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942-06-3

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942-06-3 Usage

Chemical Properties

Light grey to pale blue powder

Check Digit Verification of cas no

The CAS Registry Mumber 942-06-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,4 and 2 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 942-06:
(5*9)+(4*4)+(3*2)+(2*0)+(1*6)=73
73 % 10 = 3
So 942-06-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H2Cl2O3/c9-5-1-3-4(2-6(5)10)8(12)13-7(3)11/h1-2H

942-06-3 Well-known Company Product Price

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  • Aldrich

  • (334723)  4,5-Dichlorophthalicanhydride  98%

  • 942-06-3

  • 334723-5G

  • 796.77CNY

  • Detail
  • Aldrich

  • (334723)  4,5-Dichlorophthalicanhydride  98%

  • 942-06-3

  • 334723-25G

  • 2,726.10CNY

  • Detail

942-06-3SDS

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 4,5-DICHLOROPHTHALIC ANHYDRIDE

1.2 Other means of identification

Product number -
Other names 4,5-Dichlor-phthalsaeure-anhydrid

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:942-06-3 SDS

942-06-3Synthetic route

4,5-dichlorophthalic acid
56962-08-4

4,5-dichlorophthalic acid

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

Conditions
ConditionsYield
With acetyl chloride for 2h; Reflux;100%
With acetic anhydride for 2h; Heating;97%
With acetic anhydride at 165℃; for 5h;96%
4,5-dichlorotetrahydrophthalic anhydride

4,5-dichlorotetrahydrophthalic anhydride

1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

Conditions
ConditionsYield
99.6%
benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

Conditions
ConditionsYield
With alkaline solution; chlorine in Gegenwart von Antimon-Salzen;
phthalic anhydride
85-44-9

phthalic anhydride

A

4-chlorophthalic anhydride
118-45-6

4-chlorophthalic anhydride

B

3-chlorophthalic anhydride
117-21-5

3-chlorophthalic anhydride

C

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

D

4,6-dichloroisobenzofuran-1,3-diketone
51971-64-3

4,6-dichloroisobenzofuran-1,3-diketone

Conditions
ConditionsYield
With chlorine at 390℃; Product distribution; var. temp, var. conc. of Cl2;
With chlorine at 420℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With chlorine at 390℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
phthalic anhydride
85-44-9

phthalic anhydride

sulfuric acid
7664-93-9

sulfuric acid

iodine
7553-56-2

iodine

chlorine
7782-50-5

chlorine

A

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

B

3,6-dichlorophthalic anhydride
4466-59-5

3,6-dichlorophthalic anhydride

C

3,4-dichlorophthalic anhydride
56962-07-3

3,4-dichlorophthalic anhydride

Conditions
ConditionsYield
at 40 - 60℃;
4,5-dichlorotetrahydrophthalic anhydride

4,5-dichlorotetrahydrophthalic anhydride

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

Conditions
ConditionsYield
With bromine In 1,2,3-trichlorobenzene
4,5-dichlorophthalic acid
56962-08-4

4,5-dichlorophthalic acid

A

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

B

6,7-dichlorobenzo[d][1,2]dioxine-1,4-dione

6,7-dichlorobenzo[d][1,2]dioxine-1,4-dione

Conditions
ConditionsYield
With sodium percarbonate In dichloromethane for 24h; Inert atmosphere; Overall yield = 56 %; Overall yield = 12 g;
methanol
67-56-1

methanol

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

4,5-dichloro-2-methoxycarbonyl benzoic acid
145303-69-1

4,5-dichloro-2-methoxycarbonyl benzoic acid

Conditions
ConditionsYield
With sodium methylate100%
for 18h; Reflux;87%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

4,5-dichlorophthalimide
15997-89-4

4,5-dichlorophthalimide

Conditions
ConditionsYield
With formamide at 180 - 190℃;100%
With formamide for 3h; Heating;98%
With formamide for 0.0666667h; microwave irradiation;96%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

