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697-91-6

Basic Information
CAS No.: 697-91-6
Name: 2,6-Dichloro-1,4-benzoquinone
Article Data: 82
Molecular Structure:
Molecular Structure of 697-91-6 (2,6-Dichloro-1,4-benzoquinone)
Formula: C6H2 Cl2 O2
Molecular Weight: 176.987
Synonyms: Quinone,2,6-dichloro- (3CI); p-Benzoquinone, 2,6-dichloro- (8CI);2,6-Dichloro-1,4-benzoquinone; 2,6-Dichloro-p-benzoquinone;2,6-Dichlorobenzoquinone; 2,6-Dichloroquinone; NSC 6211
EINECS: 211-810-0
Density: 1.56g/cm3
Melting Point: 122-124 °C(lit.)
Boiling Point: 241.5°C at 760 mmHg
Flash Point: 98.5°C
Solubility: Insoluble in water. Solubility in methanol (almost transparency).
Appearance: yellow crystalline powder
Hazard Symbols: Xi
Risk Codes: 36/37/38
Safety: Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl.
PSA: 34.14000
LogP: 1.38360
Synthetic route
88-06-2

2,4,6-Trichlorophenol

697-91-6

2,6-dichloro-1,4-benzoquinone

Conditions
ConditionsYield
With oxygen; nitric acid In methanol at 20℃; for 2h; Sealed tube;99.4%
With perchloric acid; lead dioxide In acetic acid at 25℃;78%
With potassium peroxomonosulfate; citrate-phosphate-buffer; 5,10,15,20‐tetrakis‐(4‐sulfonatophenyl)‐porphyrin‐iron(III) chloride In acetonitrile for 0.0166667h; Product distribution; Ambient temperature; variation of catalyst, solvent, reaction time, oxidant; other methoxylated arenes;
20103-10-0

2,6-dichloro-1,4-benzenediol

697-91-6

2,6-dichloro-1,4-benzoquinone

Conditions
ConditionsYield
With (phthalocyaninato)iron(II); zeolite; air In 1,4-dioxane; water at 20℃; for 6h;94%
With cis-<(bpy)2(py)RuIV(O)>2+ (bpy = 2,2'-bipyridine, py = pyridine) In water at 20℃; Rate constant; var. pH;
With iron(III) chloride
103-84-4

Acetanilid

A

697-91-6

2,6-dichloro-1,4-benzoquinone

B

6975-29-7

N-(2,4-dichlorophenyl)acetamide

C

539-03-7

N-(4-chlorophenyl)acetamide

Conditions
ConditionsYield
With hydrogenchloride; sodium chlorate In water; acetic acid at 20℃; for 5h;A 7%
B 88%
C 4%
100-66-3

methoxybenzene

A

553-82-2

1,3-dichloro-4-methoxybenzene

B

697-91-6

2,6-dichloro-1,4-benzoquinone

C

87-40-1

2,4,6-trichloroanisole

Conditions
ConditionsYield
With hydrogenchloride; sodium chlorate In water; acetic acid at 20℃; for 1h;A 86%
B 3%
C 4%
608-31-1

2,6-Dichloroaniline

A

697-91-6

2,6-dichloro-1,4-benzoquinone

B

1,5-dichloro-3-(2,6-dichloro-phenylimino)-6-imino-cyclohexa-1,4-diene; compound with perchloric acid

Conditions
ConditionsYield
With perchloric acid; cerium(III) perchlorate; cerium(IV) perchlorate Ambient temperature;A 5%
B 85%
With perchloric acid; cerium(III) perchlorate; cerium(IV) perchlorate In acetonitrile Ambient temperature;A 10%
B 80%
3336-41-2

3,5-dichloro-4-hydroxybenzoic acid

697-91-6

2,6-dichloro-1,4-benzoquinone

Conditions
ConditionsYield
With perchloric acid at 25℃; for 0.566667h; Electrochemical reaction;76%
87-65-0

2,6-Dichlorophenol

697-91-6

2,6-dichloro-1,4-benzoquinone

Conditions
ConditionsYield
With perchloric acid; lead dioxide In acetic acid at 25℃;74%
With titanium superoxide; dihydrogen peroxide; acetic acid In water at 50℃; for 2h;32%
With dihydrogen peroxide; iron(III) meso-tetra(4-sulfonatophenyl)porphyrine chloride In water at 25℃; Kinetics;
With ceric sulfate; ethylenediaminetetraacetic acid; sulfuric acid; dihydrogen peroxide In water at 25℃; pH=4;
100-66-3

methoxybenzene

A

623-12-1

4-chloromethoxybenzene

B

553-82-2

1,3-dichloro-4-methoxybenzene

C

695-99-8

2-Chloro-1,4-benzoquinone

D

697-91-6

2,6-dichloro-1,4-benzoquinone

Conditions
ConditionsYield
With hydrogenchloride; sodium chlorate In water; acetic acid at 20℃; for 12h;A 15%
B 68%
C 4%
D 1%
104-04-1

N-(4-Nitrophenyl)acetamide

A

697-91-6

2,6-dichloro-1,4-benzoquinone

B

881-87-8

N-(2-chloro-4-nitrophenyl)acetamide

Conditions
ConditionsYield
With hydrogenchloride; sodium chlorate In water; acetic acid at 20℃; for 20h;A 17%
B 58%
88-06-2

2,4,6-Trichlorophenol

A

101-38-2

2,6-dichloroquinone-4-chloroimide

B

697-91-6

2,6-dichloro-1,4-benzoquinone

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid In water for 0.75h; pH=6; Product distribution; Further Variations:; Reagents; pH-values;A 35%
B 55%
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Chemistry

IUPAC Name: 2,6-Dichlorocyclohexa-2,5-diene-1,4-dione
Product Name: 2,6-Dichloro-1,4-benzoquinone
The MF of 2,6-Dichlorocyclohexa-2,5-diene-1,4-dione (CAS NO.697-91-6) is C6H2Cl2O2.

                                        
The MW of 2,6-Dichlorocyclohexa-2,5-diene-1,4-dione (CAS NO.697-91-6) is 176.98.
Synonyms of 2,6-Dichlorocyclohexa-2,5-diene-1,4-dione (CAS NO.697-91-6): 2,6-Dichloquinone ; 2,6-Dichloro-2,5-cyclohexa-diene-1,4-dione ; 2,6-Dichloro-2,5-cyclohexadiene-1,4-dione ; 2,6-Dichloro-1,4-benzoquinone
Product Categories: Anthraquinones, Hydroquinones and Quinones;Benzoquinones;C3 to C6;Carbonyl Compounds;Ketones Form: yellow crystalline powder
Index of Refraction: 1.568  
EINECS: 211-810-0
Density: 1.56 g/ml 
Flash Point: 98.5 °C
Boiling Point: 241.5 °C
Melting Point: 122-124 °C

Toxicity Data With Reference

1.    

orl-rat LDLo:500 mg/kg

    NCNSA6    National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),20.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl.Safety information of 2,6-Dichlorocyclohexa-2,5-diene-1,4-dione (CAS NO.697-91-6):
Hazard Codes  IrritantXi
Risk Statements 
36/37/38 Irritating to eyes, respiratory system and skin
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36 Wear suitable protective clothing
WGK Germany  3
RTECS  DK4000000