1-tert-butyl-N-(2,3-dimethylphenyl)-1,1-dimethylsilanamine
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With silica gel In ethanol; water at 20℃; for 2h; | 100% |
Conditions | Yield |
---|---|
With sodium sulfide; tetrabutylammomium bromide In water; toluene at 80℃; for 0.75h; Zinin reduction; | 96.8% |
Stage #1: 2,3-dimethylnitrobenzene In water at 20℃; for 0.05h; Green chemistry; Stage #2: With glycerol In water at 20℃; for 1.5h; Green chemistry; | 95% |
With sodium tetrahydroborate In water at 60 - 70℃; for 0.133333h; Green chemistry; | 95% |
2-amino-6-methylbenzoic acid methyl ester
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene for 3h; Heating; | 75% |
Conditions | Yield |
---|---|
With tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; trifluoroacetic acid In chloroform at 25℃; for 1h; | A 44% B 30% |
bei der Nitrierung und Hydrierung des Reaktionsprodukts in Gegenwart von Nickel bei 180-190grad; | |
With xenon difluoride; trimethylsilyl isocyanate; trifluorormethanesulfonic acid In dichloromethane at -78℃; |
3,4-dimethylbenzoic acid
A
3,4-Dimethylphenol
B
4-amino-o-xylene
C
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With ammonia; water; copper(II) oxide at 220℃; for 0.5h; | A 3.5% B 43.1% C 0.9% |
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With sodium amalgam |
Methyl fluoride
1-amino-3-methylbenzene
A
2,5-Dimethylaniline
B
4-amino-o-xylene
C
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With oxygen In gaseous matrix at 80℃; Irradiation; | A 29 % Spectr. B 25 % Spectr. C 46 % Spectr. |
Conditions | Yield |
---|---|
In dichloromethane at 21.9℃; Equilibrium constant; |
Conditions | Yield |
---|---|
In dichloromethane at 21.9℃; Equilibrium constant; |
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With iron; acetic acid |
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With iron; acetic acid |
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With acetic acid in mehrere Stufen; |
Conditions | Yield |
---|---|
at 280 - 300℃; bei der Einwirkung auf salzsaures Anilin im Autoklaven; |
hydrogenchloride
4-(2,3-dimethyl-phenylazo)-2,3-dimethyl-aniline
A
1,4-diamino-2,3-dimethylbenzene
B
2,3-Dimethylaniline
N-(2,3-dimethylphenyl)hydroxylamine
A
bis-(2,3-dimethyl-phenyl)-diazene-N-oxide
B
2,3-Dimethylaniline
sulfuric acid
tetramethyl-[1,4]benzoquinone-(2,3-dimethyl-phenylimine)-imine
A
Duroquinone
B
2,3-Dimethylaniline
2,3-dimethyl-6-(trisopropylsilyl)aniline
2,3-Dimethylaniline
Conditions | Yield |
---|---|
With trifluoroacetic acid In hexane for 5h; Heating; | 0.65 g |
2-methoxycarbonyl-3-methyl-6-(trisopropylsilyl)aniline
2,3-Dimethylaniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 3.85 g / Red-Al / toluene / 3 h / Heating 2: 0.65 g / trifluoroacetic acid / hexane / 5 h / Heating View Scheme |
2-methoxycarbonyl-3-methyl-6,N-bis(trisopropylsilyl)aniline
2,3-Dimethylaniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / KF; HCl; water / methanol / 2 h / Heating 2: 75 percent / Red-Al / toluene / 3 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 62 percent / KF; HCl; water / methanol / 2 h / Heating 2: 3.85 g / Red-Al / toluene / 3 h / Heating 3: 0.65 g / trifluoroacetic acid / hexane / 5 h / Heating View Scheme |