4,5-dichloro-2-methoxycarbonyl benzoic acid
145303-69-1

4,5-dichloro-2-methoxycarbonyl benzoic acid

Conditions
ConditionsYield
Stage #1: 4,5-dichlorophthalic anhydride With sodium methylate In methanol for 12h; Heating / reflux;
Stage #2: With hydrogenchloride In methanol; water
99.5%
Stage #1: 4,5-dichlorophthalic anhydride With sodium methylate In methanol for 12h; Heating / reflux;
Stage #2: With hydrogenchloride In methanol; water
99.5%
In methanol
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

4,5-dichlorobenzene-1,2-dimethanol
24006-92-6

4,5-dichlorobenzene-1,2-dimethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃;98%
With lithium aluminium tetrahydride In tetrahydrofuran for 2.5h; Reflux;81%
With lithium aluminium tetrahydride In tetrahydrofuran for 5h; Cooling with ice; Reflux;57%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

2,6-diisopropylbenzenamine
24544-04-5

2,6-diisopropylbenzenamine

C20H19Cl2NO2

C20H19Cl2NO2

Conditions
ConditionsYield
With acetic acid at 120℃; for 8h;98%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

4-amino-n-butyric acid
56-12-2

4-amino-n-butyric acid

4-(4,5-Dichlorophthalimido)butanoic acid
144631-14-1

4-(4,5-Dichlorophthalimido)butanoic acid

Conditions
ConditionsYield
In xylene for 24h; Heating;96%
With acetic acid at 100℃; for 3h;96%
2-thienyl lithium
2786-07-4

2-thienyl lithium

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

2-(2-theonyl)-4,5-dichlorobenzoic acid
143746-69-4

2-(2-theonyl)-4,5-dichlorobenzoic acid

Conditions
ConditionsYield
96%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

5'-O-(4-4'-dimethoxytrityl)thymidine
40615-39-2

5'-O-(4-4'-dimethoxytrityl)thymidine

triethylamine
121-44-8

triethylamine

triethylammonium 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-yl-(4,5-dichloro)phthalate

triethylammonium 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-yl-(4,5-dichloro)phthalate

Conditions
ConditionsYield
With dmap In pyridine for 6h;96%
With pyridine; dmap at 20℃; for 6h;96%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

4-chlorophthalic acid
89-20-3

4-chlorophthalic acid

Conditions
ConditionsYield
With aq. NaOH; zinc95%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

3,4,5-Trimethoxyaniline
24313-88-0

3,4,5-Trimethoxyaniline

5,6-dichloro-2-(3,4,5-trimethoxyphenyl)isoindoline-1,3-dione
1293923-42-8

5,6-dichloro-2-(3,4,5-trimethoxyphenyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid for 12h; Reflux;95%
3,4,5-trimethoxybenzylamine
18638-99-8

3,4,5-trimethoxybenzylamine

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

5,6-dichloro-2-(3,4,5-trimethoxybenzyl)isoindoline-1,3-dione

5,6-dichloro-2-(3,4,5-trimethoxybenzyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid for 4h; Reflux;95%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(p-methoxyphenyl)-4,5-dichlorophthalimide
93296-68-5

N-(p-methoxyphenyl)-4,5-dichlorophthalimide

Conditions
ConditionsYield
With acetic acid for 2h; Heating;93%
2-(aminoethyl)pyridine
2706-56-1

2-(aminoethyl)pyridine

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

5,6-dichloro-2-[2-(pyridin-2-yl)ethyl]isoindoline-1,3-dione
1335104-52-3

5,6-dichloro-2-[2-(pyridin-2-yl)ethyl]isoindoline-1,3-dione

Conditions
ConditionsYield
Stage #1: 2-(aminoethyl)pyridine; 4,5-dichlorophthalic anhydride With acetic acid for 6h; Reflux;
Stage #2: With sodium hydrogencarbonate
93%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

glycine
56-40-6

glycine

2-(5,6-dichloro-1,3-dioxoisoindolin-2-yl)acetic acid
111104-25-7

2-(5,6-dichloro-1,3-dioxoisoindolin-2-yl)acetic acid

Conditions
ConditionsYield
In xylene for 24h; Heating;92%
In 5,5-dimethyl-1,3-cyclohexadiene at 160℃; for 40h;92%
In 5,5-dimethyl-1,3-cyclohexadiene at 160℃; for 4h;92%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

