Welcome to LookChem.com Sign In|Join Free

CAS

  • or

653-37-2

Post Buying Request

653-37-2 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

653-37-2 Usage

Chemical Properties

Freshly distilled pentafluorobenzaldehyde is a colourless liquid with a strong odour; clear yellowish liquid after melting; a lachrymator; soluble in common organic solvents and practically insoluble in water.

Uses

Pentafluorobenzaldehyde was used as derivatization reagent in a study to develop a sensitive method for the determination of primary amines in sewage sludge by headspace solid-phase micro extraction and gas chromatography-tandem mass spectrometry. It was used in the synthesis of novel, high molecular weight fluorinated aromatic polymers.

Preparation

Pentafluorobenzaldehyde is prepared by the reaction ofpentafluorophenylmagnesium bromide, iodide or chloride, or of pentafluorophenyllithium with ethyl-ortho-formiate or 3,4-dihydro-6-methyl-3-(para-tolyl)-quinazoline methiodide. Higher yields of pentafluorobenza1dehyde have been obtained by the reaction with N-methy1formanilide. Pentafluorobenzaldehyde may be prepared also by the reaction of pentafluorobenzonitrile with anhydrous SnClz in ethereal solution of HCl with subsequent hydrolsis of the intermediate (62% yield).

General Description

2,3,4,5,6-Pentafluorobenzaldehyde reacts with 5-(aryl)dipyrromethanes to form a variety of meso-aryl [26]hexaphyrins.

Precautions

Pentafluorobenzaldehyde is oxidized when exposed to light and air. It should be kept in a tightly stopped dark container. Pentafluorobenzaldehyde is about ten times as toxic as benzaldehyde, therefore it should be handled with caution.

Check Digit Verification of cas no

The CAS Registry Mumber 653-37-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,5 and 3 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 653-37:
(5*6)+(4*5)+(3*3)+(2*3)+(1*7)=72
72 % 10 = 2
So 653-37-2 is a valid CAS Registry Number.

653-37-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (P0746)  Pentafluorobenzaldehyde  >96.0%(GC)

  • 653-37-2

  • 5g

  • 330.00CNY

  • Detail
  • TCI America

  • (P0746)  Pentafluorobenzaldehyde  >96.0%(GC)

  • 653-37-2

  • 25g

  • 1,100.00CNY

  • Detail
  • Alfa Aesar

  • (A15490)  Pentafluorobenzaldehyde, 98+%   

  • 653-37-2

  • 5g

  • 464.0CNY

  • Detail
  • Alfa Aesar

  • (A15490)  Pentafluorobenzaldehyde, 98+%   

  • 653-37-2

  • 25g

  • 2073.0CNY

  • Detail
  • Alfa Aesar

  • (A15490)  Pentafluorobenzaldehyde, 98+%   

  • 653-37-2

  • 100g

  • 7324.0CNY

  • Detail

653-37-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Pentafluorobenzaldehyde

1.2 Other means of identification

Product number -
Other names Benzaldehyde, pentafluoro-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:653-37-2 SDS

653-37-2Synthetic route

pentafluorophenylmagnesium chloride

pentafluorophenylmagnesium chloride

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
In diethyl ether reaction under reflux, 4 hours;;62.4%
In diethyl ether reaction under reflux, 4 hours;;62.4%
Pentafluorobenzonitrile
773-82-0

Pentafluorobenzonitrile

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
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
1076-44-4

pentafluorophenyl lithium

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
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
344-07-0

1-chloro-2,3,4,5,6-pentafluorobenzene

A

N,N-dimethyl-1,1-bis(perfluorophenyl)methanamine
1094167-88-0

N,N-dimethyl-1,1-bis(perfluorophenyl)methanamine

B

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
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%
(2,3,4,5,6-pentafluorophenyl)methanol
440-60-8

(2,3,4,5,6-pentafluorophenyl)methanol

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
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;
bromopentafluorobenzene
344-04-7

bromopentafluorobenzene

formic acid ethyl ester
109-94-4

formic acid ethyl ester

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
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
97580-75-1

bis(α-pentafluoroanilino-2,3,4,5,6-pentafluorobenzyl)peroxide

A

2,3,4,5,6-pentafluoroaniline
771-60-8

2,3,4,5,6-pentafluoroaniline

B

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

C

N-pentafluorophenyl-pentafluorophenylaldimine
853-75-8

N-pentafluorophenyl-pentafluorophenylaldimine

D

2,3,4,5,6-pentafluoro-N-(pentafluorophenyl)benzamide
19364-92-2

2,3,4,5,6-pentafluoro-N-(pentafluorophenyl)benzamide

Conditions
ConditionsYield
In hexane at 20℃; for 6h; Product distribution; Irradiation;A 23%
B 27%
C 32%
D 7%
N-((perfluorophenyl)methylene)aniline
2341-86-8