Conditions | Yield |
---|---|
With potassium hydroxide; sodium hydroxide |
2,3-Dimethylaniline
trifluoroacetic anhydride
N-(2,3-dimethylphenyl)-2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
In dichloromethane for 1h; Further stages; | 100% |
With triethylamine In dichloromethane for 1h; Ambient temperature; | 87% |
In diethyl ether | |
In dichloromethane at 0 - 20℃; for 12h; |
2-Bromoacetyl bromide
2,3-Dimethylaniline
2-bromo-N-(2',3'-dimethylphenyl)acetamide
Conditions | Yield |
---|---|
With triethylamine at 0℃; for 1h; Inert atmosphere; | 100% |
With sodium carbonate In water pH=9 - 10; | 99% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1.5h; bromoacetylation; |
di-tert-butyl dicarbonate
2,3-Dimethylaniline
N-tert-butyloxycarbonyl-2,3-dimethylaniline
Conditions | Yield |
---|---|
With sodium carbonate In methanol at 20℃; for 1.5h; | 100% |
In neat (no solvent) at 80℃; for 0.166667h; Green chemistry; chemoselective reaction; | 98% |
at 20℃; for 0.0833333h; Green chemistry; | 95% |
With pyridinium trifluroacetate In neat (no solvent) at 20℃; for 0.3h; Green chemistry; | 93% |
In tetrahydrofuran for 12h; Reflux; |
Conditions | Yield |
---|---|
With tin(ll) chloride; ruthenium trichloride; triphenylphosphine In 1,4-dioxane at 180℃; for 20h; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene | 99% |
N-tert-butoxycarbonyl-L-leucine
2,3-Dimethylaniline
Conditions | Yield |
---|---|
Stage #1: N-tert-butoxycarbonyl-L-leucine With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: 2,3-Dimethylaniline In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
With Ni2B-Cu2O nanocomposite In neat (no solvent) at 40℃; for 0.0166667h; Reagent/catalyst; | 98% |
In chloroform at 20℃; for 2h; | 88% |
With pyridine at 0 - 20℃; | 80% |
Benzoyl isothiocyanate
2,3-Dimethylaniline
1-benzoyl-3-(2,3-dimethylphenyl)thiourea
Conditions | Yield |
---|---|
In acetone at 20℃; for 1h; | 98% |
In tetrahydrofuran at 60 - 65℃; for 0.166667h; Microwave irradiation; | 92% |
In acetone | 85% |
Conditions | Yield |
---|---|
Stage #1: N-Boc-D-Leu With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: 2,3-Dimethylaniline In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique; | 98% |
Conditions | Yield |
---|---|
With 2'-dicyclohexylphosphanyl-6-hydroxy-biphenyl-3-sulfonic acid; palladium diacetate; sodium t-butanolate In diethylene glycol dimethyl ether at 120℃; for 14h; Buchwald-Hartwig Coupling; Inert atmosphere; | 98% |
benzenesulfonyl chloride
2,3-Dimethylaniline
2,3-dimethyl-N-(phenylsulfonyl)aniline
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 97% |
C10H14O5
2,3-Dimethylaniline
dimethyl (1S,2S,4S,5S)-4-(2,3-dimethylphenylamino)-5-hydroxycyclohexane-1,2-dicarboxylate
Conditions | Yield |
---|---|
With indium(III) bromide In dichloromethane at 20℃; for 15h; | 97% |
Conditions | Yield |
---|---|
at 100℃; under 10343.2 Torr; Microwave irradiation; | 97% |
phenylethane 1,2-diol
2,3-Dimethylaniline
6,7-dimethyl-2-phenyl-1H-indole
Conditions | Yield |
---|---|
With tetrafluoroboric acid diethyl ether; {[(PCy3)(CO)RuH]4(μ-O)(μ-OH)2}; cyclopentene In 1,4-dioxane at 120℃; for 14h; Sealed tube; Schlenk technique; Inert atmosphere; regioselective reaction; | 97% |
Conditions | Yield |
