4,4'-methylene-bis(N,N-dimethylaniline)
N,N-dimethyl-aniline
crystal violet
Conditions | Yield |
---|---|
With hydrogenchloride; chloranil In ethanol; water at 65℃; for 5h; Reagent/catalyst; | 95.7% |
Conditions | Yield |
---|---|
With aniline hydrochloride at 90℃; for 0.05h; Irradiation; | 86% |
Stage #1: N,N-dimethyl-aniline; 4-dimethylamino-benzaldehyde With acetic acid at 100℃; for 8h; Inert atmosphere; Stage #2: With chloranil; sodium nitrite In acetic acid at 50℃; for 12h; | 80% |
Conditions | Yield |
---|---|
With bentonitic clay for 1h; Microwave irradiation; | A 21% B 70% |
aniline
bis(p-dimethylaminophenyl)methanone
A
4,4'-bis(dimethylamino)benzhydrol
B
N-methylene>aniline
C
crystal violet
Conditions | Yield |
---|---|
Stage #1: bis(p-dimethylaminophenyl)methanone With potassium In tetrahydrofuran Stage #2: aniline In tetrahydrofuran for 24h; | A 35% B 58% C n/a |
N,N-dimethyl-aniline
A
N,N,N',N'-tetramethylbenzidine
B
crystal violet
C
4,4'-methylene-bis(N,N-dimethylaniline)
Conditions | Yield |
---|---|
With bentonitic clay for 0.416667h; Microwave irradiation; | A 19% B 36% C 34% |
Conditions | Yield |
---|---|
With anthracene; iron(III) chloride at 85℃; for 30h; Product distribution; other time 5h, various aromatic compounds (or graphit) as ligand; | A 15% B n/a |
Conditions | Yield |
---|---|
With air; C6H5COC6H4CH2N(C2H5)3(1+)*Br(1-) In acetonitrile Product distribution; Mechanism; Irradiation; further benzophenone derivatives, salt effect; | |
With 2,2'-azobis(isobutyronitrile); oxygen; lithium chloride In hydrogenchloride at 60℃; for 0.333333h; Rate constant; initiator or inhibitor of the oxidation, different solvents, 80 deg C; | |
With oxygen; copper dichloride In ethanol at 50℃; for 1h; Rate constant; Mechanism; in the presence of LiCl; in the presence of CuCl and HCl; |
Conditions | Yield |
---|---|
With hydrogenchloride Geschwindigkeit der Bildung; | |
In water Equilibrium constant; |
chlorothio-trichloro-methane
N,N-dimethyl-aniline
A
bis(N,N-dimethylanilin-4-yl)sulfide
B
crystal violet
Conditions | Yield |
---|---|
With aluminium trichloride at 100 - 110℃; |
phosgene
N,N-dimethyl-aniline
(E)-3-Ureido-but-2-enoic acid ethyl ester
crystal violet
Conditions | Yield |
---|---|
With zinc(II) chloride at 50℃; | |
With aluminium trichloride at 20 - 30℃; |
phenyl chlorodithioformate
N,N-dimethyl-aniline
A
crystal violet
B
trithiocarbonic acid diphenyl ester
Conditions | Yield |
---|---|
at 100℃; |
oxalyl dichloride
N,N-dimethyl-aniline
A
4-(dimethylamino)benzoyl chloride
B
4,4'-bis(dimethylamino)benzil
C
crystal violet
Conditions | Yield |
---|---|
je nach Reaktionsbedingungen; |
Conditions | Yield |
---|---|
With aluminium trichloride |
1,1-Dichloroethylene
N,N-dimethyl-aniline
chlorobis<4-(dimethylamino)phenyl> carbenium chloride
crystal violet
dichloro-bis-(4-dimethylamino-phenyl)-methane
N,N-dimethyl-aniline
crystal violet
Conditions | Yield |
---|---|
With 1,2-dichloro-ethane |
phosgene
N,N-dimethyl-aniline
bis(p-dimethylaminophenyl)methanone
crystal violet
Conditions | Yield |
---|---|
With phosgene | |
With aluminium trichloride | |
With phosphorus trichloride |
N,N-dimethyl-aniline
(E)-3-Ureido-but-2-enoic acid ethyl ester
trichloromethyl chloroformate