N-((perfluorophenyl)methylene)aniline

A

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

B

2,3,4,5,6-pentafluoro-N-phenylbenzamide
58627-19-3

2,3,4,5,6-pentafluoro-N-phenylbenzamide

Conditions
ConditionsYield
With trifluoroacetyl peroxide In dichloromethane at 20℃; for 1h; Title compound not separated from byproducts;
(bromomethyl)pentafluorobenzene
1765-40-8

(bromomethyl)pentafluorobenzene

A

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

B

(2,3,4,5,6-pentafluorophenyl)methanol
440-60-8

(2,3,4,5,6-pentafluorophenyl)methanol

Conditions
ConditionsYield
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;
bromopentafluorobenzene
344-04-7

bromopentafluorobenzene

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
(i) Mg, (ii) /BRN= 636496/; Multistep reaction;
1,2,3,4,5-pentafluoro-6-iodobenzene
827-15-6

1,2,3,4,5-pentafluoro-6-iodobenzene

formic acid ethyl ester
109-94-4

formic acid ethyl ester

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
(i) Mg, (ii) /BRN= 906769/; Multistep reaction;
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

C7HF5O(1-)

C7HF5O(1-)

A

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

B

C12H9N2
66-71-7

C12H9N2

Conditions
ConditionsYield
In water Rate constant; Equilibrium constant; Irradiation; HClO4, H2KPO4, Na2HPO4, Na2B2O7, NaOH, t-BuOH;
pentafluoro-phenyl magnesium bromide

pentafluoro-phenyl magnesium bromide

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
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
110-05-4

di-tert-butyl peroxide

O-[3-(cyclohex-2-enyloxy)propionyl] pentafluorobenzaldoxime

O-[3-(cyclohex-2-enyloxy)propionyl] pentafluorobenzaldoxime

A

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

B

Pentafluorobenzonitrile
773-82-0

Pentafluorobenzonitrile

C

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
With di-tert-butyl peroxide for 24h; Product distribution; Irradiation;
(2,3,4,5,6-pentafluorophenyl)methanol
440-60-8

(2,3,4,5,6-pentafluorophenyl)methanol

A

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

B

Pentafluorobenzoic acid
602-94-8

Pentafluorobenzoic acid

Conditions
ConditionsYield
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.
2,3,4,5,6-pentafluorobenzamide
652-31-3

2,3,4,5,6-pentafluorobenzamide

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: P2O5 / 200 °C
2: SnCl2, HCl
View Scheme
difluoromethylpentafluorobenzene
22006-44-6

difluoromethylpentafluorobenzene

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
Stage #1: difluoromethylpentafluorobenzene With hydrogen fluoride; antimony pentafluoride at 20℃; for 24h;
Stage #2: With hydrogenchloride Further stages.;
formic acid
64-18-6

formic acid

Pentafluorobenzonitrile
773-82-0

Pentafluorobenzonitrile

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
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
17318-00-2

(pentafluoro phenyl) magnesiumbromide

formic acid ethyl ester
109-94-4

formic acid ethyl ester

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
In diethyl ether reaction at 0°C, 1 hour;;
In diethyl ether reaction at 0°C, 1 hour;;
pentafluorophenyl lithium
1076-44-4

pentafluorophenyl lithium

formic acid ethyl ester
109-94-4

formic acid ethyl ester

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
In diethyl ether reaction at -78°C, 5 minutes;;
In diethyl ether reaction at -78°C, 5 minutes;;
C6H5NCHONHCH3

C6H5NCHONHCH3

2,3,4,5,6-pentafluorophenylmagnesium bromide
879-05-0

2,3,4,5,6-pentafluorophenylmagnesium bromide

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
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
879-05-0

