene
Conditions | Yield |
---|---|
Stage #1: methyl (E)-3-(4-(prop–2–yn–1–ylamino)phenyl)acrylate With potassium carbonate In acetonitrile at 20℃; for 0.5h; Inert atmosphere; Stage #2: (bromomethyl)pentafluorobenzene In acetonitrile at 20℃; for 14h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 0 - 30℃; | 98% |
3-{[(tert-butyl)dimethylsilyl]oxy}-5-hydroxybenzyl alcohol
(bromomethyl)pentafluorobenzene
3-{[(tert-butyl)dimethylsilyl]oxy}-5-[(2,3,4,5,6-pentafluorobenzyl)oxy]benzyl alcohol
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetone at 20℃; for 72h; | 97.5% |
2,6-difluorophenol
(bromomethyl)pentafluorobenzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone | 97% |
Conditions | Yield |
---|---|
In dichloromethane for 12h; Heating; | 97% |
(bromomethyl)pentafluorobenzene
tris(1-methylethyl)phosphine
Triisopropyl<(pentafluorphenyl)methyl>phosphoniumbromid
Conditions | Yield |
---|---|
In benzene for 5h; Heating; | 97% |
Chemical Name: PENTAFLUOROBENZYL BROMIDE
IUPAC NAME: 1-(bromomethyl)-2,3,4,5,6-pentafluorobenzene
CAS No.: 1765-40-8
EINECS: 217-182-4
Molecular Formula: C7H2BrF5
Molecular Weight: 260.99 g/mol
Melting Point: 19-20 °C(lit.)
Density: 1.864 g/cm3
Flash Point: 82.8 °C
Boiling Point: 173.2 °C at 760 mmHg
Sensitive: Lachrymatory
Following is the structure of 2,3,4,5,6-Pentafluorobenzyl bromide (1765-40-8):
Product Categories about 2,3,4,5,6-Pentafluorobenzyl bromide (1765-40-8) are Aromatic Halides (substituted) ; Analytical Chemistry ; Boronic Acid, etc. (GC Derivatizing Reagents) ; GC Derivatizing Reagents
The chemical synonymous of 2,3,4,5,6-Pentafluorobenzyl bromide (1765-40-8) are 1-(Bromomethyl)-2,3,4,5,6-pentafluorobenzene ; 1-Bromomethylpentafluorobenzene ; Toluene, alpha-bromo-2,3,4,5,6-pentafluoro- ; PFBBR ; PENTAFLUOROBENZYL BROMIDE ; PENTAFLUOROBROMOMETHYL BENZENE ; (BROMOMETHYL)PENTAFLUOROBENZENE ; 2,3,4,5,6-PENTAFLUOROBENZYL BROMIDE
Hazard Note: Irritant/Lachrymatory
Hazard Codes:
C: Corrosive
Xi: Irritant
Risk Statements about 2,3,4,5,6-Pentafluorobenzyl bromide (1765-40-8):
R22 Harmful if swallowed.
R34 Causes burns.
R36/37: Irritating to eyes and respiratory system.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements about 2,3,4,5,6-Pentafluorobenzyl bromide (1765-40-8):
S23 Do not breathe vapour.
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27 Take off immediately all contaminated clothing.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
1. Storage: Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container. Corrosives area. Store under an inert atmosphere.
2. Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Do not ingest or inhale. Use only in a chemical fume hood.
3. Personal Protection: Eyes: Wear chemical splash goggles.Skin: Wear chemical splash goggles. Wear appropriate protective gloves to prevent skin exposure.Clothing: Wear appropriate protective clothing to prevent skin exposure.Respirators: Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.
4. Fire Fighting: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Combustible liquid.Extinguishing Media: Use foam, dry chemical, or carbon dioxide. DO NOT USE WATER!
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