crystal violet
Conditions | Yield |
---|---|
With aluminium trichloride | |
With zinc(II) chloride | |
With aluminium trichloride | |
With zinc(II) chloride |
Conditions | Yield |
---|---|
(i) Me2SO4, (ii) /BRN= 507140/, Py, AcOH; Multistep reaction; |
tetrachloromethane
aluminium trichloride
N,N-dimethyl-aniline
crystal violet
phosgene
aluminium trichloride
N,N-dimethyl-aniline
crystal violet
aluminium trichloride
N,N-dimethyl-aniline
bis(p-dimethylaminophenyl)methanone
crystal violet
phosphorus pentachloride
N,N-dimethyl-aniline
bis(p-dimethylaminophenyl)methanone
crystal violet
N,N-dimethyl-aniline
bis(p-dimethylaminophenyl)methanone
trichlorophosphate
crystal violet
N,N-dimethyl-aniline
bis(p-dimethylaminophenyl)methanone
phosphorus trichloride
crystal violet
aluminium trichloride
N,N-dimethyl-aniline
trichloromethyl chloroformate
crystal violet
crystal violet
potassium cyanide
tris(4',4'',4'''-N,N-dimethylaminophenyl) acetonitrile
Conditions | Yield |
---|---|
With hydrogenchloride In water | 94% |
Conditions | Yield |
---|---|
Stage #1: C27H27N5O8S2 With ammonia; copper(II) sulfate In water; 2,2'-iminobis[ethanol] at 98℃; for 4h; Heating / reflux; Stage #2: crystal violet In ethanol; water; 2,2'-iminobis[ethanol] at 20 - 25℃; | 92% |
crystal violet
Conditions | Yield |
---|---|
With potassium iodide In dichloromethane; water at 20℃; for 4h; | 92% |
With Amberlite CG-400 ion exchange resin iodide form In ethanol | 88% |
Conditions | Yield |
---|---|
Stage #1: C30H34N6O9S2 With sodium acetate In water at 96℃; for 1h; Stage #2: With copper(II) sulfate at 96℃; for 1h; Stage #3: crystal violet In ethanol; water at 20 - 45℃; for 2h; | 89% |
Conditions | Yield |
---|---|
In acetic anhydride; N,N-dimethyl-formamide heating soln. of tungsten compd. in acetic anhydride and dmf (7.5/5.5) at 100-105°C for 3 h, addn. of acetic anhydride, aq. HCl and dmf, stirring, hot filtration, cooling to room temp., filtration, addn. of crystal violet salt in methanol; filtration, washing twice with methanol by shaking for 20 min and centrifugation at 5000 rpm for 15 min, filtration, washing with ethanol and diethyl ether, elem. anal.; | 88% |
Conditions | Yield |
---|---|
With Amberlite CG-400 ion exchange resin bromide form In ethanol | 87% |
sodium cyanide
crystal violet
tris(4',4'',4'''-N,N-dimethylaminophenyl) acetonitrile
Conditions | Yield |
---|---|
In water; acetonitrile at 20℃; for 24h; | 85% |
Conditions | Yield |
---|---|
at 80℃; for 24h; | 72% |
crystal violet
dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile
Conditions | Yield |
---|---|
With erbium In 1,2-dichloro-benzene at 80℃; for 24h; Reagent/catalyst; | 72% |
Conditions | Yield |
---|---|
Stage #1: Methyl p-tolyl sulfoxide With lithium diisopropyl amide In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: crystal violet In tetrahydrofuran; hexane at 0 - 20℃; for 14h; Further stages.; | 68% |
Conditions | Yield |
---|---|
at 80℃; for 24h; | 67% |
crystal violet
bis(trifluoromethane)sulfonimide lithium
Conditions | Yield |
---|---|
In acetone at 20℃; for 3h; | 60% |
Conditions | Yield |
---|---|
