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1484-04-4

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1484-04-4 Usage

General Description

1-(9-Ethyl-9H-carbazol-3-yl)ethanone, also known as Ethylcarbazole ketone, is a chemical compound with the molecular formula C17H15NO. It is a ketone derivative of carbazole, which is a heterocyclic aromatic organic compound. Ethylcarbazole ketone is widely used as a reactant in organic synthesis and as an intermediate in the production of various pharmaceuticals, agrochemicals, and dyes. It has also been studied for its potential applications in the development of organic electronic materials and optoelectronic devices. Additionally, it possesses antioxidant and anti-inflammatory properties, making it a potential candidate for the development of new drugs. 1-(9-ETHYL-9H-CARBAZOL-3-YL)ETHANONE should be handled and used with care, following proper safety precautions and guidelines for handling hazardous chemicals.

Check Digit Verification of cas no

The CAS Registry Mumber 1484-04-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,8 and 4 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1484-04:
(6*1)+(5*4)+(4*8)+(3*4)+(2*0)+(1*4)=74
74 % 10 = 4
So 1484-04-4 is a valid CAS Registry Number.
InChI:InChI=1/C16H15NO/c1-3-17-15-7-5-4-6-13(15)14-10-12(11(2)18)8-9-16(14)17/h4-10H,3H2,1-2H3

1484-04-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(9-Ethyl-9H-carbazol-3-yl)ethanone

1.2 Other means of identification

Product number -
Other names 1-(9-ethylcarbazol-3-yl)ethanone

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:1484-04-4 SDS

1484-04-4Synthetic route

N-ethylcarbazole
86-28-2

N-ethylcarbazole

acetyl chloride
75-36-5

acetyl chloride

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

Conditions
ConditionsYield
With bismuth(III) chloride In dichloromethane at 20℃; Friedel Crafts acylation;81%
With zinc(II) chloride In dichloromethane at 20℃; for 6h; Friedel Crafts acylation;80%
With zinc(II) chloride Friedel-Crafts Acylation;
N-ethylcarbazole
86-28-2

N-ethylcarbazole

acetic anhydride
108-24-7

acetic anhydride

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

Conditions
ConditionsYield
Stage #1: N-ethylcarbazole; acetic anhydride With boron trifluoride diethyl etherate at 20℃; for 4h;
Stage #2: With hydrogenchloride; water
80.4%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts Acylation;70%
With aluminum (III) chloride In dichloromethane at 20℃; for 4h;70.47%
N-ethylcarbazole
86-28-2

N-ethylcarbazole

Acetyl bromide
506-96-7

Acetyl bromide

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

Conditions
ConditionsYield
Stage #1: N-ethylcarbazole; Acetyl bromide With tin(IV) chloride In dichloromethane at 20℃; for 24h;
Stage #2: With hydrogenchloride In dichloromethane; water Cooling with ice;
80%
With aluminum (III) chloride In 1,2-dichloro-ethane at 20℃; for 5h;74%
With aluminum (III) chloride In 1,2-dichloro-ethane74%
N-ethylcarbazole
86-28-2

N-ethylcarbazole

C10H12N2O4
137131-39-6

C10H12N2O4

A

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

B

ethyl 5-(1-cyano-2-ethoxy-2-oxoethylidene)prolinate
1355624-73-5

ethyl 5-(1-cyano-2-ethoxy-2-oxoethylidene)prolinate

C

ethyl 5-[2-amino-1-(ethoxycarbonyl)-2-oxoethylidene]prolinate

ethyl 5-[2-amino-1-(ethoxycarbonyl)-2-oxoethylidene]prolinate

D

ethyl 5-[1-cyano-2-(9-ethyl-9H-carbazol-3-yl)-2-oxoethylidene]prolinate
1355624-71-3

ethyl 5-[1-cyano-2-(9-ethyl-9H-carbazol-3-yl)-2-oxoethylidene]prolinate

Conditions
ConditionsYield
With Eaton′s Reagent at 60℃; for 30h; Inert atmosphere;A 1%
B 20%
C 9%
D 40%
N-ethylcarbazole
86-28-2

