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6925-69-5

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6925-69-5 Usage

Preparation

Naphthalene-1,8-diamine and Phthalic anhydride?condensation, closed-loop.

Flammability and Explosibility

Notclassified

Properties and Applications

Bright orange. Orange powder. Insoluble in water, slightly soluble in ethanol, chloroform, benzene, toluene, xylene organic solvents. Mainly used in polystyrene, ABS resin.

Check Digit Verification of cas no

The CAS Registry Mumber 6925-69-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,9,2 and 5 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 6925-69:
(6*6)+(5*9)+(4*2)+(3*5)+(2*6)+(1*9)=125
125 % 10 = 5
So 6925-69-5 is a valid CAS Registry Number.
InChI:InChI=1/C18H10N2O/c21-18-13-8-2-1-7-12(13)17-19-14-9-3-5-11-6-4-10-15(16(11)14)20(17)18/h1-10H

6925-69-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Disperse Orange 24

1.2 Other means of identification

Product number -
Other names 12-PHTHALOPERINONE

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:6925-69-5 SDS

6925-69-5Synthetic route

phthalic anhydride
85-44-9

phthalic anhydride

naphthalene-1,8-diamine
479-27-6

naphthalene-1,8-diamine

solvent orange 60
6925-69-5

solvent orange 60

Conditions
ConditionsYield
With SA In 1-methyl-pyrrolidin-2-one at 50 - 125℃; Concentration; Large scale;99.2%
With zinc diacetate at 220℃; for 2h; Neat (no solvent);80%
at 160 - 200℃;
3,3-dichlorophthalide
601-70-7

3,3-dichlorophthalide

naphthalene-1,8-diamine
479-27-6

naphthalene-1,8-diamine

A

solvent orange 60
6925-69-5

solvent orange 60

B

1,8-diphthalisoimidonaphthalene
134903-77-8

1,8-diphthalisoimidonaphthalene

Conditions
ConditionsYield
With triethylamine In acetonitrile -5 deg C to r.t.;A 32%
B 65%
3,3-dichlorophthalide
601-70-7

3,3-dichlorophthalide

naphthalene-1,8-diamine
479-27-6

naphthalene-1,8-diamine

A

solvent orange 60
6925-69-5

solvent orange 60

B

N,N'-(1,8-naphthylene)bisphthalisoimide

N,N'-(1,8-naphthylene)bisphthalisoimide

Conditions
ConditionsYield
With triethylamine In acetonitrile for 0.0833333h; Ambient temperature;A n/a
B 65%
1-amino-8-bromonaphthalene
62456-34-2

1-amino-8-bromonaphthalene

potassium phtalimide
1074-82-4

potassium phtalimide

solvent orange 60
6925-69-5

solvent orange 60

Conditions
ConditionsYield
With copper(l) iodide In N,N-dimethyl-formamide at 130℃; for 0.25h;57%
2--benzoic acid

2--benzoic acid

solvent orange 60
6925-69-5

solvent orange 60

Conditions
ConditionsYield
at 185℃;
at 185℃;
4-(di-naphthalene-2-yl-amino)-phenylboronic acid
1232102-18-9

4-(di-naphthalene-2-yl-amino)-phenylboronic acid

solvent orange 60
6925-69-5

solvent orange 60

C44H29N3

C44H29N3

Conditions
ConditionsYield
Stage #1: solvent orange 60 With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: 4-(di-naphthalene-2-yl-amino)-phenylboronic acid With potassium carbonate In toluene at 110℃; for 5h;
86%
(4-(di(naphthalene-1-yl)amine)phenyl)boronic acid
889657-98-1