2,3,4,5,6-pentafluorophenylmagnesium bromide

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
In diethyl ether reaction under reflux, 10 hours;;
In diethyl ether reaction under reflux, 10 hours;;
pentafluorophenylboronic acid
1582-24-7

pentafluorophenylboronic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Conditions
ConditionsYield
With 1,2,3,4-tetrahydroisoquinoline In acetonitrile at 20℃; Green chemistry;51 %Spectr.
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

dibenzylamine
103-49-1

dibenzylamine

1-(1-benzotriazol-1-yl)-1-dibenzylamino-1-pentafluorophenylmethane

1-(1-benzotriazol-1-yl)-1-dibenzylamino-1-pentafluorophenylmethane

Conditions
ConditionsYield
In benzene Ambient temperature;100%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

(2,3,4,5,6-pentafluorophenyl)methanol
440-60-8

(2,3,4,5,6-pentafluorophenyl)methanol

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

(E)-4-methoxy-N-(pentafluorobenzylidene)benzylamine
730992-49-1

(E)-4-methoxy-N-(pentafluorobenzylidene)benzylamine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h;100%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

tributyltin methoxide
1067-52-3

tributyltin methoxide

α-Methoxy-α--pentafluortoluol
14630-18-3

α-Methoxy-α--pentafluortoluol

Conditions
ConditionsYield
1:1.1;100%
100%
100%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

A

Perfluorphenylmethoxytributylzinn
20749-43-3

Perfluorphenylmethoxytributylzinn

B

Perfluorphenylmethyl-(perfluorphenyl-tributylstannoxymethyl)-ether
20428-47-1

Perfluorphenylmethyl-(perfluorphenyl-tributylstannoxymethyl)-ether

Conditions
ConditionsYield
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;;
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Pentafluorobenzoic acid
602-94-8

Pentafluorobenzoic acid

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

3-((4-chlorophenyl)thio)-3-oxopropanoic acid
82479-12-7

3-((4-chlorophenyl)thio)-3-oxopropanoic acid

rac-S-4-chlorophenyl 3-(pentafluorophenyl)-3-hydroxypropanethioate

rac-S-4-chlorophenyl 3-(pentafluorophenyl)-3-hydroxypropanethioate

Conditions
ConditionsYield
With tetrabutylammomium bromide In chloroform; water100%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

C14H7F5N2

C14H7F5N2

Conditions
ConditionsYield
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry;100%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

2-amino-4,5-difluoroaniline
76179-40-3

2-amino-4,5-difluoroaniline

C14H5F7N2

C14H5F7N2

Conditions
ConditionsYield
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry;100%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

tert-butyl 1-(2-bromobenzyl)hydrazine-1-carboxylate

tert-butyl 1-(2-bromobenzyl)hydrazine-1-carboxylate

C19H16BrF5N2O2

C19H16BrF5N2O2

Conditions
ConditionsYield
In ethanol at 20℃;100%
pyrrole
109-97-7

pyrrole

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

5-(pentafluorophenyl)dipyrromethane
167482-91-9

5-(pentafluorophenyl)dipyrromethane

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

2,3,4,5,6-pentafluorobenzaldehyde p-tosylhydrazone
16096-88-1

2,3,4,5,6-pentafluorobenzaldehyde p-tosylhydrazone

Conditions
ConditionsYield
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%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

Benzhydrylamine
91-00-9

Benzhydrylamine

N-pentafluorobenzylidene-1,1-diphenylmethylamine

N-pentafluorobenzylidene-1,1-diphenylmethylamine

Conditions
ConditionsYield
With potassium carbonate at 0 - 20℃; Condensation;99%
In toluene for 5h; Inert atmosphere; Reflux; Dean-Stark;
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

(5E)-2-methyl-6-phenylhex-5-en-3-yn-2-ol
82565-66-0

(5E)-2-methyl-6-phenylhex-5-en-3-yn-2-ol

(E)-1-Pentafluorophenyl-5-phenyl-pent-4-en-2-yn-1-ol

(E)-1-Pentafluorophenyl-5-phenyl-pent-4-en-2-yn-1-ol

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

trisylhydrazine
39085-59-1

trisylhydrazine

2,3,4,5,6-pentafluorobenzaldehyde 2,4,6-triisopropylbenzenesulphonyl hydrazone
908838-30-2