L-cyclohexylalanine
27527-05-5

L-cyclohexylalanine

(S)-3-cyclohexyl-2-(5,6-dichloro-1,3-dioxoisoindolin-2-yl)propanoic acid
1416811-70-5

(S)-3-cyclohexyl-2-(5,6-dichloro-1,3-dioxoisoindolin-2-yl)propanoic acid

Conditions
ConditionsYield
With triethylamine In toluene Reflux; Dean-Stark;92%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

benzylamine
100-46-9

benzylamine

2-benzyl-5,6-dichloroisoindoline-1,3-dione
331420-68-9

2-benzyl-5,6-dichloroisoindoline-1,3-dione

Conditions
ConditionsYield
With acetic acid for 3h; Reflux; Inert atmosphere; Schlenk technique;92%
With acetic acid at 120℃; for 2h; Inert atmosphere; Schlenk technique;91%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

phenylhydrazine
100-63-0

phenylhydrazine

4,5-dichloro-1-phenyl-1,2-dihydropyridazine-3,6-dione

4,5-dichloro-1-phenyl-1,2-dihydropyridazine-3,6-dione

Conditions
ConditionsYield
With hydrogenchloride In water at 120℃; for 9h;92%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

pararosaniline
467-62-9

pararosaniline

4,4',4''-tris(4,5-dichlorophthalimido)tritanol
91898-84-9

4,4',4''-tris(4,5-dichlorophthalimido)tritanol

Conditions
ConditionsYield
With acetic anhydride In pyridine at 150℃; for 2h;91%
In pyridine at 80℃; for 1h; Yield given;
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

methylamine hydrochloride
593-51-1

methylamine hydrochloride

4,5-Dichloro-N-methylphthalimide
86611-81-6

4,5-Dichloro-N-methylphthalimide

Conditions
ConditionsYield
With sodium acetate In acetic acid for 1h; Heating;91%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-Ethoxycarbonyl-5,6-dichlorindan-1,3-dione
99979-36-9

2-Ethoxycarbonyl-5,6-dichlorindan-1,3-dione

Conditions
ConditionsYield
With acetic anhydride; triethylamine for 24h;91%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

(+/-)-3-chloromethyl-2-hydroxymethyl-1-methyl-2,5-dihydropyrrolium chloride
112120-07-7

(+/-)-3-chloromethyl-2-hydroxymethyl-1-methyl-2,5-dihydropyrrolium chloride

(+/-)-6,7-O,O-(4,5-Dichlorophthaloyl)synthanecine A
117424-41-6

(+/-)-6,7-O,O-(4,5-Dichlorophthaloyl)synthanecine A

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 24h; Ambient temperature;91%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

5,6-dichloro-2-(pyridin-2-yl-methyl)isoindoline-1,3-dione
332044-42-5

5,6-dichloro-2-(pyridin-2-yl-methyl)isoindoline-1,3-dione

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; 4,5-dichlorophthalic anhydride With acetic acid for 6h; Reflux;
Stage #2: With sodium hydrogencarbonate
91%
4,5-dichlorophthalic anhydride
942-06-3

4,5-dichlorophthalic anhydride

Conditions
ConditionsYield
With sodium acetate; acetic anhydride; acetic acid for 12h; Reflux;91%
With acetic acid for 4h; Reflux;
Conditions
ConditionsYield
In toluene at 120℃; for 5h;91%
With sulfuric acid In toluene at 120℃; for 5h;91%
Conditions
ConditionsYield
With sodium acetate; acetic acid for 12h; Reflux;91%
Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In toluene Dean-Stark; Reflux;91%
Conditions
ConditionsYield
With aluminium trichloride; sodium chloride at 220℃; for 1.5h; Friedel-Crafts reaction;90%
With boric acid at 190℃; beim Behandeln das Reaktionsprodukt bei 150-165grad mit 94prozentiger Schwefelsaeure;
With aluminium trichloride; sodium chloride at 200 - 220℃;
Conditions
ConditionsYield
With acetic acid; hydrazine at 70℃; Inert atmosphere;90%
Stage #1: 4,5-dichlorophthalic anhydride With hydrazine hydrate Inert atmosphere;
Stage #2: With hydrogenchloride In water for 24h; Reflux; Inert atmosphere;
84%
With hydrazine In ethanol at 20℃; for 2h; Reflux;76%