N-ethylcarbazole

acetyl chloride
75-36-5

acetyl chloride

A

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

B

1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone
1483-97-2

1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride
9H-carbazole
86-74-8

9H-carbazole

acetyl chloride
75-36-5

acetyl chloride

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

Conditions
ConditionsYield
With aluminium trichloride
N-ethylcarbazole
86-28-2

N-ethylcarbazole

acetic anhydride
108-24-7

acetic anhydride

A

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

B

1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone
1483-97-2

1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone

Conditions
ConditionsYield
With aluminum (III) chloride Friedel Crafts acylation;
9H-carbazole
86-74-8

9H-carbazole

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water; acetone / 12 h / Reflux
2.1: tin(IV) chloride / dichloromethane / 24 h / 20 °C
2.2: Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.67 h / 20 °C
1.2: 10 h / 20 °C
2.1: boron trifluoride diethyl etherate / 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / acetone / 20 °C
2: zinc(II) chloride / dichloromethane / 24 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h
1.2: 2 h / 20 °C
2.1: aluminum (III) chloride / dichloromethane / 0.5 h / 20 °C
2.2: 6 h / 0 - 20 °C
View Scheme
2-amino-5-phenyl-1,3,4-thiadiazole
2002-03-1

2-amino-5-phenyl-1,3,4-thiadiazole

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

C24H20N4S

C24H20N4S

Conditions
ConditionsYield
With choline chloride; oxalic acid at 70℃;95.1%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

2-amino-5-(4'-bromophenyl)-1,3,4-oxadiazole
33621-62-4

2-amino-5-(4'-bromophenyl)-1,3,4-oxadiazole

C24H19BrN4O

C24H19BrN4O

Conditions
ConditionsYield
With choline chloride; oxalic acid at 70℃;88.2%
With toluene-4-sulfonic acid at 20℃; for 0.25h; Reagent/catalyst; Schiff Reaction;81.6%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

4-(Diethylamino)salicylaldehyde
17754-90-4

4-(Diethylamino)salicylaldehyde

7-diethylamino-2-(9-ethyl-9H-carbazol-3-yl)chromen-1-ium

7-diethylamino-2-(9-ethyl-9H-carbazol-3-yl)chromen-1-ium

Conditions
ConditionsYield
With sulfuric acid at 90℃; for 2h;88%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

5-(4-nitrophenyl)-1,3,4-oxadiazol-2-amine
51891-79-3

5-(4-nitrophenyl)-1,3,4-oxadiazol-2-amine

C24H19N5O3

C24H19N5O3

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 0.25h; Reagent/catalyst; Schiff Reaction;87.5%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

thiosemicarbazide
79-19-6

thiosemicarbazide

C17H18N4S

C17H18N4S

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 0.25h;86.9%
5-methyl-1,3,4-thiadiazol-2-amine
108-33-8

5-methyl-1,3,4-thiadiazol-2-amine

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

C19H18N4S

C19H18N4S

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 0.25h; Reagent/catalyst;86.7%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

2-(9-ethyl-9H-carbazol-3-yl)-2-oxoacetaldehyde

2-(9-ethyl-9H-carbazol-3-yl)-2-oxoacetaldehyde

Conditions
ConditionsYield
With selenium(IV) oxide In 1,4-dioxane; water at 100℃;86.3%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

(Z)-3-chloro-3-(9-ethyl-9H-carbazol-3-yl)prop-2-enal
741686-55-5

(Z)-3-chloro-3-(9-ethyl-9H-carbazol-3-yl)prop-2-enal

Conditions
ConditionsYield
With trichlorophosphate at 20℃; for 0.416667h;86%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

hydrazine carboxamide
4426-72-6, 51433-48-8

hydrazine carboxamide

C17H18N4O

C17H18N4O

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 0.266667h;83.2%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

methyl naphthalene-2-carboxylate
2459-25-8

methyl naphthalene-2-carboxylate

(2Z)-1-(9-ethyl-9H-carbazol-2-yl)-3-hydroxy-3-naphthalen-2-yl-prop-2-en-1-one
1219036-86-8