---|---|
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 100℃; for 8h; Green chemistry; | 97% |
chloroacetyl chloride
2,3-Dimethylaniline
2-chloro-N-(2, 3-dimethylphenyl)acetamide
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane; water for 18h; | 96% |
With potassium carbonate In acetone at 20℃; | 83% |
In benzene for 5h; Heating; | 60% |
Conditions | Yield |
---|---|
96% |
bromochlorobenzene
2,3-Dimethylaniline
2,3-dimethyl-4',4"-dichlorotriphenylamine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium t-butanolate In o-xylene for 12h; Inert atmosphere; Reflux; Schlenk technique; | 96% |
3-chlorobenzoyl isothiocyanate
2,3-Dimethylaniline
Conditions | Yield |
---|---|
In tetrahydrofuran at 60 - 65℃; under 760.051 Torr; for 0.025h; Microwave irradiation; | 96% |
potassium methanethiolate
2,3-Dimethylaniline
1,2-dimethyl-3-(methylsulfanyl)benzene
Conditions | Yield |
---|---|
Stage #1: 2,3-Dimethylaniline With sulfuric acid at 50℃; for 0.5h; Stage #2: With sodium nitrite In water at -10 - -5℃; for 1h; Stage #3: potassium methanethiolate In water at 20 - 35℃; for 4h; | 95.8% |
2,3-Dimethylaniline
sodium thiomethoxide
1,2-dimethyl-3-(methylsulfanyl)benzene
Conditions | Yield |
---|---|
Stage #1: 2,3-Dimethylaniline With hydrogenchloride In water at 50℃; for 0.5h; Stage #2: With sodium nitrite In water at -5 - 0℃; for 1h; Stage #3: sodium thiomethoxide In water at 35℃; for 2h; | 95.5% |
2,3-Dimethylaniline
3-nitrobenzenesulphonyl chloride
3-nitro-N-(2,3-dimethylphenyl)benzenesulfonamide
Conditions | Yield |
---|---|
With 4-methyl-morpholine In dichloromethane at 0℃; | 95% |
With 4-methyl-morpholine In dichloromethane at 0℃; for 12h; Acylation; | 95% |
With 4-methyl-morpholine In dichloromethane at 0 - 20℃; Substitution; |
tert-butyldimethylsilyl chloride
2,3-Dimethylaniline
1-tert-butyl-N-(2,3-dimethylphenyl)-1,1-dimethylsilanamine
Conditions | Yield |
---|---|
Stage #1: 2,3-Dimethylaniline With methyllithium In 2-methyltetrahydrofuran; diethyl ether at 0℃; Inert atmosphere; Stage #2: tert-butyldimethylsilyl chloride In 2-methyltetrahydrofuran; diethyl ether at 0 - 20℃; Inert atmosphere; | 95% |
phenylacetylene
2,3-Dimethylaniline
2,3-dimethyl-N-(1-phenylethylidene)benzenamine
Conditions | Yield |
---|---|
With silver trifluoromethanesulfonate; C17H25Cl2N3OPtS In toluene at 120℃; for 12h; Reagent/catalyst; | 95% |
With trifluorormethanesulfonic acid; [(S(CH2CH2C3H2N2(Bn))2-κ3C,C',S)PdBr]Br In toluene at 100℃; for 12h; | 48 %Chromat. |
para-bromotoluene
2,3-Dimethylaniline
2,3,4’,4’’-tetramethyltriphenylamine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium t-butanolate In o-xylene for 12h; Inert atmosphere; Reflux; Schlenk technique; | 95% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); (RSp,SRp)-tert-butyl([2.2]paracyclophan-4-yl)phosphine oxide; sodium t-butanolate In toluene at 105℃; Buchwald-Hartwig Coupling; | 95% |
With 2'-dicyclohexylphosphanyl-6-methoxy-biphenyl-3-sulfonic acid; palladium diacetate; sodium t-butanolate In diethylene glycol dimethyl ether at 120℃; for 48h; Buchwald-Hartwig Coupling; Inert atmosphere; | 27% |
Conditions | Yield |
---|---|
