Conditions | Yield |
---|---|
In diethyl ether reaction under reflux, 4 hours;; | 62.4% |
In diethyl ether reaction under reflux, 4 hours;; | 62.4% |
Conditions | Yield |
---|---|
With formic acid; nickel-aluminum alloy In water at 65℃; for 1h; Inert atmosphere; Large scale; Green chemistry; | 61.5% |
With hydrogenchloride; tin(ll) chloride |
pentafluorophenyl lithium
N-methyl-N-phenylformamide
perfluorobenzaldehyde
Conditions | Yield |
---|---|
In diethyl ether reaction at -78°C, 2 hours;; | 61% |
In diethyl ether reaction at -78°C, 2 hours;; | 61% |
1-chloro-2,3,4,5,6-pentafluorobenzene
zinc
A
N,N-dimethyl-1,1-bis(perfluorophenyl)methanamine
B
perfluorobenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2,3,4,5,6-pentafluorobenzene; zinc In N,N-dimethyl-formamide Stage #2: With copper(l) iodide; Vilsmeier reagent In N,N-dimethyl-formamide at -10℃; for 4.5h; Enzymatic reaction; Stage #3: With water In N,N-dimethyl-formamide | A 9.5 %Spectr. B 57% |
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 35℃; for 0.075h; Flow reactor; chemoselective reaction; | 51% |
With tetrabutylammonium perchlorate; bromide In dichloromethane Ambient temperature; indirect electrooxidation; | 67 % Chromat. |
With oxygen In toluene at 100℃; for 0.283333h; Green chemistry; |
Conditions | Yield |
---|---|
Stage #1: bromopentafluorobenzene With magnesium In diethyl ether Stage #2: formic acid ethyl ester | 38% |
With n-butyllithium |
bis(α-pentafluoroanilino-2,3,4,5,6-pentafluorobenzyl)peroxide
A
2,3,4,5,6-pentafluoroaniline
B
perfluorobenzaldehyde
C
N-pentafluorophenyl-pentafluorophenylaldimine
D
2,3,4,5,6-pentafluoro-N-(pentafluorophenyl)benzamide
Conditions | Yield |
---|---|
In hexane at 20℃; for 6h; Product distribution; Irradiation; | A 23% B 27% C 32% D 7% |
N-((perfluorophenyl)methylene)aniline
A
perfluorobenzaldehyde
B
2,3,4,5,6-pentafluoro-N-phenylbenzamide
Conditions | Yield |
---|---|
With trifluoroacetyl peroxide In dichloromethane at 20℃; for 1h; Title compound not separated from byproducts; |
(bromomethyl)pentafluorobenzene
A
perfluorobenzaldehyde
B
(2,3,4,5,6-pentafluorophenyl)methanol
Conditions | Yield |
---|---|
With N,N,N',N'-tetramethyl-para-phenylenediamine; oxygen In acetonitrile for 15h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
(i) Mg, (ii) /BRN= 636496/; Multistep reaction; |
1,2,3,4,5-pentafluoro-6-iodobenzene
formic acid ethyl ester
perfluorobenzaldehyde
Conditions | Yield |
---|---|
(i) Mg, (ii) /BRN= 906769/; Multistep reaction; |
Conditions | Yield |
---|---|
In water Rate constant; Equilibrium constant; Irradiation; HClO4, H2KPO4, Na2HPO4, Na2B2O7, NaOH, t-BuOH; |
perfluorobenzaldehyde
Conditions | Yield |
---|---|
With diethyl ether; orthoformic acid triethyl ester anschliessend mit wss.H2SO4; | |
With tetrahydrofuran; 1,6-dimethyl-3-p-tolyl-3,4-dihydro-quinazolinium; iodide anschliessend mit wss.HCl; |
di-tert-butyl peroxide
A
perfluorobenzaldehyde
B
Pentafluorobenzonitrile
C
tert-butyl alcohol
Conditions | Yield |
---|---|
With di-tert-butyl peroxide for 24h; Product distribution; Irradiation; |
(2,3,4,5,6-pentafluorophenyl)methanol
A
perfluorobenzaldehyde
B
Pentafluorobenzoic acid
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate; 1-ethyl-3-methylimidazolium triflate at 125℃; for 8h; | |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water at 20℃; for 120h; Enzymatic reaction; | A 13 %Spectr. B 67 %Spectr. |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: P2O5 / 200 °C 2: SnCl2, HCl View Scheme |
difluoromethylpentafluorobenzene
perfluorobenzaldehyde
Conditions | Yield |
---|---|
Stage #1: difluoromethylpentafluorobenzene With hydrogen fluoride; antimony pentafluoride at 20℃; for 24h; Stage #2: With hydrogenchloride Further stages.; |
