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1550-35-2

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1550-35-2 Usage

Chemical Properties

clear colorless liquid

Uses

2,4-Difluorobenzaldehyde was used in the synthesis of 3-benzylidene 20,29-dihydrobetulinic acid derivatives.

General Description

The emission and absorption spectra of 2,4-difluorobenzaldehyde were studied.

Check Digit Verification of cas no

The CAS Registry Mumber 1550-35-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,5 and 0 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1550-35:
(6*1)+(5*5)+(4*5)+(3*0)+(2*3)+(1*5)=62
62 % 10 = 2
So 1550-35-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H6F2O2/c1-3(7)8-2-4(5)6/h4H,2H2,1H3

1550-35-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A17052)  2,4-Difluorobenzaldehyde, 98%   

  • 1550-35-2

  • 5g

  • 511.0CNY

  • Detail
  • Alfa Aesar

  • (A17052)  2,4-Difluorobenzaldehyde, 98%   

  • 1550-35-2

  • 25g

  • 2150.0CNY

  • Detail

1550-35-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-Difluorobenzaldehyde

1.2 Other means of identification

Product number -
Other names 2,4-Difluor-benzaldehyd

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:1550-35-2 SDS

1550-35-2Synthetic route

2,4-difluorobenzyl alcohol
56456-47-4

2,4-difluorobenzyl alcohol

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate In water; acetonitrile at 20℃; for 6h; Green chemistry;89%
With nitric acid; ytterbium(III) triflate In 1,2-dichloro-ethane for 2h; Oxidation; Heating;80%
carbon monoxide
201230-82-2

carbon monoxide

2,4-difluoro-1-iodobenzene
2265-93-2

2,4-difluoro-1-iodobenzene

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;76%
2,4-difluorobromobenzene
348-57-2

2,4-difluorobromobenzene

formic acid ethyl ester
109-94-4

formic acid ethyl ester

A

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

B

bis-(2,4-difluorophenyl)methanol
182192-99-0

bis-(2,4-difluorophenyl)methanol

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane 1.) -78 deg C, 30 min, 2.) -78 to 20 deg C, overnight;A 12.8%
B 74%
2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

A

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

B

2-chloro-4-fluorobenzaldehyde
84194-36-5

2-chloro-4-fluorobenzaldehyde

C

4-chloro-2-fluorobenzaldehyde
61072-56-8

4-chloro-2-fluorobenzaldehyde

Conditions
ConditionsYield
With potassium fluoride In sulfolane at 220℃; for 12h; Product distribution; also with other 1) molar ratios, 2) solvents, 3) temperatures, 4) times;A 66%
B 7%
C 5%
With potassium fluoride In sulfolane at 220℃; for 12h;A 66%
B 7%
C 5%
With potassium fluoride In sulfolane at 220℃; for 12h; Yield given. Title compound not separated from byproducts;A 13%
B n/a
C n/a
1-(azidomethyl)-2,4-difluorobenzene
622372-75-2

1-(azidomethyl)-2,4-difluorobenzene

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
With sodium dithionite; spermwhale myoglobin (H64V,V68A) In methanol; aq. phosphate buffer at 20℃; for 24h; pH=7; Catalytic behavior;60%
With sodium dithionite In methanol; aq. phosphate buffer at 20℃; for 24h; pH=7; Catalytic behavior; Enzymatic reaction;
2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether; tetraphenylphosphonium bromide at 230℃; for 7h;49%
N-(2,4-difluorobenzyl) N-(2-cyanoethyl)-4-methylaniline
127598-80-5

N-(2,4-difluorobenzyl) N-(2-cyanoethyl)-4-methylaniline

A

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

B

3-(2-Dimethylaminomethyl-4-methyl-phenylamino)-propionitrile
118072-35-8

3-(2-Dimethylaminomethyl-4-methyl-phenylamino)-propionitrile

C

N-(2-cyanoethyl) N-(2,4-difluorobenzyl)-2-amino-5-methylbenzaldehyde
127598-87-2

N-(2-cyanoethyl) N-(2,4-difluorobenzyl)-2-amino-5-methylbenzaldehyde

Conditions
ConditionsYield
With water; trichlorophosphate In N,N-dimethyl-formamide Vilsmeier reaction;A 30%
B 39%
C 42.5%
With trichlorophosphate In N,N-dimethyl-formamide Vilsmeier reaction;A 30%
B 39%
C 42.5%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