In hydrogenchloride addn. of aq. HCl to q. soln. of molybdenum compd., addn. of soln. of crystal violet salt in aq. HCl, heating at 85°C for 1 h; collecting crystals, washing twice with methanol by shaking for 20 min and centrifugation at 5000 rpm for 15 min, filtration, washing with ethanol and ether, elem. anal.; | 45% |
Conditions | Yield |
---|---|
In water for 0.166667h; | 37% |
crystal violet
iron
diquinoxalino [2,3-a:2’,3’-c] phenazine
1,2-dichloro-benzene
Conditions | Yield |
---|---|
at 80℃; for 24h; | 30% |
triiron dodecarbonyl
crystal violet
diquinoxalino [2,3-a:2’,3’-c] phenazine
1,2-dichloro-benzene
Conditions | Yield |
---|---|
at 80℃; for 24h; | 28% |
crystal violet
Conditions | Yield |
---|---|
In dichloromethane for 0.0833333h; | 25% |
diazomethane
crystal violet
tris[4-(dimethylamino)phenyl]methane
Conditions | Yield |
---|---|
With acetone |
diazomethane
crystal violet
acetone
tris[4-(dimethylamino)phenyl]methane
Conditions | Yield |
---|---|
With sodium hydroxide | |
With sodium methylate |
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With sodium |
Structure of Aniline violet (CAS NO.548-62-9):
Empirical Formula: C25H30ClN3
Molecular Weight: 407.9788g/mol
EINECS: 208-953-6
IUPAC Name: [4-[bis(4-dimethylaminophenyl)methylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium chloride
Melting point: 215 ºC
Flash Point: 40 °C
Water solubility: 16 g/L (25 ºC)
Stability: Stable. Incompatible with strong oxidizing agents, strong acids. Light-sensitive. Combustible.
Product Categories: Dyes and Pigments;Colours, Dyes, Indicators & Pigments;Analytical Chemistry;Indicator (pH);Ion Association;pH Indicators;Microscopy Reagents and Kits;Staining Solutions;Staining Solutions for Simple Stains of Bacteria;Hematology and Histology;Histology Special Stains;Indicator SolutionsTitration;Indicators;Indicators for non-aqueous titrations;Titration;G-H-I;Stains and Dyes;Stains&Dyes, A to
Canonical SMILES: CN(C)C1=CC=C(C=C1)C(=C2C=CC(=[N+](C)C)C=C2)C3=CC=C(C=C3)N(C)C.[Cl-]
InChI: InChI=1S/C25H30N3.ClH/c1-26(2)22-13-7-19(8-14-22)25(20-9-15-23(16-10-20)27(3)4)21-11-17-24(18-12-21)28(5)6;/h7-18H,1-6H3;1H/q+1;/p-1
InChIKey: ZXJXZNDDNMQXFV-UHFFFAOYSA-M
Aniline violet (CAS NO.548-62-9) is used as acid base indicator, denaturant for alc, biological stain, dye for textiles, pigments。
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | oral | 100mg/kg (100mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: NAUSEA OR VOMITING | Toxicology and Applied Pharmacology. Vol. 22, Pg. 1, 1972. |
dog | LDLo | oral | 1gm/kg (1000mg/kg) | BEHAVIORAL: FOOD INTAKE (ANIMAL) GASTROINTESTINAL: NAUSEA OR VOMITING | Toxicology and Applied Pharmacology. Vol. 22, Pg. 1, 1972. |
guinea pig | LDLo | intraperitoneal | 10mg/kg (10mg/kg) | LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Proceedings of the Society for Experimental Biology and Medicine. Vol. 31, Pg. 825, 1934. |
guinea pig | LDLo | oral | 100mg/kg (100mg/kg) | BEHAVIORAL: ATAXIA | Toxicology and Applied Pharmacology. Vol. 22, Pg. 1, 1972. |
mouse | LD50 | intraperitoneal | 5100ug/kg (5.1mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 1, Pg. 5, 1951. | |
mouse | LD50 | oral | 96mg/kg (96mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 1, Pg. 5, 1951. | |