(2Z)-1-(9-ethyl-9H-carbazol-2-yl)-3-hydroxy-3-naphthalen-2-yl-prop-2-en-1-one

Conditions
ConditionsYield
With sodium ethanolate In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;81%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

indole-2,3-dione
91-56-5

indole-2,3-dione

2-(9-ethyl-9H-carbazol-3-yl)quinoline-4-carboxylic acid

2-(9-ethyl-9H-carbazol-3-yl)quinoline-4-carboxylic acid

Conditions
ConditionsYield
Stage #1: indole-2,3-dione With cetyltrimethylammonium hydroxide In water at 20℃; for 0.166667h; Pfitzinger Quinoline Synthesis; Sonication; Green chemistry;
Stage #2: N-ethyl-3-acetylcarbazole In water at 35℃; for 6h; Temperature; Pfitzinger Quinoline Synthesis; Sonication; Green chemistry;
78%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane
5123-13-7

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane

(+)-(R)-1-(9-ethyl-9H-carbazol-3-yl)-1-phenylethan-1-ol

(+)-(R)-1-(9-ethyl-9H-carbazol-3-yl)-1-phenylethan-1-ol

Conditions
ConditionsYield
With hydrogenchloride; bis(1,5-cyclooctadiene)nickel (0); sodium methylate; C67H68N2 In cyclohexane; water at 50℃; for 24h; Inert atmosphere; enantioselective reaction;78%
2,6-bis(methoxycarbonyl)pyridine
5453-67-8

2,6-bis(methoxycarbonyl)pyridine

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

methyl 6-(3-(9-ethylcarbazol-3-yl)-oxopropanoyl)-2-pyridinecarboxylate
1219496-90-8

methyl 6-(3-(9-ethylcarbazol-3-yl)-oxopropanoyl)-2-pyridinecarboxylate

Conditions
ConditionsYield
With sodium In toluene at 120℃; for 6h; Claisen condensation;76%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

malononitrile
109-77-3

malononitrile

2-(1-(9-ethyl-9H-carbazole-3-yl)ethylidene)malononitrile

2-(1-(9-ethyl-9H-carbazole-3-yl)ethylidene)malononitrile

Conditions
ConditionsYield
With ammonium acetate; acetic acid In toluene at 100℃; for 2h; Knoevenagel Condensation; Green chemistry;76%
With ammonium acetate; acetic acid at 110℃; Knoevenagel Condensation;
2,6-bis(methoxycarbonyl)pyridine
5453-67-8

2,6-bis(methoxycarbonyl)pyridine

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

1,1'-(pyridine-2,6-diyl)-bis-3-(9-ethylcarbazol-3-yl)-1,3-propanedione
1219496-91-9

1,1'-(pyridine-2,6-diyl)-bis-3-(9-ethylcarbazol-3-yl)-1,3-propanedione

Conditions
ConditionsYield
With sodium In toluene at 120℃; for 6h; Claisen condensation;74%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

2-aminobenzaldehyde
529-23-7

2-aminobenzaldehyde

9-ethyl-3-(quinolin-2-yl)-9H-carbazole

9-ethyl-3-(quinolin-2-yl)-9H-carbazole

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 4h; Reflux;72%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

9-butyl-9H-carbazole-3-carbaldehyde
67707-09-9

9-butyl-9H-carbazole-3-carbaldehyde

3-(9-butyl-9H-carbazol-3-yl)-1-(9-ethyl-9H-carbazol-3-yl)prop-2-en-1-one

3-(9-butyl-9H-carbazol-3-yl)-1-(9-ethyl-9H-carbazol-3-yl)prop-2-en-1-one

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 24h;72%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

1‐(9‐ethyl‐9H‐carbazol‐3‐yl)‐3‐(4‐nitrophenyl)prop‐2‐en‐1‐one
1447733-62-1

1‐(9‐ethyl‐9H‐carbazol‐3‐yl)‐3‐(4‐nitrophenyl)prop‐2‐en‐1‐one

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; for 24h;69.2%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