A

bis(2,4-difluorophenyl)chloromethane
696589-33-0

bis(2,4-difluorophenyl)chloromethane

B

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

C

tris(2,4-difluorophenyl)methane

tris(2,4-difluorophenyl)methane

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethaneA n/a
B 33%
C n/a
2,4-difluorotoluene
452-76-6

2,4-difluorotoluene

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
With sodium molybdate; dihydrogen peroxide; sodium bromide In acetic acid at 105℃; for 0.111111h; Temperature;31.1%
With chlorine anschliessenden Erwaermen mit H2SO4;
With bromine anschliessenden Erwaermen mit H2SO4;
N-<2,4-difluoro-benzyl>-hexamethylenetetraminium chloride

N-<2,4-difluoro-benzyl>-hexamethylenetetraminium chloride

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
With acetic acid
N-(2,4-difluorobenzylidene)-4-methylaniline
127598-60-1

N-(2,4-difluorobenzylidene)-4-methylaniline

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 91 percent / sodium borohydride / Heating
2: 46 percent / CuCl
3: 30 percent / POCl3 / dimethylformamide / Vilsmeier reaction
View Scheme
N-(2,4-difluorobenzyl)-4-methylaniline
127598-67-8

N-(2,4-difluorobenzyl)-4-methylaniline

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 46 percent / CuCl
2: 30 percent / POCl3 / dimethylformamide / Vilsmeier reaction
View Scheme
2,4-difluorobromobenzene
348-57-2

2,4-difluorobromobenzene

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
With n-butyllithium; ammonium chloride In N-methyl-acetamide; diethyl ether; hexane; water
formic acid
64-18-6

formic acid

1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

Conditions
ConditionsYield
Stage #1: 1,3-Difluorobenzene With potassium tert-butylate In tetrahydrofuran; chloroform at 30 - 40℃; for 2.5h;
Stage #2: formic acid at 65℃; for 3h; Reagent/catalyst; Solvent; Temperature;
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

2',4'-dimethoxyacetophenone
829-20-9

2',4'-dimethoxyacetophenone

RL390

RL390

Conditions
ConditionsYield
With sodium hydroxide In methanol Ambient temperature;100%
With sodium hydroxide In methanol at 28℃; Claisen Schmidt condensation;75.3%
propylamine
107-10-8

propylamine

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

(E)-N-(2,4-difluorobenzylidene)propan-1-amine
1191057-85-8

(E)-N-(2,4-difluorobenzylidene)propan-1-amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane; water at 24.84℃; for 4h;100%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

4-methoxycarbonyl aniline
619-45-4

4-methoxycarbonyl aniline

4-{[1-(2,4-difluoro-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid methyl ester
1391608-80-2

4-{[1-(2,4-difluoro-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid methyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 12h;100%
With toluene-4-sulfonic acid In toluene for 12h; Reflux;100%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl [(2,4-difluorophenyl)(hydroxy)methyl]phosphonate
1386395-18-1

diethyl [(2,4-difluorophenyl)(hydroxy)methyl]phosphonate

Conditions
ConditionsYield
With triethylamine at 0 - 20℃;100%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

2,4-difluorobenzyl alcohol
56456-47-4

2,4-difluorobenzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0℃; Inert atmosphere;100%
Stage #1: 2,4-difluorobenzaldehyde With C36H44F4N2Ni2P2; diphenylsilane In tetrahydrofuran at 45℃; for 3h; Schlenk technique; Inert atmosphere;
Stage #2: With sodium hydroxide In tetrahydrofuran; methanol at 60℃; for 24h; Schlenk technique; Inert atmosphere;
92%
With methanol; sodium tetrahydroborate at 0℃; for 1h;88%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

2-(2,4-difluorophenyl)-1,3-dithiane

2-(2,4-difluorophenyl)-1,3-dithiane

Conditions
ConditionsYield
With Lewis acid100%
With boron trifluoride diethyl etherate In dichloromethane at 0 - 25℃;78%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

