2,6-Dichloroquinone-4-chloroimide supplier

Name
2,6-Dichloroquinone-4-chloroimide
EINECS 202-937-2
CAS No. 101-38-2
Article Data11
CAS DataBase
Density 1.61 g/cm³
Solubility insoluble in water
Melting Point 65-67 °C(lit.)
Formula C₆H₂Cl₃NO
Boiling Point 262.3 °C at 760 mmHg
Molecular Weight 210.447
Flash Point 104.3 °C
Transport Information UN 3224
Appearance yellow crystals
Safety 15-26-36/37/39-33-16-36
Risk Codes 5-11-36/37/38-20/22-2
Molecular Structure
Hazard Symbols F, Xi, Xn, E
Synonyms p-Benzoquinoneimine, N,2,6-trichloro- (6CI,7CI);2,6-Dichloro-4-(chloroimino)cyclohexa-2,5-dienone;2,6-Dichloro-4-N-chloroquinonimine;2,6-Dichloro-4-chloroimino-2,5-cyclohexadien-1-one;2,6-Dichloro-p-benzoquinone-4-chlorimide;2,6-DichlorobenzoquinoneN-chloroimine;2,6-Dichlorobenzoquinone chloroimide;2,6-Dichlorobenzoquinone-4-chloroimine;2,6-Dichloroquinone chloroimide;2,6-Dichloroquinone-4-chloroimide;2,6-Dichloroquinonechloroimine;Gibbs'reagent;N,2,6-Trichloro-p-benzoquinoneimine;N,2,6-Trichloro-p-benzoquinonimine;N,2,6-Trichlorobenzoquinone imine;NSC6293;Named reagents and solutions, Gibbs';
PSA 29.43000
LogP 2.40930

Synthetic route

: 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

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

: 88-06-2
2,4,6-Trichlorophenol

A: 101-38-2
2,6-dichloroquinone-4-chloroimide

B: 20244-55-7
2,4,4,6-tetrachlorocyclohexa-2,5-dien-1-one

C: 697-91-6
2,6-dichloro-1,4-benzoquinone

Conditions

Conditions	Yield
With NHCl2 In 1,2-dimethoxyethane; water pH=6; Product distribution;	A 32% B 48% C 20%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: 101-38-2
2,6-dichloroquinone-4-chloroimide

Conditions

Conditions	Yield
With hydrogenchloride; tin anschliessendes Behandeln mit wss. NaOCl bei -5grad bis -3grad;

: 5930-28-9
4-amino-2,6-dichlorophenol

: 101-38-2
2,6-dichloroquinone-4-chloroimide

Conditions

Conditions	Yield
With hydrogenchloride; sodium hypochlorite at 0℃;
With sodium hydroxide; chlorine
With hydrogenchloride; sodium hypochlorite In water

: 7647-01-0
hydrogenchloride

: 5930-28-9
4-amino-2,6-dichlorophenol

calcium chloride: calcium chloride

: 101-38-2
2,6-dichloroquinone-4-chloroimide

...Expand

hydrochloride of 2.6-dichloro-4-amino-phenol: hydrochloride of 2.6-dichloro-4-amino-phenol

: 101-38-2
2,6-dichloroquinone-4-chloroimide

Conditions

Conditions	Yield
With hydrogenchloride; calcium chloride

: 5930-28-9
4-amino-2,6-dichlorophenol

sodium hypochlorite: sodium hypochlorite

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 106-49-0
p-toluidine

: C7H9N*C6H2Cl3NO

Conditions

Conditions	Yield
In ethanol at 20℃; for 0.25h;	91%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 371-41-5
4-Fluorophenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	78%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 83891-03-6
norfluoxetine

: C6H2Cl3NO*C16H16F3NO

Conditions

Conditions	Yield
at 20℃; for 1h;	71%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 5930-28-9
4-amino-2,6-dichlorophenol

Conditions

Conditions	Yield
With ascorbic acid In water; acetone for 0.05h; Ambient temperature;	68%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 119-93-7
o-tolidin

: C14H16N2*C6H2Cl3NO

Conditions

Conditions	Yield
In ethanol at 20℃; for 0.25h;	67%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 18979-50-5
4-propoxyphenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	65%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 150-76-5
4-methoxy-phenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	64%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 622-62-8
4-Ethoxyphenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	63%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 831-82-3
4-Phenoxyphenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	63%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 122-94-1
4-n-butoxyphenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	62%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 108-95-2
phenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	60%
With alkali

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 106-48-9
4-chloro-phenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	55%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 61166-04-9
3-amino-N-methylcarbazole

: 2,6-Dichloro-N-(9-methyl-3-carbazolyl)-N'-(9-methyl-3-carbazolylamino)quinonediimine

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	54%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 100-01-6
4-nitro-aniline

: 2,6-dichloro-4-[(4-nitro-phenyl)-hydrazono]-cyclohexa-2,5-dienone

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	54%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 106-41-2
4-bromo-phenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	52%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 540-38-5
4-Iodophenol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	45%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 75-04-7
ethylamine

: 2,6-dichloro-4-(ethyl-hydrazono)-cyclohexa-2,5-dienone

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	45%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 104-94-9
4-methoxy-aniline