1,3,5-tris(9-ethyl-9H-carbazol-3-yl)benzene
1395347-13-3

1,3,5-tris(9-ethyl-9H-carbazol-3-yl)benzene

Conditions
ConditionsYield
With thionyl chloride In ethanol at 80℃; for 8h; Reagent/catalyst; Inert atmosphere;68%
With thionyl chloride; ethanol for 8h; Reflux;42%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

ethyl thieno[3,2,-b]thiophene-2-carboxylate
201004-08-2

ethyl thieno[3,2,-b]thiophene-2-carboxylate

(2Z)-1-(9-ethyl-9H-carbazol-2-yl)-3-hydroxy-3-thieno[3,2-b]thiophen-2-ylprop-2-en-1-one
1219036-84-6

(2Z)-1-(9-ethyl-9H-carbazol-2-yl)-3-hydroxy-3-thieno[3,2-b]thiophen-2-ylprop-2-en-1-one

Conditions
ConditionsYield
With sodium ethanolate In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;65%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

6-amino-benzo[1,3]dioxole-5-carbaldehyde
23126-68-3

6-amino-benzo[1,3]dioxole-5-carbaldehyde

9-ethyl-3-(6,7-methylenedioxyquinolin-2-yl)-9H-carbazole
1246524-48-0

9-ethyl-3-(6,7-methylenedioxyquinolin-2-yl)-9H-carbazole

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 5h; Reflux;65%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

methyl 4-methoxybenzoate
121-98-2

methyl 4-methoxybenzoate

C24H21NO3

C24H21NO3

Conditions
ConditionsYield
Stage #1: N-ethyl-3-acetylcarbazole With sodium hydride In tetrahydrofuran at 65℃; for 0.5h; Inert atmosphere;
Stage #2: methyl 4-methoxybenzoate In tetrahydrofuran at 65℃; for 24h; Inert atmosphere;
65%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

9-ethyl-3-(4-phenylquinolin-2-yl)-9H-carbazole
1239875-14-9

9-ethyl-3-(4-phenylquinolin-2-yl)-9H-carbazole

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 7h; Reflux;59%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

3‐(4‐bromophenyl)‐1‐(9‐ethyl‐9H‐carbazol‐3‐yl)prop‐2‐en‐1‐one

3‐(4‐bromophenyl)‐1‐(9‐ethyl‐9H‐carbazol‐3‐yl)prop‐2‐en‐1‐one

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 24h;57%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

methyl 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzoate
85292-39-3

methyl 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzoate

1-(9-ethyl-9H-carbazol-3-yl)-3-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]propane-1,3-dione
1191034-17-9

1-(9-ethyl-9H-carbazol-3-yl)-3-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]propane-1,3-dione

Conditions
ConditionsYield
With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene for 12h; Inert atmosphere; Reflux;56%
N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

4-(diphenylamino)benzoic acid methyl ester
25069-30-1

4-(diphenylamino)benzoic acid methyl ester

1-(4-diphenylamino-phenyl)-3-(9-ethyl-9H-carbazol-3-yl)-propane-1,3-dione

1-(4-diphenylamino-phenyl)-3-(9-ethyl-9H-carbazol-3-yl)-propane-1,3-dione

Conditions
ConditionsYield
Stage #1: N-ethyl-3-acetylcarbazole With sodium hydride In tetrahydrofuran at 66℃; for 12h; Claisen Condensation; Reflux;
Stage #2: 4-(diphenylamino)benzoic acid methyl ester In tetrahydrofuran Reflux; Inert atmosphere;
56%
N-ethyl-3-carbazolealdehyde
7570-45-8

N-ethyl-3-carbazolealdehyde

N-ethyl-3-acetylcarbazole
1484-04-4

N-ethyl-3-acetylcarbazole

1,3-bis(9-ethyl-9H-carbazol-3-yl)prop-2-en-1-one
24122-88-1

1,3-bis(9-ethyl-9H-carbazol-3-yl)prop-2-en-1-one

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 24h;55%
With base Aldol condensation;

1484-04-4Relevant articles and documents

A short route to heteroarylcarbazoles: Synthesis of new pyrazolylcarbazoles and carbazolylquinolines

Nagarajan, Rajagopal,Perumal, Paramasivan T.