[(2,4-difluorophenyl)methylidene]hydrazine

[(2,4-difluorophenyl)methylidene]hydrazine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 20℃; for 1h; Inert atmosphere;100%
With hydrazine hydrate In ethanol at 20℃; Inert atmosphere;
2-amino-4-bromo-5-fluorophenol
1016234-89-1

2-amino-4-bromo-5-fluorophenol

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

4-bromo-2-[[(2,4-difluorophenyl)methylene]amino]-5-fluorophenol
1016234-91-5

4-bromo-2-[[(2,4-difluorophenyl)methylene]amino]-5-fluorophenol

Conditions
ConditionsYield
Stage #1: 2-amino-4-bromo-5-fluorophenol; 2,4-difluorobenzaldehyde With toluene-4-sulfonic acid In toluene for 0.5h; Heating / reflux;
Stage #2: With triethylamine In toluene at 20℃;
99%
toluene-4-sulfonic acid In toluene for 0.5h; Heating / reflux; Dean-Stark apparatus;99%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

(benzothiazole-2-sulfonyl)-acetic acid ethyl ester
24045-02-1

(benzothiazole-2-sulfonyl)-acetic acid ethyl ester

ethyl 5-(2,4-difluoro-phenyl)-2H-[1,2,3]triazole-4-carboxylate

ethyl 5-(2,4-difluoro-phenyl)-2H-[1,2,3]triazole-4-carboxylate

Conditions
ConditionsYield
With sodium azide; ammonium acetate In methanol; water at 30℃; for 4h;99%
trimethyl phosphonoacetate
5927-18-4

trimethyl phosphonoacetate

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

methyl (2E)-3-(2,4-difluorophenyl)prop-2-enoate
186758-21-4

methyl (2E)-3-(2,4-difluorophenyl)prop-2-enoate

Conditions
ConditionsYield
Stage #1: trimethyl phosphonoacetate With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 2,4-difluorobenzaldehyde In tetrahydrofuran at 20℃; for 3.16667h;
99%
Stage #1: trimethyl phosphonoacetate With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 2,4-difluorobenzaldehyde In tetrahydrofuran at 20℃; for 3.16667h;
99%
With potassium tert-butylate In tetrahydrofuran at 20℃; for 5.5h;86%
2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

C27H12F2O5

C27H12F2O5

Conditions
ConditionsYield
With silica-supported tungstic acid In neat (no solvent) at 60℃; for 0.0833333h; Sonication; Green chemistry;99%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

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

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

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

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

Conditions
ConditionsYield
With C34H28N6Zn In neat (no solvent) at 20℃; for 2h; Glovebox; Schlenk technique;99%
6-hydroxybenzofuran-3-one
6272-26-0

6-hydroxybenzofuran-3-one

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

(Z)-2-(2,4-difluorobenzylidene)-6-hydroxybenzofuran-3(2H)-one
1613190-04-7

(Z)-2-(2,4-difluorobenzylidene)-6-hydroxybenzofuran-3(2H)-one

Conditions
ConditionsYield
With potassium hydroxide In water at 20℃; for 4h;98%
2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

C23H14F2O4

C23H14F2O4

Conditions
ConditionsYield
With silica-supported tungstic acid In neat (no solvent) at 60℃; for 0.0666667h; Sonication; Green chemistry;98%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

tertbutylhydrazine hydrochloride
7400-27-3

tertbutylhydrazine hydrochloride

(E)-1-(tert-butyl)-2-(2,4-difluorobenzylidene)hydrazine

(E)-1-(tert-butyl)-2-(2,4-difluorobenzylidene)hydrazine

Conditions
ConditionsYield
Stage #1: tertbutylhydrazine hydrochloride With sodium hydroxide In ethanol; water at 0℃; for 0.25h;
Stage #2: 2,4-difluorobenzaldehyde With acetic acid In ethanol; water at 0 - 20℃; for 24h; diastereoselective reaction;
98%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

2,4-difluoro-5-nitrobenzaldehyde

2,4-difluoro-5-nitrobenzaldehyde

Conditions
ConditionsYield
With sulfuric acid; potassium nitrate at 0 - 20℃; for 0.166667h;97.5%
With sulfuric acid; potassium nitrate at 20℃; for 3h;95%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

aniline
62-53-3

aniline

N-<(2,4-difluorophenyl)methylene>benzamine
80617-34-1

N-<(2,4-difluorophenyl)methylene>benzamine

Conditions
ConditionsYield
In toluene for 2h; Heating;97%
2-(3-fluoro-4-methoxyphenyl)-2-[(trimethylsilyl)oxy]acetonitrile
177755-45-2