mouse | LDLo | intravenous | 20mg/kg (20mg/kg) | LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Proceedings of the Society for Experimental Biology and Medicine. Vol. 31, Pg. 825, 1934. |
rabbit | LD50 | intraduodenal | 160mg/kg (160mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 1, Pg. 5, 1951. | |
rabbit | LD50 | intraperitoneal | 5mg/kg (5mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 1, Pg. 5, 1951. | |
rabbit | LD50 | oral | 150mg/kg (150mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 1, Pg. 5, 1951. | |
rat | LD50 | intraperitoneal | 8900ug/kg (8.9mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 1, Pg. 5, 1951. | |
rat | LD50 | oral | 420mg/kg (420mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 1, Pg. 5, 1951. |
Reported in EPA TSCA Inventory.
Safety Information of Aniline violet (CAS NO.548-62-9):
Hazard Codes:Xn ,N ,T ,C
Risk Statements: 52/53-50-45-41-22-40-34-10-36/37/38-23/25
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R50: Very toxic to aquatic organisms.
R45: May cause cancer.
R41: Risk of serious damage to the eyes.
R22: Harmful if swallowed.
R40: Limited evidence of a carcinogenic effect.
R34: Causes burns.
R10: Flammable.
R36/37/38: Irritating to eyes, respiratory system and skin.
R23/25: Toxic by inhalation and if swallowed.
Safety Statements: 61-60-53-45-46-36/37/39-26-16-22
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
S60: This material and its container must be disposed of as hazardous waste.
S53: Avoid exposure - obtain special instructions before use.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S46: If swallowed, seek medical advice immediately and show this container or label.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S16: Keep away from sources of ignition.
S22: Do not breathe dust.
RIDADR:UN 3077 9/PG 3
WGK Germany:3
RTECS:BO9000000
HazardClass:9
PackingGroup:III
HS Code:32041300
Poison by ingestion, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. A human skin irritant. Human mutation data reported. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits very toxic fumes of NOx and Cl?.
Synonyms of Aniline violet (CAS NO.548-62-9): 4-(Bis(p-(dimethylamino)phenyl)methylene)-2,5-cyclohexadien-1-ylidene)dimethylammonium chloride ; Adergon ; Aizen Crystal Violet Extra Pure ; Aniline Violet ; Atmonil ; Basic Violet 3 ; Bismuth Violet ; Blaues pyoktanin Brilliant Violet 5B ; Calcozine Violet 6BN ; Chlorure de methylrosanilinum ; Cloruro de metilrosanilina ; Crystal Violet ; Genapax ; Gentersal ; Gentian Violet ; Gentianaviolett ; Genticid ; Gentioletten ; Hectograph Violet SR ; Hexamethyl Violet ; Hexamethyl p-rosaniline hydrochloride ; Hidaco Brilliant Crystal Violet ; Kristall-violett ;
Meroxyl ; Meroxylan-wander ; Methyl Violet 6B (biological stain) ; Methylrosanilinchlorid ; Methylrosanilinii chloridum ;
Methylrosanilinum chloratum ; Methylviolett ; Metilrosanilinio cloruro ; Pyoverm ; Vermicid ; Vianin ; Violet zasadita 3 .
First Aid Measures of Aniline violet (548-62-9):
Ingestion:Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Storage of Aniline violet (CAS NO.548-62-9):
Keep away from heat, sparks, and flame. Store in a cool, dry place. Keep containers tightly closed. Store protected from light.
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