2,3,4,5,6-pentafluorobenzaldehyde 2,4,6-triisopropylbenzenesulphonyl hydrazone

Conditions
ConditionsYield
In methanol at 20℃; for 48h;99%
In tetrahydrofuran at 0℃; for 3h;73%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

cyclohexanone
108-94-1

cyclohexanone

(S)-2-[(R)-hydroxy(perfluorophenyl)methyl]cyclohexanone

(S)-2-[(R)-hydroxy(perfluorophenyl)methyl]cyclohexanone

Conditions
ConditionsYield
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%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

cyclohexanone
108-94-1

cyclohexanone

(2R,1'S)-2-[(2,3,4,5,6-pentafluorophenyl)hydroxy methyl]cyclohexan-1-one

(2R,1'S)-2-[(2,3,4,5,6-pentafluorophenyl)hydroxy methyl]cyclohexan-1-one

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

(1R,2S)-norephedrine
492-41-1

(1R,2S)-norephedrine

(1R, 2S)-2-perfluorophenylmethylideneamino-1-phenylpropanol
1242079-32-8

(1R, 2S)-2-perfluorophenylmethylideneamino-1-phenylpropanol

Conditions
ConditionsYield
99%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

(1S,2R)-(+)-norphedrine
37577-28-9

(1S,2R)-(+)-norphedrine

(1S, 2R)-2-perfluorophenylmethylideneamino-1-phenylpropanol
1242079-31-7

(1S, 2R)-2-perfluorophenylmethylideneamino-1-phenylpropanol

Conditions
ConditionsYield
99%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

acetone
67-64-1

acetone

(R)-4-hydroxy-4-(pentafluorophenyl)-butan-2-one

(R)-4-hydroxy-4-(pentafluorophenyl)-butan-2-one

Conditions
ConditionsYield
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%
nitromethane
75-52-5

nitromethane

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

(R)-2-nitro-1-(perfluorophenyl)ethan-1-ol

(R)-2-nitro-1-(perfluorophenyl)ethan-1-ol

Conditions
ConditionsYield
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%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

ethylene glycol
107-21-1

ethylene glycol

2-(pentafluorophenyl)-1,3-dioxolane

2-(pentafluorophenyl)-1,3-dioxolane

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

N,N,N',N'-tetramethyl-7-(2-thienyl)acenaphtho[1,2-c]pyrrole-3,4-dicarboxamide

N,N,N',N'-tetramethyl-7-(2-thienyl)acenaphtho[1,2-c]pyrrole-3,4-dicarboxamide

7-[3,4-bis(N,N-dimethylcarbamoyl)-9-(2-thienyl)-8H-acenaphtho[1,2-c]pyrrol-7-ylidene(pentafluorophenyl)-methyl]-N,N,N',N'-tetramethyl-9-(2-thienyl)-2H-acenaphtho[1,2-c]pyrrole-3,4-dicarboxamide

7-[3,4-bis(N,N-dimethylcarbamoyl)-9-(2-thienyl)-8H-acenaphtho[1,2-c]pyrrol-7-ylidene(pentafluorophenyl)-methyl]-N,N,N',N'-tetramethyl-9-(2-thienyl)-2H-acenaphtho[1,2-c]pyrrole-3,4-dicarboxamide

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

(E)-N-(4-methoxyphenyl)-1-(perfluorophenyl) methanimine
153255-91-5

(E)-N-(4-methoxyphenyl)-1-(perfluorophenyl) methanimine

Conditions
ConditionsYield
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
7677-24-9

trimethylsilyl cyanide

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

(+/-)-2-hydroxy-2-(pentafluorophenyl)acetonitrile
75853-10-0

(+/-)-2-hydroxy-2-(pentafluorophenyl)acetonitrile

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

(E)-ethyl 3-(perfluorophenyl)acrylate
81069-65-0, 83004-28-8

(E)-ethyl 3-(perfluorophenyl)acrylate

Conditions
ConditionsYield
at 100℃; Wittig olefination;98%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

(carbobenzyloxymethylene)triphenylphosphorane
15097-38-8

(carbobenzyloxymethylene)triphenylphosphorane

3-(pentafluorophenyl)-(E)-propenoic acid benzyl ester

3-(pentafluorophenyl)-(E)-propenoic acid benzyl ester

Conditions
ConditionsYield
at 100℃; Wittig olefination;98%
2,4-dimethyl-1H-pyrrole
625-82-1

