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| CAS No.: | 4640-41-9 |
|---|---|
| Name: | dichloro-3,6-dihydroxybenzene-1,2-dicarbonitrile |
| Molecular Structure: | |
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|
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| Formula: | C8H2Cl2N2O2 |
| Molecular Weight: | 229.022 |
| Synonyms: | 2,3-dichloro-5,6-dicyanoquinol; 4,5-dichloro-3,6-dihydroxybenzene-1,2-dicarbonitrile |
| Density: | 1.8g/cm3 |
| Boiling Point: | 365.8°Cat760mmHg |
| Flash Point: | 175°C |
| PSA: | 88.04000 |
| LogP: | 2.14796 |

1,1-di(thiophen-2-yl)ethan-1-ol


2,3-dicyano-5,6-dichloro-p-benzoquinone

A

2,3-dichloro-5,6-dicyanohydroquinone

B

7,8-Dichloro-6,9-dioxo-4-thiophen-2-yl-6,9-dihydro-naphtho[2,1-b]thiophene-5a,9a-dicarbonitrile

| Conditions | Yield |
|---|---|
| In dichloromethane for 0.25h; Ambient temperature; | A n/a B 97% |


| Conditions | Yield |
|---|---|
| With sodium disulfite | 97% |
| With sodium hydrogencarbonate In water; toluene | 97% |
| With 5,6-O-isopropylidene-L-ascorbic acid In 1,2-dimethoxyethane for 6h; UV-irradiation; | 96% |

3,4-dihydro-2H-pyran


2,3-dicyano-5,6-dichloro-p-benzoquinone


2,3-dichloro-5,6-dicyanohydroquinone

| Conditions | Yield |
|---|---|
| With oxygen; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 83℃; under 760.051 Torr; for 0.5h; Diels-Alder Cycloaddition; Reflux; | 97% |

C17H16


2,3-dicyano-5,6-dichloro-p-benzoquinone

A

2,3-dichloro-5,6-dicyanohydroquinone

B

7-(o,o'-biphenylene)-3,4-dichloro-1,6-dicyano-9-methylbicyclo<4.4.0>deca-3,8-diene-2,5-dione

| Conditions | Yield |
|---|---|
| In benzene for 12h; Heating; | A 96% B 78% |


7-Thiophen-2-yl-3a,6-dihydro-benzo[b]thiophene-4,4,5,5-tetracarbonitrile


2,3-dicyano-5,6-dichloro-p-benzoquinone

A

2,3-dichloro-5,6-dicyanohydroquinone

B

7-Thiophen-2-yl-benzo[b]thiophene-4,4,5,5-tetracarbonitrile

| Conditions | Yield |
|---|---|
| In dichloromethane for 0.0833333h; | A n/a B 96% |


1-cyclopropyl-1-methyldibenzospiro<2.4>heptane


2,3-dicyano-5,6-dichloro-p-benzoquinone

A

9-methylene-fluorene

B

2,3-dichloro-5,6-dicyanohydroquinone

C

7-(o,o'-biphenylene)-3,4-dichloro-1,6-dicyano-9-cyclopropylbicyclo<4.4.0>deca-3,8-diene-2,4-dione

| Conditions | Yield |
|---|---|
| In benzene Ambient temperature; | A 19% B 93% C 56% |


A

methyl (E)-oct-2-enoate

B

(E)-methyl oct-3-enoate

C

2,3-dichloro-5,6-dicyanohydroquinone

D

methyl (Z)-oct-3-enoate

| Conditions | Yield |
|---|---|
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 60℃; for 20h; Yields of byproduct given; | A 76% B n/a C 86% D n/a |
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 60℃; for 20h; Yield given; | A 76% B n/a C 86% D n/a |


C12H16O3


2,3-dicyano-5,6-dichloro-p-benzoquinone

A

2,3-dichloro-5,6-dicyanohydroquinone

B

2,4,5-trimethoxy cinnamaldehyde

| Conditions | Yield |
|---|---|
| With acetic acid In 1,4-dioxane for 0.5h; Sonication; | A n/a B 85% |


(S)-4-(3,4-dimethoxybenzyl)oxazolidin-2-one


formic acid


2,3-dicyano-5,6-dichloro-p-benzoquinone

B

2,3-dichloro-5,6-dicyanohydroquinone

| Conditions | Yield |
|---|---|
| In water at 60℃; for 3h; | A 84% B n/a |


A

2,3-dichloro-5,6-dicyanohydroquinone

B

(Z)-Methyl 3-phenyl-2-pentenoate

C

methyl (E)-3-phenyl-2-pentenoate

| Conditions | Yield |
|---|---|
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran for 6h; Heating; Yield given. Yields of byproduct given; | A 82% B n/a C n/a D 48% |
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran for 6h; Heating; Yield given; | A 82% B n/a C n/a D 48% |
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran for 6h; Heating; Yields of byproduct given; | A 82% B 48% C n/a D n/a |