2-(3-fluoro-4-methoxyphenyl)-2-[(trimethylsilyl)oxy]acetonitrile

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

2,4-difluoro-α-[(trimethylsilyl)oxy]benzeneacetonitrile
94010-80-7

2,4-difluoro-α-[(trimethylsilyl)oxy]benzeneacetonitrile

Conditions
ConditionsYield
97%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

(2,4-difluorophenyl)hydrazinium chloride
40594-29-4, 51523-79-6

(2,4-difluorophenyl)hydrazinium chloride

C13H8F4N2

C13H8F4N2

Conditions
ConditionsYield
In ethanol at 80℃; for 1h;97%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

(2,5-difluorophenyl)hydrazine hydrochloride

(2,5-difluorophenyl)hydrazine hydrochloride

C13H8F4N2

C13H8F4N2

Conditions
ConditionsYield
In ethanol for 3.25h; Heating;96%
4'-N-(N'-p-methoxyphenylurenyl)acetophenone
853735-41-8

4'-N-(N'-p-methoxyphenylurenyl)acetophenone

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

1-{4-[(E)-3-(2,4-Difluoro-phenyl)-acryloyl]-phenyl}-3-(4-methoxy-phenyl)-urea

1-{4-[(E)-3-(2,4-Difluoro-phenyl)-acryloyl]-phenyl}-3-(4-methoxy-phenyl)-urea

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; Claisen-Schmidt condensation;95%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

4'-N-(N'-p-chlorophenylurenyl)acetophenone
101095-67-4

4'-N-(N'-p-chlorophenylurenyl)acetophenone

1-(4-Chloro-phenyl)-3-{4-[(E)-3-(2,4-difluoro-phenyl)-acryloyl]-phenyl}-urea

1-(4-Chloro-phenyl)-3-{4-[(E)-3-(2,4-difluoro-phenyl)-acryloyl]-phenyl}-urea

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; Claisen-Schmidt condensation;95%
4-phenylpiperidine
771-99-3

4-phenylpiperidine

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

2-(4-phenylpiperidin-1-yl)-4-fluorobenzaldehyde
1194654-72-2

2-(4-phenylpiperidin-1-yl)-4-fluorobenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 20h;95%
4-tert-Butylaniline
769-92-6

4-tert-Butylaniline

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

allyltributylstanane
24850-33-7

allyltributylstanane

4-tert-butylphenyl[1-(2, 4-difluorophenyl)but-3-enyl]amine
1281881-46-6

4-tert-butylphenyl[1-(2, 4-difluorophenyl)but-3-enyl]amine

Conditions
ConditionsYield
With trifluoroacetic acid In acetonitrile at 25℃; for 0.75h; Inert atmosphere;95%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone
1424351-63-2

1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

(E)-3-(2,4-difluorophenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one
1424351-66-5

(E)-3-(2,4-difluorophenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 24h; Claisen-Schmidt Condensation;95%
Stage #1: 1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone With sodium hydroxide In ethanol; water for 0.0833333h; Claisen-Schmidt Condensation;
Stage #2: 2,4-difluorobenzaldehyde In ethanol; water at 20℃; for 24h; Claisen-Schmidt Condensation;
7-methoxy-3-benzofuranone
7169-37-1

7-methoxy-3-benzofuranone

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

(Z)-2-(2,4-difluorobenzylidene)-7-methoxybenzofuran-3(2H)-one
1613190-01-4

(Z)-2-(2,4-difluorobenzylidene)-7-methoxybenzofuran-3(2H)-one

Conditions
ConditionsYield
With aluminum oxide In methanol for 48h; Reflux; Inert atmosphere;95%
1H-indene-1,3(2H)-dione
606-23-5

1H-indene-1,3(2H)-dione

2-amino-1-tert-butyl-4-cyanopyrrole
269726-49-0

2-amino-1-tert-butyl-4-cyanopyrrole

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

1-tert-butyl-4-(2,4-difluorophenyl)-5-oxo-1,5-dihydroindeno[1,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile

