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Name	2,6-Dibromoquinone-4-chloroimide	EINECS	208-667-1
CAS No.	537-45-1	Density	2.18 g/cm³
PSA	29.43000	LogP	2.72150
Solubility	N/A	Melting Point	76-84 °C
Formula	C₆H₂Br₂ClNO	Boiling Point	295.9 °C at 760 mmHg
Molecular Weight	299.349	Flash Point	132.8 °C
Transport Information	N/A	Appearance	yellow to ochre-colored powder
Safety	36/37	Risk Codes	5-20/21
Molecular Structure		Hazard Symbols	Xn
Synonyms	p-Benzoquinoneimine, 2,6-dibromo-N-chloro- (6CI,7CI);2,6-Dibromo-1,4-benzoquinone-4-chlorimide;2,6-Dibromo-N-chloro-p-benzoquinoneimine;2,6-Dibromoquinone chlorimide;4-(Chloroimino)-2,6-dibromo-2,5-cyclohexadien-1-one;BQC reagent;N-Chloro-2,6-dibromoquinoneimine;NSC 528;

2,6-Dibromoquinone-4-chloroimide Synthetic route

: 99-28-5
2,6-dibromo-4-nitrophenol

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

Conditions

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

: 19643-45-9
2,6-dibromo-1,4-benzoquinone

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

Conditions

Conditions	Yield
With sodium hypochlorite; ammonia

: 609-21-2
2,6-dibromo-4-aminophenol

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

Conditions

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

: 19643-45-9
2,6-dibromo-1,4-benzoquinone

: 7664-41-7
ammonia

sodium hypochlorite: sodium hypochlorite

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

: 19643-45-9
2,6-dibromo-1,4-benzoquinone

: 56-40-6
glycine

sodium hypochlorite: sodium hypochlorite

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

tin double salt of 2.6-dibromo-4-amino-phenol: tin double salt of 2.6-dibromo-4-amino-phenol

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

Conditions

Conditions	Yield
With water; calcium chloride

: 609-21-2
2,6-dibromo-4-aminophenol

calcium chloride: calcium chloride

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

: 7732-18-5
water

: 56967-16-9
4-amino-2,6-dibromo-phenol; hydrochloride

sodium hypochlorite: sodium hypochlorite

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

Conditions

Conditions	Yield
at 0℃;

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

: 83891-03-6
norfluoxetine

: C6H2Br2ClNO*C16H16F3NO

Conditions

Conditions	Yield
at 20℃; for 1h;	76%

: 494-19-9
9,10-dihydrodibenzazepine

: 537-45-1
2,6-Dibrom-1,4-benzochinon-4-chlorimin

: 2,6-Dibrom-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;	15.9%

2,6-Dibromoquinone-4-chloroimide Chemical Properties

IUPAC Name: 2,6-Dibromo-N-chloroquinonimine
Synonyms of 2,6-Dibromo-N-chloroquinonimine (CAS NO.537-45-1): 2,5-Cyclohexadien-1-one, 2,6-dibromo-4- (chloroimino)- ; 2, 6-Dibromo-p-benzoquinone-4-chlorimine ; 2, 6-Dibromoquinone-4-chloroimide ; 2,5-Cyclohexadien-1-one, 2,6-dibromo-4-(chloroimino)- ; 2,6-Dibromo-4-(chloroimino)-2,5-cyclohexadien-1-one
CAS NO: 537-45-1
Molecular Formula: C₆H₂Br₂ClNO
Molecular Weight: 299.35
Molecular Structure:
EINECS: 208-667-1
H bond acceptors: 11
H bond donors: 5
Freely Rotating Bonds: 7
Polar Surface Area: 158.3 Å²
Molar Refractivity: 97.126 cm³
Molar Volume: 230.677 cm³
Surface Tension: 80.44 dyne/cm
Index of Refraction: 1.671
Density: 2.18 g/ml
Flash Point: 132.8°C
Boiling Point: 295.9°C
Melting Point: 81-83°C
Storage temp: 2-8°C
Appearance: yellow to ochre-colored powder or fine
SMILES: O=C(N/C2=N/C(=O)c1ncn(c1N2)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)CO)Cc4ccccc4
InChI: InChI=1/C18H19N5O6/c24-7-10-13(26)14(27)17(29-10)23-8-19-12-15(23)21-18(22-16(12)28)20-11(25)6-9-4-2-1-3-5-9/h1-5,8,10,13-14,17,24,26-27H,6-7H2,(H2,20,21,22,25,28)/t10-,13-,14-,17-/m1/s1 Copy
InChIKey: IRSCBAKCFOLZNC-IWCJZZDYBW
Std. InChI: InChI=1S/C18H19N5O6/c24-7-10-13(26)14(27)17(29-10)23-8-19-12-15(23)21-18(22-16(12)28)20-11(25)6-9-4-2-1-3-5-9/h1-5,8,10,13-14,17,24,26-27H,6-7H2,(H2,20,21,22,25,28)/t10-,13-,14-,17-/m1/s1
Std. InChIKey: IRSCBAKCFOLZNC-IWCJZZDYSA-N

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

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	63mg/kg (63mg/kg)		Journal of Medicinal Chemistry. Vol. 21, Pg. 11, 1978.
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 21, 1953.

2,6-Dibromoquinone-4-chloroimide Consensus Reports

Reported in EPA TSCA Inventory.

2,6-Dibromoquinone-4-chloroimide Safety Profile

Safety information of 2,6-Dibromo-N-chloroquinonimine (CAS NO.537-45-1):
Hazard Codes Xn
Risk Statements: 5-20/21
5: Heating may cause an explosion
20/21: Harmful by inhalation and in contact with skin
Safety Statements: 36/37
36/37: Irritating to eyes and respiratory system
WGK Germany: 3
RTECS GU5435000
F 4.4Poison by intraperitoneal route. A storage hazard. May explode at room temperature. Explodes when heated above 50°C. When heated to decomposition it emits very toxic fumes of Br⁻, Cl⁻, and NO_x.

2,6-Dibromoquinone-4-chloroimide Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4°C/39°F.)

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