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27996-87-8 Usage

Chemical Properties

Beige to light brown crystalline powder

Uses

2-Fluoro-5-nitrobenzaldehyde, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Check Digit Verification of cas no

The CAS Registry Mumber 27996-87-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,9,9 and 6 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 27996-87:
(7*2)+(6*7)+(5*9)+(4*9)+(3*6)+(2*8)+(1*7)=178
178 % 10 = 8
So 27996-87-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H4FNO3/c8-7-2-1-6(9(11)12)3-5(7)4-10/h1-4H

27996-87-8 Well-known Company Product Price

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  • Alfa Aesar

  • (L19233)  2-Fluoro-5-nitrobenzaldehyde, 98%   

  • 27996-87-8

  • 1g

  • 827.0CNY

  • Detail
  • Alfa Aesar

  • (L19233)  2-Fluoro-5-nitrobenzaldehyde, 98%   

  • 27996-87-8

  • 5g

  • 2917.0CNY

  • Detail

27996-87-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Fluoro-5-nitrobenzaldehyde

1.2 Other means of identification

Product number -
Other names 4-Fluoro-3-formylnitrobenzene

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:27996-87-8 SDS

27996-87-8Synthetic route

(4-fluoro-3-formylphenyl)boronic acid
374538-01-9

(4-fluoro-3-formylphenyl)boronic acid

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0 - 20℃; for 16h; regioselective reaction;100%
2-Fluorobenzaldehyde
446-52-6

2-Fluorobenzaldehyde

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

Conditions
ConditionsYield
With trifluoromethylsulfonic anhydride; ethylammonium nitrate at 0 - 30℃; for 4h; Inert atmosphere; regioselective reaction;97%
C12H11BFNO5

C12H11BFNO5

A

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

B

C12H10BFN2O7

C12H10BFN2O7

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0 - 20℃; for 16h; regioselective reaction;A 65%
B 32%
5-nitro-2-fluorotoluene
455-88-9

5-nitro-2-fluorotoluene

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

Conditions
ConditionsYield
(i) CrO3, H2SO4, Ac2O, AcOH, (ii) aq. H2SO4, EtOH; Multistep reaction;
2-chloro-5-nitrobenzaldehyde
6361-21-3

2-chloro-5-nitrobenzaldehyde

A

2-Fluoro-5-notrobenzaldehyde

2-Fluoro-5-notrobenzaldehyde

B

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

Conditions
ConditionsYield
With potassium fluoride In N-methyl-acetamide; water
2-chloro-5-nitrobenzaldehyde
6361-21-3

2-chloro-5-nitrobenzaldehyde

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

Conditions
ConditionsYield
With potassium fluoride In N-methyl-acetamide; water
With potassium fluoride In N,N-dimethyl-formamide at 20 - 160℃;
With potassium fluoride In N,N-dimethyl-formamide at 20 - 160℃; for 1.5h;
With potassium fluoride In N,N-dimethyl-formamide
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

(2-fluoro-5-nitrophenyl)methanol
63878-73-9

(2-fluoro-5-nitrophenyl)methanol

Conditions
ConditionsYield
100%
With methanol; sodium tetrahydroborate at 0℃; for 3h;99%
With methanol; sodium tetrahydroborate at 0 - 20℃; for 1h;99.8%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

tert-butyl 3-aminopropanoate
15231-41-1

tert-butyl 3-aminopropanoate

tert-butyl N-<(2-fluoro-5-nitrophenyl)methyl>-3-aminopropionate
147290-94-6

tert-butyl N-<(2-fluoro-5-nitrophenyl)methyl>-3-aminopropionate

Conditions
ConditionsYield
With sodium acetate; sodium cyanoborohydride In methanol for 2h; Ambient temperature;99%
3-methyl-4-benzyl-2-isoxazolin-5-one
72745-66-5

3-methyl-4-benzyl-2-isoxazolin-5-one

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

2-(4-benzyl-3-methyl-5-oxo-5H-isoxazol-2-yl)-5-nitro-benzaldehyde

2-(4-benzyl-3-methyl-5-oxo-5H-isoxazol-2-yl)-5-nitro-benzaldehyde

Conditions
ConditionsYield
Stage #1: 3-methyl-4-benzyl-2-isoxazolin-5-one With sodium In methanol
Stage #2: 2-fluoro-5-nitrobenzaldehye In N,N-dimethyl-formamide at 45 - 50℃; for 0.5h;
99%
4,5,6,7-tetrahydrobenzo[c]isoxazol-3(3aH)-one
29879-44-5