1-tert-butyl-4-(2,4-difluorophenyl)-5-oxo-1,5-dihydroindeno[1,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile

Conditions
ConditionsYield
With indium(III) chloride In ethanol for 2.5h; Reflux;95%
furan
110-00-9

furan

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

exo-6-(2,4-difluorophenyl)-2,7-dioxabicyclo[3.2.0]hept-3-ene

exo-6-(2,4-difluorophenyl)-2,7-dioxabicyclo[3.2.0]hept-3-ene

Conditions
ConditionsYield
at 25℃; Paterno-Buechi Cycloaddition; Irradiation; Flow reactor;95%
2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

3-fluorophenylhydrazine hydrochloride
2924-16-5

3-fluorophenylhydrazine hydrochloride

C13H9F3N2

C13H9F3N2

Conditions
ConditionsYield
In ethanol at 80℃; for 1h;95%
(3,5-difluorophenyl)hydrazine hydrochloride

(3,5-difluorophenyl)hydrazine hydrochloride

2,4-difluorobenzaldehyde
1550-35-2

2,4-difluorobenzaldehyde

C13H8F4N2

C13H8F4N2

Conditions
ConditionsYield
In ethanol for 2h; Heating;95%

1550-35-2Relevant articles and documents

A Convenient Synthesis of Fluorobenzaldehydes by KF/Ph4PBr/18-Crown-6 Reagent System

Yoshida, Yasuo,Kimura, Yoshikazu

, p. 1355 - 1358 (1988)

4-Fluorobenzaldehyde was easily synthesized from 4-chlorobenzaldehyde by potassium fluoride in the presence of tetraphenylphosphonium halide plus 18-crown-6 or poly(ethylene glycol) dimethyl ether.Several fluorobenzaldehyde derivatives were similarly prepared from the corresponding chloro-derivatives in good yields.

Rhodium-catalyzed reductive carbonylation of aryl iodides to arylaldehydes with syngas

Chen, Suqing,Liu, Zhenghui,Mu, Tiancheng,Wang, Peng,Yan, Zhenzhong,Yu, Dongkun,Zhao, Xinhui

, p. 645 - 656 (2020/05/14)

The reductive carbonylation of aryl iodides to aryl aldehydes possesses broad application prospects. We present an efficient and facile Rh-based catalytic system composed of the commercially available Rh salt RhCl3·3H2O, PPh3 as phosphine ligand, and Et3N as the base, for the synthesis of arylaldehydes via the reductive carbonylation of aryl iodides with CO and H2 under relatively mild conditions with a broad substrate range affording the products in good to excellent yields. Systematic investigations were carried out to study the experimental parameters. We explored the optimal ratio of Rh salt and PPh3 ligand, substrate scope, carbonyl source and hydrogen source, and the reaction mechanism. Particularly, a scaled-up experiment indicated that the catalytic method could find valuable applications in industrial productions. The low gas pressure, cheap ligand and low metal dosage could significantly improve the practicability in both chemical researches and industrial applications.

Novel method for synthesizing dolutegravir key intermediate 2,4-difluorobenzylamine

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Paragraph 0029; 0031; 0032; 0035, (2018/11/22)

The invention discloses a novel production method which is concise and green in route, low in cost and easy to industrialize to prepare 2,4-difluorobenzylamine. The method comprises the following twosteps: a) at certain pressure, carrying out a carbonylation reaction on m-difluorobenzene and CO in the presence of a catalyst so as to generate 2,4-difluorobenzaldehyde, or carrying out a formylationreaction on m-difluorobenzene, namely carrying out chlorocarbene substitution on m-difluorobenzene in a chloroform strong base system, and further carrying out hydrolysis so as to prepare a product 2,4-difluorobenzaldehyde (Reimer-Tiemann reactions); b) putting the product 2,4-difluorobenzaldehyde of the step a) into an alcohol solvent, at certain pressure, in the presence of the catalyst, carrying out a reduction ammonolysis reaction on the component with an ammonia gas and hydrogen directly in the presence of a catalyst, or enabling the component to react with ammonium formate, thereby obtaining the 2,4-difluorobenzylamine. The preparation method disclosed by the invention is simple and easy in raw material obtaining, concise in route, green and environmentally friendly, low in cost andeasy in industrial production.

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