2,4-dimethyl-1H-pyrrole

perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

5-pentafluorophenyl-1,3,7,9-tetramethyldipyrromethane

5-pentafluorophenyl-1,3,7,9-tetramethyldipyrromethane

Conditions
ConditionsYield
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
653-37-2

perfluorobenzaldehyde

ethyl acetoacetate
141-97-9

ethyl acetoacetate

hydrazine hydrate
7803-57-8

hydrazine hydrate

malononitrile
109-77-3

malononitrile

6-amino-3-methyl-4-(2,3,4,5,6-pentafluorophenyl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
354538-52-6, 879454-49-6

6-amino-3-methyl-4-(2,3,4,5,6-pentafluorophenyl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With silica-supported tetramethylguanidine In neat (no solvent) at 100℃; for 0.25h;98%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2-((2,3,4,5,6-pentafluorobenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-((2,3,4,5,6-pentafluorobenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
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.

653-37-2Relevant articles and documents

Highly atom efficient synthesis of 2,2,4,5-tetrasubstituted 3(2H)-furanones having both hydroxyl and amino substituents

Antony, Jesna,Mathai, Sindhu,Natarajan, Rakesh,P. Musthafa, Sumi,Rappai, John P.,S. Devaky, Karakkattu

supporting information, (2022/02/25)

We have developed a highly atom efficient synthesis of tetrasubstituted 3(2H)-furanones from easily accessible starting materials such as C,N-diarylaldonitrones and dibenzoylacetylene. Control experiments revealed that reaction of aldonitrones having electron-withdrawing groups on the C-aryl substituent in polar aprotic solvents exhibited high product selectivity while reaction temperature has only a negligible effect on product yield and selectivity.

Reactions of Polyfluoroaromatic Organozinc Compounds with Oxalyl Chloride in DMF. Synthesis of Polyfluoroaromatic Aldehydes

Vinogradov,Platonov

, p. 2264 - 2272 (2021/02/12)

Abstract: The reaction of polyfluoroaromatic organozinc compounds with oxalyl chloride in DMF proceeds involving the Vilsmeier–Haack reagent with the formation of polyfluoroaromatic aldehydes as the major products. The use of CuI makes it possible to incr

Synthesis, Characterization, and Relative Study on the Catalytic Activity of Zinc Oxide Nanoparticles Doped MnCO3, -MnO2, and -Mn2O3 Nanocomposites for Aerial Oxidation of Alcohols

Assal, Mohamed E.,Kuniyil, Mufsir,Shaik, Mohammed Rafi,Khan, Mujeeb,Al-Warthan, Abdulrahman,Siddiqui, Mohammed Rafiq H.,Adil, Syed Farooq

, (2017/08/04)

Zinc oxide nanoparticles doped manganese carbonate catalysts [X% ZnOx-MnCO3] (where X = 0-7) were prepared via a facile and straightforward coprecipitation procedure, which upon different calcination treatments yields different manganese oxides, that is, [X% ZnOx-MnO2] and [X% ZnOx-Mn2O3]. A comparative catalytic study was conducted to evaluate the catalytic efficiency between carbonates and oxides for the selective oxidation of secondary alcohols to corresponding ketones using molecular oxygen as a green oxidizing agent without using any additives or bases. The prepared catalysts were characterized by different techniques such as SEM, EDX, XRD, TEM, TGA, BET, and FTIR spectroscopy. The 1% ZnOx-MnCO3 calcined at 300°C exhibited the best catalytic performance and possessed highest surface area, suggesting that the calcination temperature and surface area play a significant role in the alcohol oxidation. The 1% ZnOx-MnCO3 catalyst exhibited superior catalytic performance and selectivity in the aerial oxidation of 1-phenylethanol, where 100% alcohol conversion and more than 99% product selectivity were obtained in only 5 min with superior specific activity (48 mmol·g-1·h-1) and 390.6 turnover frequency (TOF). The specific activity obtained is the highest so far (to the best of our knowledge) compared to the catalysts already reported in the literatures used for the oxidation of 1-phenylethanol. It was found that ZnOx nanoparticles play an essential role in enhancing the catalytic efficiency for the selective oxidation of alcohols. The scope of the oxidation process is extended to different types of alcohols. A variety of primary, benzylic, aliphatic, allylic, and heteroaromatic alcohols were selectively oxidized into their corresponding carbonyls with 100% convertibility without overoxidation to the carboxylic acids under base-free conditions.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 653-37-2