, p. 1269 - 1273 (2004)

A short synthesis of pyrazolylcarbazoles from 9-alkyl-carbazoles in three steps is reported. The acetylcarbazoles prepared by the acetylation of carbazoles with acetic anhydride catalyzed by BiCl3 were converted into chloroaldehydes with Vilsmeier reagent. Condensation of chloroaldehydes with hydrazine followed by cyclization yield the pyrazolylcarbazoles. Carbazolyl chalcones were prepared by the condensation of carbazole-3-aldehyde with o-aminoacetophenone and cyclized to carbazolylquinolone using several catalysts. Cyclization of carbazolyl chalcones with the Vilsmeier reagent yields a mixture of carbazolylquinoline carbaldehydes.

A New and Facile Method for the Synthesis of Nitrocarbazoles by Urea Nitrate

Nagarajan, Rajagopal,Muralidharan,Perumal, Paramasivan T.

, p. 1259 - 1264 (2004)

Urea nitrate in acetic acid is found to be an effective and mild nitrating agent for the preparation of mono nitrocarbazoles.

A facile method for the synthesis of acetylcarbazoles and carbazole aldehydes

Nagarajan, Rajagopal,Perumal, Paramasivan T.

, p. 2127 - 2133 (2004)

Acetylation of 9-alkylcarbazoles with acetic anhydride catalyzed by PPh3. HClO4 was reported to give acetylcarbazoles. Carbazole aldehydes were easily synthesized by the Vilsmeier reaction of 9-alkylcarbazoles under microwave condition in good yields.

Influence of thiophene spacer and auxiliary acceptor on the optical properties of 4-(Diethylamino)-2-hydroxybenzaldehyde based D-π-A-π-D Colorants with N-alkyl donors: Experimental, DFT and Z-scan study

Raikwar, Manish M.,Patil, Dinesh S.,Mathew, Elizabeth,Varghese, Manu,Joe, Issac H.,Sekar, Nagaiyan

, p. 45 - 58 (2019)

We report here design and synthesis of four new D-π-A-π-D type dyes (4 and 5) with triphenylamine/N-ethyl carbazole as fixed rotor/donor and N, N-diethyl amine as a secondary donor having dicyanovinylene as a common acceptor. The Influence of π-linker (thiophene) along with an auxillary cyano group on the nonlinear and linear optical properties is investigated. Molecules with thiophene spacer (4b and 5b) exhibit progressive variation in their absorption and emission profiles reflecting the effect of π-linker, compared to those devoid of thiophene spacer (4a and 5a). The dyes display solvent dependent emission [e.g. 4b (toluene = 689 nm) and 5b (DMSO = 795 nm)] suggesting a more polarized photo-excited state arising as a result of enhanced intramolecular charge transfer in the excited state. The solvatochromic nature is supportive of a general solvent effect, which is confirmed by solvent polarity plots (Weller's and Rettig's plot). The trends in the optical properties were also validated by time dependent density functional theory computations which further reveals charge transfer (from secondary donor to acceptor) for the long wavelength absorption. Dye with the highest charge transfer dipole moment relatively has the maximum two-photon absorption cross-section area (4b = 246–399 GM) which was established using theoretical two-level model. Non-linear optical properties were investigated using solvatochromic two-level model and computationally using global and range separated hybrid functionals. The dyes show high first-order hyperpolarizability (β0) in the range of 191–1162 × 10?30 e.s.u. and second-order hyperpolarizability (γ0) in the range of 491–6,704 × 10?36 e.s.u. Z-scan results show 4a (3.79 × 10?13 e.s.u.) possesses a higher value of third order nonlinear susceptibility in DMSO. Thus, the dyes can be considered as promising candidates for NLO application in material science.

Fluorescent probe of reversible sulfur dioxide/sulphurous acid (hydrogen) salt

-

Paragraph 0025; 0026, (2018/06/16)

The invention provides a fluorescent probe of reversible sulfur dioxide/sulphurous acid (hydrogen) salt, with the chemical name of 7-diethylin-2-(9-ethyl-9H-carbazole-3) benzo iso-pyran oxonium ion. The fluorescent probe can detect sulfur dioxide/sulphurous acid (hydrogen) salt in a solution, cells, tissues or a living body, wherein the living body includes fish, mice, rat, guinea pig and rabbit;and reversibility is realized by formaldehyde. The fluorescent probe is simple in synthesis steps, easily available in material, high in yield and suitable for industrial application.

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