4,5,6,7-tetrahydrobenzo[c]isoxazol-3(3aH)-one

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

5-nitro-2-(3-oxo-4,5,6,7-tetrahydro-3H-benzo[c]isoxazol-1-yl)-benzaldehyde

5-nitro-2-(3-oxo-4,5,6,7-tetrahydro-3H-benzo[c]isoxazol-1-yl)-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4,5,6,7-tetrahydrobenzo[c]isoxazol-3(3aH)-one With sodium In methanol
Stage #2: 2-fluoro-5-nitrobenzaldehye In N,N-dimethyl-formamide at 45 - 50℃; for 5h;
99%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

phenol
108-95-2

phenol

5-nitro-2-(phenoxy)benzaldehyde
99847-09-3

5-nitro-2-(phenoxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 70℃;99%
With potassium carbonate In 1,4-dioxane at 70℃;99%
With potassium carbonate In N,N-dimethyl acetamide at 170℃; for 2h;
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

methylamine
74-89-5

methylamine

2-methylamino-5-nitro-benzaldehyde
50609-41-1

2-methylamino-5-nitro-benzaldehyde

Conditions
ConditionsYield
In ethanol; dimethyl sulfoxide at 20℃; for 12h; Inert atmosphere;99%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-(2-formyl-4-nitrophenyl)piperazine-1-carboxylic acid tert-butyl ester
1017782-93-2

4-(2-formyl-4-nitrophenyl)piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere;99%
With potassium carbonate In N,N-dimethyl-formamide at 50℃;94.8%
With potassium carbonate In dimethyl sulfoxide at 95℃; for 96h; Sealed vessel;80%
With potassium carbonate In dimethyl sulfoxide at 95℃; for 32h;78.9%
With potassium carbonate In N,N-dimethyl-formamide for 12h;55%
pyrrolidine
123-75-1

pyrrolidine

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

5-nitro-2-(1-pyrrolidinyl)-benzaldehyde
30742-59-7

5-nitro-2-(1-pyrrolidinyl)-benzaldehyde

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;99%
With potassium carbonate In dimethyl sulfoxide at 60℃; for 3h;85%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; Inert atmosphere;
In water at 25℃; for 0.5h; Sealed tube; Green chemistry;
4-Fluorophenol
371-41-5

4-Fluorophenol

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

2-(4-fluorophenoxy)-5-nitrobenzaldehyde
57388-43-9

2-(4-fluorophenoxy)-5-nitrobenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 120℃; for 3h; Inert atmosphere;99%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

2‐(difluoromethyl)‐1‐fluoro‐4‐nitrobenzene
63878-71-7

2‐(difluoromethyl)‐1‐fluoro‐4‐nitrobenzene

Conditions
ConditionsYield
With diethylamino-sulfur trifluoride In dichloromethane at 20℃; Cooling with ice;98%
With diethylamino-sulfur trifluoride In dichloromethane at 20℃; for 16h; Inert atmosphere;82%
With diethylamino-sulfur trifluoride In dichloromethane at 20℃; for 16h; Inert atmosphere;82%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

1-(4-fluorophenyl)-2-(imidazolidin-2-yl)ethanone

1-(4-fluorophenyl)-2-(imidazolidin-2-yl)ethanone

4-(4-chlorobenzoyl)-7-nitro-1,2-dihydro-imidazo[1,2-a]quinoline

4-(4-chlorobenzoyl)-7-nitro-1,2-dihydro-imidazo[1,2-a]quinoline

Conditions
ConditionsYield
With piperidine In ethanol at 40℃; for 12h;98%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

4-hydrazinobenzoic acid hydrochloride
24589-77-3, 52455-33-1

4-hydrazinobenzoic acid hydrochloride

C14H10FN3O4

C14H10FN3O4

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃; for 2h; Inert atmosphere;98%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 6-nitro-2H-thiochromene-3-carboxylate

methyl 6-nitro-2H-thiochromene-3-carboxylate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; carbon disulfide In acetonitrile at 20℃; for 20h; Inert atmosphere;97%
3-Pyrroline
109-96-6