(4-(di(naphthalene-1-yl)amine)phenyl)boronic acid

solvent orange 60
6925-69-5

solvent orange 60

C44H29N3

C44H29N3

Conditions
ConditionsYield
Stage #1: solvent orange 60 With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: (4-(di(naphthalene-1-yl)amine)phenyl)boronic acid With potassium carbonate In toluene at 110℃; for 5h;
84%
solvent orange 60
6925-69-5

solvent orange 60

4-(diphenylamino)phenyl boronic acid
201802-67-7

4-(diphenylamino)phenyl boronic acid

C36H25N3

C36H25N3

Conditions
ConditionsYield
Stage #1: solvent orange 60 With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: 4-(diphenylamino)phenyl boronic acid With potassium carbonate In toluene at 110℃; for 5h;
82%
methyl magnesium iodide
917-64-6

methyl magnesium iodide

diethyl ether
60-29-7

diethyl ether

solvent orange 60
6925-69-5

solvent orange 60

10-oxy-10-methyl-phthaloperine

10-oxy-10-methyl-phthaloperine

hydrogenchloride
7647-01-0

hydrogenchloride

solvent orange 60
6925-69-5

solvent orange 60

2--benzoic acid

2--benzoic acid

solvent orange 60
6925-69-5

solvent orange 60

acetic acid
64-19-7

acetic acid

zinc dust

zinc dust

di--ether

di--ether

solvent orange 60
6925-69-5

solvent orange 60

acetic acid
64-19-7

acetic acid

x.x-dibromo-phthaloperinone-(10)

x.x-dibromo-phthaloperinone-(10)

Conditions
ConditionsYield
beim Bromieren;
solvent orange 60
6925-69-5

solvent orange 60

nitric acid
7697-37-2

nitric acid

x.x-dinitro-phthaloperinone-(10)

x.x-dinitro-phthaloperinone-(10)

solvent orange 60
6925-69-5

solvent orange 60

Reaxys ID: 32394263

Reaxys ID: 32394263

Reaxys ID: 32394254

Reaxys ID: 32394254

Conditions
ConditionsYield
Stage #1: solvent orange 60 With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: With potassium carbonate at 110℃; for 5h;

6925-69-5Downstream Products

6925-69-5Relevant articles and documents

-

Rogovik et al.

, (1969)

-

Understanding the influence of geometric and electronic structure on the excited state dynamical and photoredox properties of perinone chromophores

Castellano, Felix N.,Chakraborty, Arnab,Favale, Joseph M.,Garakyaraghi, Sofia,Palmer, Jonathan R.,Pemberton, Barry C.,Valchar, Mary Katharine,Wells, Kaylee A.,Yarnell, James E.

, p. 24200 - 24210 (2021/11/16)

In this work, a series of eight similarly structured perinone chromophores were synthesized and photophysically characterized to elucidate the electronic and structural tunability of their excited state properties, including excited state redox potentials and fluorescence lifetimes/quantum yields. Despite their similar structure, these chromophores exhibited a broad range of visible absorption properties, quantum yields, and excited state lifetimes. In conjunction with static and time-resolved spectroscopies from the ultrafast to nanosecond time regimes, time-dependent computational modeling was used to correlate this behavior to the relationship between non-radiative decay and the energy-gap law. Additionally, the ground and excited state redox potentials were calculated and found to be tunable over a range of 1 V depending on the diamine or anhydride used in their synthesis (Ered* = 0.45-1.55 V;Eox* = ?0.88 to ?1.67 V), which is difficult to achieve with typical photoredox-active transition metal complexes. These diverse chromophores can be easily prepared, and with their range of photophysical tunability, will be valuable for future use in photofunctional applications.

Highly selective colorimetric fluorescence sensor for Cu2+: Cation-induced 'switching on' of fluorescence due to excited state internal charge transfer in the red/near-infrared region of emission spectra

Goswami, Shyamaprosad,Sen, Debabrata,Das, Nirmal Kumar,Hazra, Giridhari

scheme or table, p. 5563 - 5566 (2010/10/19)

A 1,8-naphthalimide-based colorimetric fluorescence perinone dye, receptor 1 is reported herein for the selective detection of Cu2+ over the other heavy and transition metal ions. Receptor 1 shows a strong colorimetric change from orange to purple and a dramatic enhancement of fluorescence intensity due to cation-induced excited state internal charge transfer during the sensing event, that is, a dual optical response that would facilitate naked-eye detection of Cu2+.

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