A: 2,6-dichloro-4-[(4-methoxy-phenyl)-hydrazono]-cyclohexa-2,5-dienone

B: 2,6-Dichloro-N-(4-methoxyphenyl)-N'-(4-methoxyphenylamino)quinonediimine

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	A 35% B 38%

...Expand

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 91-59-8
naphthalen-2-ylamine

: 2,6-dichloro-4-(naphthalen-2-yl-hydrazono)-cyclohexa-2,5-dienone

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	37%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 62-53-3
aniline

A: 2,6-dichloro-4-(phenyl-hydrazono)-cyclohexa-2,5-dienone

B: 2,6-Dichloro-N-phenyl-N'-phenylaminoquinonediimine

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	A 36% B 32%

...Expand

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 106-49-0
p-toluidine

: 2,6-dichloro-4-(p-tolyl-hydrazono)-cyclohexa-2,5-dienone

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	34%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 100-61-8
N-methylaniline

: 2,6-Dichlor-4-[(4-methylaminophenyl)imino]-cyclohexa-2,5-dienon

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane at 20℃; for 2h;	25.1%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 134-32-7
1-amino-naphthalene

: 2,6-dichloro-4-(naphthalen-1-yl-hydrazono)-cyclohexa-2,5-dienone

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	25%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 95-64-7
4-amino-o-xylene

: 2,6-dichloro-4-[(3,4-dimethyl-phenyl)-hydrazono]-cyclohexa-2,5-dienone

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; Substitution;	24%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 106-44-5
p-cresol

: 537-14-4
dichlorophenolindophenol

Conditions

Conditions	Yield
With borate buffer In ethanol for 2h;	18%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

A: 5,7-dichloro-6H-1,2,3-benzodithiazol-6-one

B: 4,5,7-trichloro-6H-1,2,3-benzodithiazol-6-one

Conditions

Conditions	Yield
With disulfur dichloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 4℃; for 72h;	A 10% B 7%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 494-19-9
9,10-dihydrodibenzazepine

: 2,6-Dichlor-4-(5H-10,11-dihydrodibenzo[b,f]azepin-2-ylimino)-cyclohexa-2,5-dien-1-on

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetic acid at 20℃; for 1h;	6.3%

: 148-24-3
8-quinolinol

: 101-38-2
2,6-dichloroquinone-4-chloroimide

: 109817-87-0
4-(8-acetoxy-[5]quinolylimino)-2,6-dichloro-cyclohexa-2,5-dienone

Conditions

Conditions	Yield
With 1,4-dioxane Behandeln des Reaktionsprodukts mit Acetanhydrid und Pyridin;

2,6-Dichloroquinone-4-chloroimide Chemical Properties

IUPAC Name: 2,6-Dichloroquinone-4-chloroimide
The MF of 2,6-Dichloroquinone-4-chloroimide (101-38-2) is C₆H₂Cl₃NO.

The MW of 2,6-Dichloroquinone-4-chloroimide (101-38-2) is 210.45.
Synonyms of 2,6-Dichloroquinone-4-chloroimide (101-38-2): 2,6-Dichloro-4-benzoquinone 4-chlorimine ; 2,5-Cyclohexadien-1-one, 2,6-dichloro-4-(chloroimino)- ; 2,6-Dichloro-4-(chloroimino)-2,5-cyclohexadien-1-one ; N,2,6-Trichloro-p-quinoneimine Product Categories: Anthraquinones, Hydroquinones and Quinones
Index of Refraction: 1.612
Form: yellow crystals
EINECS: 202-937-2
Density: 1.61 g/ml
Flash Point: 104.3 °C
Boiling Point: 262.3 °C
Melting Point: 67 °C
Water Solubility: Insoluble
Stability: Stable
Merck: 4421

2,6-Dichloroquinone-4-chloroimide Toxicity Data With Reference

1.		ipr-mus LD50:20 mg/kg		JMCMAR Journal of Medicinal Chemistry. 21 (1978),11.
2.		ivn-mus LD50:56 mg/kg		CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00254 .

2,6-Dichloroquinone-4-chloroimide Consensus Reports

Reported in EPA TSCA Inventory.

2,6-Dichloroquinone-4-chloroimide Safety Profile

Poison by intraperitoneal and intravenous routes. A storage hazard. It may explode at room temperature. When heated to decomposition it emits very toxic fumes of Cl⁻ and NO_x.
Safety information of 2,6-Dichloroquinone-4-chloroimide (101-38-2):
Hazard Codes F,Xi,Xn,E
Risk Statements
5 Heating may cause an explosion
11 Highly Flammable
36/37/38 Irritating to eyes, respiratory system and skin
20/22 Harmful by inhalation and if swallowed
Safety Statements
15 Keep away from heat
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39 Wear suitable protective clothing, gloves and eye/face protection
33 Take precautionary measures against static discharges
16 Keep away from sources of ignition - No smoking
36 Wear suitable protective clothing
RIDADR UN 3224 4.1
WGK Germany 3
RTECS GU5470000
F 21

Product Name

2,6-Dichloroquinone-4-chloroimide

Synthetic route

2,6-Dichloroquinone-4-chloroimide Chemical Properties

2,6-Dichloroquinone-4-chloroimide Toxicity Data With Reference

2,6-Dichloroquinone-4-chloroimide Consensus Reports

2,6-Dichloroquinone-4-chloroimide Safety Profile

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