3-Pyrroline

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

2-(2,5-dihydro-1H-pyrrol-1-yl)-5-nitrobenzaldehyde

2-(2,5-dihydro-1H-pyrrol-1-yl)-5-nitrobenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Reflux;97%
With potassium carbonate In N,N-dimethyl-formamide at 20 - 90℃; for 7h;
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

1-(4-fluorophenyl)-2-(imidazolidin-2-yl)ethanone

1-(4-fluorophenyl)-2-(imidazolidin-2-yl)ethanone

4-(4-bromobenzoyl)-7-nitro-1,2-dihydro-imidazo[1,2-a]quinoline

4-(4-bromobenzoyl)-7-nitro-1,2-dihydro-imidazo[1,2-a]quinoline

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane at 65℃; for 2h;97%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

2-benzoylmethyleneimidazolidine
64944-80-5

2-benzoylmethyleneimidazolidine

4-benzoyl-7-nitro-1,2-dihydro-imidazo[1,2-a]quinoline

4-benzoyl-7-nitro-1,2-dihydro-imidazo[1,2-a]quinoline

Conditions
ConditionsYield
With piperidine; calcium chloride In 1,4-dioxane at 65℃; for 0.5h;97%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

4-chlorobenzylamine
104-86-9

4-chlorobenzylamine

(4-chloro-benzyl)-(2-fluoro-5-nitro-benzyl)-amine

(4-chloro-benzyl)-(2-fluoro-5-nitro-benzyl)-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid; trimethyl orthoformate In toluene at 20℃; for 6h; Reductive amination;96%
piperidine
110-89-4

piperidine

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

(carbethoxymethyl)triphenylphosphonium bromide
1530-45-6

(carbethoxymethyl)triphenylphosphonium bromide

ethyl (E)-3-(5-nitro-2-(piperidin-1-yl)phenyl)acrylate

ethyl (E)-3-(5-nitro-2-(piperidin-1-yl)phenyl)acrylate

Conditions
ConditionsYield
With sodium hydroxide In water for 5h; Solvent; Inert atmosphere; Reflux; Green chemistry; stereoselective reaction;96%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

N-(fluoren-9-ylmethoxycarbonyl)glycine
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

benzylamine
100-46-9

benzylamine

C36H35FN4O6

C36H35FN4O6

Conditions
ConditionsYield
In methanol; dichloromethane at 20℃; for 72h; Ugi Condensation;96%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

ethyl 2-sulfanylacetate
623-51-8

ethyl 2-sulfanylacetate

ethyl 5-nitro-2-benzo[b]thiophenecarboxylate
25785-09-5

ethyl 5-nitro-2-benzo[b]thiophenecarboxylate

Conditions
ConditionsYield
With hydrogenchloride; potassium carbonate In methanol; N,N-dimethyl-formamide95.1%
4-methyl-3-phenylisoxazole-5(4H)-one
23244-37-3

4-methyl-3-phenylisoxazole-5(4H)-one

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

2-(4-methyl-5-oxo-3-phenyl-5H-isoxazol-2-yl)-5-nitro-benzaldehyde

2-(4-methyl-5-oxo-3-phenyl-5H-isoxazol-2-yl)-5-nitro-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-methyl-3-phenylisoxazole-5(4H)-one With sodium In methanol
Stage #2: 2-fluoro-5-nitrobenzaldehye In N,N-dimethyl-formamide at 45 - 50℃; for 2h;
95%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

2-fluoro-5-nitrobenzaldehyde diethylacetal
773850-31-0

2-fluoro-5-nitrobenzaldehyde diethylacetal

Conditions
ConditionsYield
With sulfuric acid In ethanol for 3h;95%
indole
120-72-9

indole

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

3-((2-fluoro-5-nitrophenyl)(1H-indol-3-yl)methyl)-1H-indole

3-((2-fluoro-5-nitrophenyl)(1H-indol-3-yl)methyl)-1H-indole

Conditions
ConditionsYield
With boric acid In water at 20℃; for 0.416667h; Green chemistry;95%
1-methylindole
603-76-9

1-methylindole

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

3-((2-fluoro-5-nitrophenyl)(1-methyl-1H-indol-3-yl)methyl)-1-methyl-1H-indole

3-((2-fluoro-5-nitrophenyl)(1-methyl-1H-indol-3-yl)methyl)-1-methyl-1H-indole

Conditions
ConditionsYield
With boric acid In water at 20℃; for 0.333333h; Green chemistry;95%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