Conditions | Yield |
---|---|
0.5 h heating to 75-80°C with moist Raney nickel; | |
0.5 h heating to 75-80°C with moist Raney nickel; |
(pentafluoro phenyl) magnesiumbromide
formic acid ethyl ester
perfluorobenzaldehyde
Conditions | Yield |
---|---|
In diethyl ether reaction at 0°C, 1 hour;; | |
In diethyl ether reaction at 0°C, 1 hour;; |
Conditions | Yield |
---|---|
In diethyl ether reaction at -78°C, 5 minutes;; | |
In diethyl ether reaction at -78°C, 5 minutes;; |
Conditions | Yield |
---|---|
In diethyl ether reaction at 20 - 25°C (1.6 hours), then 4h reflux; | |
In diethyl ether reaction at 20 - 25°C (1.6 hours), then 4h reflux; |
2,3,4,5,6-pentafluorophenylmagnesium bromide
orthoformic acid triethyl ester
perfluorobenzaldehyde
Conditions | Yield |
---|---|
In diethyl ether reaction under reflux, 10 hours;; | |
In diethyl ether reaction under reflux, 10 hours;; |
Conditions | Yield |
---|---|
With 1,2,3,4-tetrahydroisoquinoline In acetonitrile at 20℃; Green chemistry; | 51 %Spectr. |
Conditions | Yield |
---|---|
In benzene Ambient temperature; | 100% |
Conditions | Yield |
---|---|
Stage #1: perfluorobenzaldehyde With C24H20Cl2F5NRuS; isopropyl alcohol at 82℃; for 0.166667h; Stage #2: With potassium hydroxide at 82℃; for 0.5h; | 100% |
With sodium tetrahydroborate; 1,4,8,11,15,18,22,25-octapentyloxyphthalocyaninato nickel In pentan-1-ol at 25℃; for 0.416667h; Catalytic behavior; | 87% |
With tris(pentafluorophenyl)borate; hydrogen In 1,4-dioxane at 80℃; under 3750.38 Torr; for 24h; Glovebox; Inert atmosphere; | 74% |
perfluorobenzaldehyde
4-methoxy-benzylamine
(E)-4-methoxy-N-(pentafluorobenzylidene)benzylamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 3h; | 100% |
perfluorobenzaldehyde
tributyltin methoxide
α-Methoxy-α--pentafluortoluol
Conditions | Yield |
---|---|
1:1.1; | 100% |
100% | |
100% |
perfluorobenzaldehyde
tri-n-butyl-tin hydride
A
Perfluorphenylmethoxytributylzinn
B
Perfluorphenylmethyl-(perfluorphenyl-tributylstannoxymethyl)-ether
Conditions | Yield |
---|---|
In neat (no solvent) 2:3 mole ratio of (C4H9)3SnH and aldehyde, 20. degree.C; 2.6:1 mixt. of (C4H9)3SnOCH2C6F5 and the 1:2 adduct (C4H9)3SnOCH(C6F5)OCH2C5F6; | A 100% B n/a |
In neat (no solvent) 2:3 mole ratio of (C4H9)3SnH and aldehyde, 20. degree.C; 2.6:1 mixt. of (C4H9)3SnOCH2C6F5 and the 1:2 adduct (C4H9)3SnOCH(C6F5)OCH2C5F6; | A 100% B n/a |
In not given reaction at 20°C;; |
Conditions | Yield |
---|---|
With cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid In water; acetonitrile at 20℃; under 760.051 Torr; for 150h; UV-irradiation; | 100% |
With 9-oxyl-9-azabicyclo<3.3.1>nonan-3-one; oxygen; nitric acid; sodium nitrite In water; acetonitrile at 23℃; under 760.051 Torr; for 8h; Sealed tube; | 85% |
Multi-step reaction with 2 steps 1: pyridine / benzene 2: H2SO4 View Scheme |
perfluorobenzaldehyde
3-((4-chlorophenyl)thio)-3-oxopropanoic acid
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In chloroform; water | 100% |
Conditions | Yield |
---|---|
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry; | 100% |
Conditions | Yield |
---|---|
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry; | 100% |
Conditions | Yield |
---|---|
In ethanol at 20℃; | 100% |
Conditions | Yield |
---|---|
With indium(III) chloride at 20℃; for 1.5h; Inert atmosphere; Schlenk technique; | 99% |
Stage #1: pyrrole; perfluorobenzaldehyde for 0.333333h; Inert atmosphere; Darkness; Stage #2: With indium(III) chloride at 20℃; for 1.5h; Inert atmosphere; Darkness; | 93% |
With trifluoroacetic acid at 20℃; for 0.416667h; | 92% |
perfluorobenzaldehyde
toluene-4-sulfonic acid hydrazide
2,3,4,5,6-pentafluorobenzaldehyde p-tosylhydrazone
