Conditions | Yield |
---|---|
With hydrogenchloride; tin anschliessendes Behandeln mit wss. NaOCl bei -5grad bis -3grad; |
2,6-dibromo-1,4-benzoquinone
2,6-Dibrom-1,4-benzochinon-4-chlorimin
Conditions | Yield |
---|---|
With sodium hypochlorite; ammonia |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hypochlorite at 0℃; | |
With sodium hydroxide; chlorine |
2,6-dibromo-1,4-benzoquinone
ammonia
2,6-Dibrom-1,4-benzochinon-4-chlorimin
2,6-dibromo-1,4-benzoquinone
glycine
2,6-Dibrom-1,4-benzochinon-4-chlorimin
2,6-Dibrom-1,4-benzochinon-4-chlorimin
Conditions | Yield |
---|---|
With water; calcium chloride |
water
4-amino-2,6-dibromo-phenol; hydrochloride
2,6-Dibrom-1,4-benzochinon-4-chlorimin
Conditions | Yield |
---|---|
at 0℃; |
Conditions | Yield |
---|---|
at 20℃; for 1h; | 76% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In acetic acid at 20℃; for 1h; | 15.9% |
8-quinolinol
2,6-Dibrom-1,4-benzochinon-4-chlorimin
4-(8-acetoxy-[5]quinolylimino)-2,6-dibromo-cyclohexa-2,5-dienone
Conditions | Yield |
---|---|
With 1,4-dioxane; sodium carbonate Behandeln des Reaktionsprodukts mit Acetanhydrid und Pyridin; |
2-methyl-8-quinolinol
2,6-Dibrom-1,4-benzochinon-4-chlorimin
acetic anhydride
4-(8-acetoxy-2-methyl-[5]quinolylimino)-2,6-dibromo-cyclohexa-2,5-dienone
Conditions | Yield |
---|---|
With 1,4-dioxane; water; sodium carbonate Reagens 4: Pyridin; |
2,6-Dibrom-1,4-benzochinon-4-chlorimin
potassium ethyl xanthogenate
2,6-dibromo-[1,4]benzoquinon-4-(S-ethoxythiocarbonyl-thio oxime )
Conditions | Yield |
---|---|
With sodium hydroxide; diethyl ether; water man reduziert die entstandene Verbindung durch Eintragen von Traubenzucker in die alkalische Loesung; Einleiten von Schwefeldioxid; |
2,6-Dibrom-1,4-benzochinon-4-chlorimin
N,N-dimethyl-aniline
2,6-dibromo-[1,4]benzoquinone-4-(4-dimethylamino-phenylimine)
Conditions | Yield |
---|---|
With ethanol at 30℃; |
2,6-Dibrom-1,4-benzochinon-4-chlorimin
2-Phenylphenol
2,6-dibromo-[1,4]benzoquinon-4-(6-acetoxy-biphenyl-3-ylimine)
Conditions | Yield |
---|---|
With 1,4-dioxane; sodium carbonate anschliessend mit Acetanhydrid; |
2,6-Dibrom-1,4-benzochinon-4-chlorimin
phenol
2,6-dibromophenolindophenol
Conditions | Yield |
---|---|
in mit Borax gepufferter Loesung; |
2,6-Dibrom-1,4-benzochinon-4-chlorimin
phenol
2,6-dibromophenolindophenol sodium salt
Conditions | Yield |
---|---|
With ethanol in alkal. Loesung; |
2,6-Dibrom-1,4-benzochinon-4-chlorimin
trazodone
Conditions | Yield |
---|---|
In methanol; chloroform at 20℃; for 1h; |
Conditions | Yield |
---|---|
In methanol at 60℃; for 0.75h; |
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
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. |
Reported in EPA TSCA Inventory.
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 NOx.
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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