5-chloro-1H-indole
17422-32-1

5-chloro-1H-indole

5-chloro-3-((5-chloro-1H-indol-3-yl)(2-fluoro-5-nitrophenyl)methyl)-1H-indole

5-chloro-3-((5-chloro-1H-indol-3-yl)(2-fluoro-5-nitrophenyl)methyl)-1H-indole

Conditions
ConditionsYield
With boric acid In water at 20℃; for 0.416667h; Green chemistry;95%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

4,4-difluoropiperidine hydrochloride

4,4-difluoropiperidine hydrochloride

2-(4,4-difluoropiperidin-1-yl)-5-nitrobenzaldehyde

2-(4,4-difluoropiperidin-1-yl)-5-nitrobenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere;95%
carbon disulfide
75-15-0

carbon disulfide

2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

phenylhydrazine
100-63-0

phenylhydrazine

1-[(2-fluoro-5-nitrophenyl)methylidene]-2-phenylhydrazine

1-[(2-fluoro-5-nitrophenyl)methylidene]-2-phenylhydrazine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 0 - 20℃; for 15h;95%
2-fluoro-5-nitrobenzaldehye
27996-87-8

2-fluoro-5-nitrobenzaldehye

2-(imidazolidin-2-ylidene)-1-(p-tolyl)ethanone
82100-23-0

2-(imidazolidin-2-ylidene)-1-(p-tolyl)ethanone

4-p-toluyl-7-nitro-1,2-dihydro-imidazo[1,2-a]quinoline

4-p-toluyl-7-nitro-1,2-dihydro-imidazo[1,2-a]quinoline

Conditions
ConditionsYield
With piperidine; calcium oxide In 1,4-dioxane at 65℃; for 2h;95%

27996-87-8Relevant articles and documents

Comparative studies of organic dyes with a quinazoline or quinoline chromophore as π-conjugated bridges for dye-sensitized solar cells

Mao, Mao,Zhang, Xiaolin,Zhu, Bin,Wang, Jianbo,Wu, Guohua,Yin, Yan,Song, Qinhua

, p. 72 - 81 (2016)

A new series of organic D-π-A dyes bearing either quinazoline or quinoline as the conjugated bridges in the chromophore with a diphenylamine moiety as the electron donor and a cyanoacetic acid unit as the electron acceptor, have been designed and synthesized for photoconversion in dye sensitized solar cells (DSSCs). The absorption spectra, density functional theory calculations, electrochemical and photovoltaic properties of these dyes are systematically investigated. Among the four dyes the sensitized solar cell based upon the quinoline dye bearing butoxy groups gave a short circuit photocurrent density of 7.04 mA cm-2, an open circuit voltage of 0.52 V, and a fill factor of 0.69, corresponding to an overall conversion efficiency of 2.51% using I-/I3- redox couple-based liquid electrolyte without 4-tert-butylpyridine additives under standard global AM 1.5 irradiation (100 mW cm-2). The photovoltaic performance of the dye with 4,4′-dibutoxy diphenylamine as the donor and quinoline unit as the π-bridge was higher than that of the other photosensitizers, which is mainly attributed to the higher molar extinction coefficient and broader absorption band. The experimental results demonstrate that rational molecular engineering is crucial for constructing highly efficient charge transfer sensitizers.

NEW FYN AND VEGFR2 KINASE INHIBITORS

-

Page/Page column 25; 26, (2021/06/22)

The invention relates to a N-phenylcarbamoyl compound of Formula (I) or a pharmaceutically acceptable salt thereof for use in the inhibition of at least one of tyrosine kinase selected from Fyn and VEGFR2 in the treatment of diseases and disorders involved with one or both kinases. (Formula)

Regioselective routes to orthogonally-substituted aromatic MIDA boronates

Close, Adam J.,Kemmitt, Paul,Mark Roe,Spencer, John

supporting information, p. 6751 - 6756 (2016/07/21)

A series of tetrasubstituted aromatics has been synthesized, many of which are based on elaborated N-methyliminodiacetic acid (MIDA)-boronates. A sequence employing nitration, bromination, stepwise Suzuki-Miyaura (SM) coupling with a boronic acid, then base-mediated unmasking of the boronic acid from the MIDA-boronate and a second SM-coupling has led to our desired, mainly 1,2,4,5-substituted tetrasubstituted aromatic targets.

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