942-06-3Relevant articles and documents

High-efficiency synthesis method of halogenated 1, 3-indanedione compound

-

Paragraph 0023-0025, (2020/08/09)

The invention relates to the technical field of new material synthesis, in particular to a novel efficient synthesis method of an organic photoelectric intermediate material. The method is characterized in that the synthesis technology is simple, efficient, easy to operate and good in repeatability. The specific synthesis details are as follows: halogenated phthalic acid which is very easy to obtain in industry is used as a raw material, and a corresponding anhydride is obtained after dehydration treatment; different acid anhydrides are reacted with ethyl acetoacetate or tert-butyl acetoacetate at room temperature, and then carboxyl is mildly removed in a hydrochloric acid aqueous solution to obtain the halogenated 1, 3-indanedione compound. Simple and efficient synthesis of the organic intermediates is achieved through the method, synthesis raw materials are easy to obtain, the synthesis process is simple, the path is short, and the synthesis cost is greatly reduced.

Design, Synthesis, and Photovoltaic Characterization of a Small Molecular Acceptor with an Ultra-Narrow Band Gap

Yao, Huifeng,Cui, Yong,Yu, Runnan,Gao, Bowei,Zhang, Hao,Hou, Jianhui

supporting information, p. 3045 - 3049 (2017/03/13)

The design of narrow band gap (NBG) donors or acceptors and their application in organic solar cells (OSCs) are of great importance in the conversion of solar photons to electrons. Limited by the inevitable energy loss from the optical band gap of the photovoltaic material to the open-circuit voltage of the OSC device, the improvement of the power conversion efficiency (PCE) of NBG-based OSCs faces great challenges. A novel acceptor–donor–acceptor structured non-fullerene acceptor is reported with an ultra-narrow band gap of 1.24 eV, which was achieved by an enhanced intramolecular charge transfer (ICT) effect. In the OSC device, despite a low energy loss of 0.509 eV, an impressive short-circuit current density of 25.3 mA cm?2 is still recorded, which is the highest value for all OSC devices. The high 10.9 % PCE of the NBG-based OSC demonstrates that the design and application of ultra-narrow materials have the potential to further improve the PCE of OSC devices.

Efficient Semitransparent Organic Solar Cells with Tunable Color enabled by an Ultralow-Bandgap Nonfullerene Acceptor

Cui, Yong,Yang, Chenyi,Yao, Huifeng,Zhu, Jie,Wang, Yuming,Jia, Guoxiao,Gao, Feng,Hou, Jianhui

, (2017/10/18)

Semitransparent organic solar cells (OSCs) show attractive potential in power-generating windows. However, the development of semitransparent OSCs is lagging behind opaque OSCs. Here, an ultralow-bandgap nonfullerene acceptor, “IEICO-4Cl”, is designed and synthesized, whose absorption spectrum is mainly located in the near-infrared region. When IEICO-4Cl is blended with different polymer donors (J52, PBDB-T, and PTB7-Th), the colors of the blend films can be tuned from purple to blue to cyan, respectively. Traditional OSCs with a nontransparent Al electrode fabricated by J52:IEICO-4Cl, PBDB-T:IEICO-4Cl, and PTB7-Th:IEICO-4Cl yield power conversion efficiencies (PCE) of 9.65 ± 0.33%, 9.43 ± 0.13%, and 10.0 ± 0.2%, respectively. By using 15 nm Au as the electrode, semitransparent OSCs based on these three blends also show PCEs of 6.37%, 6.24%, and 6.97% with high average visible transmittance (AVT) of 35.1%, 35.7%, and 33.5%, respectively. Furthermore, via changing the thickness of Au in the OSCs, the relationship between the transmittance and efficiency is studied in detail, and an impressive PCE of 8.38% with an AVT of 25.7% is obtained, which is an outstanding value in the semitransparent OSCs.

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