Conditions | Yield |
---|---|
In ethanol at 20℃; for 48h; | 99% |
In ethanol for 48h; Ambient temperature; | 89% |
In ethanol for 48h; Ambient temperature; | 87% |
In methanol at 20℃; for 3h; | 82% |
Conditions | Yield |
---|---|
With potassium carbonate at 0 - 20℃; Condensation; | 99% |
In toluene for 5h; Inert atmosphere; Reflux; Dean-Stark; |
perfluorobenzaldehyde
(5E)-2-methyl-6-phenylhex-5-en-3-yn-2-ol
Conditions | Yield |
---|---|
Stage #1: (5E)-2-methyl-6-phenylhex-5-en-3-yn-2-ol With (o,o'-biphenylenedioxy)methylaluminium In hexane; dichloromethane at 20℃; for 0.5h; Stage #2: perfluorobenzaldehyde In hexane; dichloromethane at 20℃; for 1.5h; Meerwein-Ponndorf-Verley alkynylation; | 99% |
perfluorobenzaldehyde
trisylhydrazine
2,3,4,5,6-pentafluorobenzaldehyde 2,4,6-triisopropylbenzenesulphonyl hydrazone
Conditions | Yield |
---|---|
In methanol at 20℃; for 48h; | 99% |
In tetrahydrofuran at 0℃; for 3h; | 73% |
Conditions | Yield |
---|---|
With cis-4-(2-(3-methyl-imidazol-3-ium-1-yl)acetoxy)proline bistriflimide; water at 25℃; for 4h; Neat (no solvent); optical yield given as %ee; stereoselective reaction; | 99% |
With L-proline In [1,3]-dioxolan-2-one; water at 20℃; for 24h; Aldol condensation; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
With (2S,4R)-4-(2,2-diphenylacetoxy)pyrrolidine-2-carboxylic acid In water at 20℃; for 24h; stereoselective reaction; | 99% |
Conditions | Yield |
---|---|
With 1,6-di(trans-4-tertbutlydiphenylsiloxy-L-prolinamide)hexane In water at 20℃; for 72h; Aldol condensation; optical yield given as %ee; | 99% |
With water; (R)-1,2-propylene carbonate; D-Prolin at 20℃; for 24h; Hajos-Parrish-Eder-Sauer-Wiechert reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 98% |
With C10H14N2*CHF3O2S at 20℃; for 30h; Aldol Addition; Green chemistry; | 88% |
perfluorobenzaldehyde
(1R,2S)-norephedrine
(1R, 2S)-2-perfluorophenylmethylideneamino-1-phenylpropanol
Conditions | Yield |
---|---|
99% |
perfluorobenzaldehyde
(1S,2R)-(+)-norphedrine
(1S, 2R)-2-perfluorophenylmethylideneamino-1-phenylpropanol
Conditions | Yield |
---|---|
99% |
Conditions | Yield |
---|---|
With L-proline In [1,3]-dioxolan-2-one at 20℃; for 24h; Aldol condensation; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With copper(II) acetate monohydrate; (S,S)-4,4'-bis(phenylmethyl)-2,2',5,5'-tetrahydro-2,2'-bioxazole In dichloromethane at 25℃; for 48h; Henry Nitro Aldol Condensation; enantioselective reaction; | 99% |
With heterogeneous pyridine-based chiral covalent organic framework prepared by 2,4,6-(4′-triaminophenyl)pyridine with 2-hydroxyltribenzaldehyde salted with (R)-prolinol bromoacetate at 20℃; for 24h; Henry Nitro Aldol Condensation; enantioselective reaction; | 78% |
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate In benzene at 80℃; for 20h; regioselective reaction; | 99% |
With pyridinium p-toluenesulfonate In benzine at 80℃; for 20h; | 83% |
perfluorobenzaldehyde
Conditions | Yield |
---|---|
Stage #1: perfluorobenzaldehyde; N,N,N',N'-tetramethyl-7-(2-thienyl)acenaphtho[1,2-c]pyrrole-3,4-dicarboxamide With trifluoroacetic acid In dichloromethane for 17h; Reflux; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 1h; Reflux; | 99% |
perfluorobenzaldehyde
4-methoxy-aniline
(E)-N-(4-methoxyphenyl)-1-(perfluorophenyl) methanimine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 3h; | 98% |
In dichloromethane for 0.25h; Ambient temperature; | 97% |
With DOWEX 50W X8-400 In benzene Heating; | 97% |
for 0.0833333h; Microwave irradiation; | 92% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 4h; | 80% |
trimethylsilyl cyanide
perfluorobenzaldehyde
(+/-)-2-hydroxy-2-(pentafluorophenyl)acetonitrile
Conditions | Yield |
---|---|
Stage #1: trimethylsilyl cyanide; perfluorobenzaldehyde With zinc dibromide In acetonitrile at 20℃; for 40h; Addition; Stage #2: With hydrogenchloride In acetonitrile at 0 - 5℃; for 1h; desilylation; | 98% |
Stage #1: trimethylsilyl cyanide; perfluorobenzaldehyde With zinc dibromide In acetonitrile at 20℃; for 40h; Addition; Stage #2: With hydrogenchloride In acetonitrile at 0 - 5℃; for 1h; desilylation; Further stages.; | 98% |
perfluorobenzaldehyde
ethyl (triphenylphosphoranylidene)acetate
(E)-ethyl 3-(perfluorophenyl)acrylate
Conditions | Yield |
---|---|
at 100℃; Wittig olefination; | 98% |
perfluorobenzaldehyde
(carbobenzyloxymethylene)triphenylphosphorane
Conditions | Yield |
---|---|
at 100℃; Wittig olefination; | 98% |
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole; perfluorobenzaldehyde With trifluoroacetic acid In dichloromethane at 20℃; for 2h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane for 0.0833333h; Inert atmosphere; | 98% |
With trifluoroacetic acid In dichloromethane Inert atmosphere; | |
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 48h; Inert atmosphere; | |
With trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere; |
perfluorobenzaldehyde
ethyl acetoacetate
hydrazine hydrate
malononitrile
6-amino-3-methyl-4-(2,3,4,5,6-pentafluorophenyl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
Conditions | Yield |
---|---|
With silica-supported tetramethylguanidine In neat (no solvent) at 100℃; for 0.25h; | 98% |
perfluorobenzaldehyde
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
Conditions | Yield |
---|---|
With C19H25AsN2O In benzene-d6 at 20℃; for 0.5h; Inert atmosphere; Glovebox; Schlenk technique; | 98% |
With [Co{κ2N,N′-5-(2,4,6-iPr3-C6H2)-NC4H2-2-C(H)=N(2,6-iPr2-C6H3)}(PMe3)2] In benzene-d6 at 25℃; for 1h; Schlenk technique; Inert atmosphere; Glovebox; | 94% |
With Zr6(μ3-O)4(μ3-OMgMe)4(3'-nitro-[1,1':4',1'':4'',1'''-tetraphenyl]-4,4'''-dicarboxylate)6 In hexane at 23℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; | 100 %Spectr. |
The CAS register number of Benzaldehyde,2,3,4,5,6-pentafluoro- is 653-37-2. It also can be called as 2,3,4,5,6-Pentafluorobenzaldehyde and the systematic name about this chemical is pentafluorobenzaldehyde. The molecular formula about this chemical is C7HF5O and the molecular weight is 196.07. It belongs to the following product categories which include Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; Aldehydes; C7; Carbonyl Compounds and so on.
Physical properties about Benzaldehyde,2,3,4,5,6-pentafluoro- are: (1)ACD/LogP: 2.23; (2)ACD/LogD (pH 5.5): 2.23; (3)ACD/LogD (pH 7.4): 2.23; (4)ACD/BCF (pH 5.5): 29.29; (5)ACD/BCF (pH 7.4): 29.29; (6)ACD/KOC (pH 5.5): 390.37; (7)ACD/KOC (pH 7.4): 390.37; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 17.07 Å2; (11)Index of Refraction: 1.452; (12)Molar Refractivity: 32.97 cm3; (13)Molar Volume: 122.1 cm3; (14)Polarizability: 13.07x10-24cm3; (15)Surface Tension: 30.8 dyne/cm; (16)Density: 1.605 g/cm3; (17)Flash Point: 77.8 °C; (18)Enthalpy of Vaporization: 40.25 kJ/mol; (19)Boiling Point: 166 °C at 760 mmHg; (20)Vapour Pressure: 1.82 mmHg at 25 °C.
Uses of Benzaldehyde,2,3,4,5,6-pentafluoro-: it can be used to produce 1-(4'-formyltetrafluorophenyl)imidazole with 1H-imidazole. This reaction will need reagent of tetrahydrofuran. The reaction time is 20 hours with reaction temperature of 13 - 16 °C. The yield is about 83.5%.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation and if swallowed. It is irritating to eyes, respiratory system and skin. If you want to use this chemical, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Fc1c(C=O)c(F)c(F)c(F)c1F
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