With 2'-dicyclohexylphosphanyl-6-methoxy-biphenyl-3-sulfonic acid; palladium diacetate; sodium t-butanolate In diethylene glycol dimethyl ether at 120℃; for 96h; Buchwald-Hartwig Coupling; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
Stage #1: ortho-chlorobenzoic acid With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Stage #2: 2,3-Dimethylaniline With manganese(II) acetate In water; N,N-dimethyl-formamide; toluene at 120 - 130℃; Reagent/catalyst; | 94.8% |
Stage #1: ortho-chlorobenzoic acid With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 1.16667h; Stage #2: 2,3-Dimethylaniline With copper In water; N,N-dimethyl-formamide; toluene at 104 - 123℃; | 91.3% |
With copper; sodium carbonate In N,N-dimethyl-formamide at 140℃; for 2h; | 90% |
Chemical Name: 2,3-Dimethylaniline
IUPAC NAME: 2,3-Dimethylaniline
CAS No.: 87-59-2
EINECS: 201-755-0
RTECS: ZE8750000
RTECS Class: Mutagen
EC Class: toxic, dangerous for the environment
Molecular Formula: C8H11N
Molecular Weight: 121.18 g/mol
Polar Surface Area: 26.02 Å2
Index of Refraction: 1.559
Molar Refractivity: 40.13 cm3
Molar Volume: 124.2 cm3
Surface Tension: 37.9 dyne/cm
Density: 0.975 g/cm3
Flash Point: 96.1 °C
Enthalpy of Vaporization: 45.84 kJ/mol
Boiling Point: 221.9 °C at 760 mmHg Vapour Pressure: 0.105 mmHg at 25°C
2,3-Xylidine (87-59-2) is stable under normal temperatures and pressures.but incompatible with Strong oxidizing agents, acids, acid chlorides, halogens, acid anhydrides, hypochlorite, chloroformates.The pale yellow liquid with special smell is slightly soluble in water and the water solubility is equal to 30 g/L (20 °C), it is miscible in ethanol, ethyl ether.
Following is the structure of 2,3-Xylidine (CAS NO.87-59-2):
The chemical synonymous of 2,3-Xylidine (CAS NO.87-59-2) are 2,3-Dimethylaniline ; 2,3-Dimethylbenzenamine ; 2,3-Dimethylphenylamine ; 2,3-Xylylamine ; 3-Amino-o-xylene ; 4-12-00-02497 (Beilstein Handbook Reference) ; BRN 0742174 ; Benzenamine, 2,3-dimethyl- ; Benzene, 1-amino-2,3-dimethyl- ; CCRIS 4739 ; EINECS 201-755-0 ; HSDB 2091 ; o-Xylidine ; ortho-Xylidine
2,3-Xylidine (CAS NO.87-59-2) is mainly used in organic synthesis and used an the main raw material of mefenamic acid.
Product Categories about 2,3-Xylidine (CAS NO.87-59-2) are Intermediates of Dyes and Pigments;Intermediates.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 836mg/kg (836mg/kg) | BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Proceedings of the Western Pharmacology Society. Vol. 6, Pg. 11, 1963. |
rat | LD50 | oral | 933mg/kg (933mg/kg) | National Technical Information Service. Vol. PB214-270, |
Reported in EPA TSCA Inventory.
Hazard Codes: T,N
Risk Statements: 23/24/25-33-51/53
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
R33: Danger of cumulative effects.
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 28-36/37-45-61
S28: After contact with skin, wash immediately with plenty of soap-suds.
S36/37: Wear suitable protective clothing and gloves.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 1711 6.1/PG 2
WGK Germany: 2
RTECS: ZE8750000
HazardClass: 6.1
PackingGroup: II
HS Code: 29214910
A poison. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also XYLIDINE; 2,4-XYLIDINE; 2,5-XYLIDINE; 2,6-XYLIDINE; 3,4-XYLIDINE; 3,5-XYLIDINE; 2,4-XYLIDINE HYDROCHLORIDE; 2,5-XYLIDINE HYDROCHLORIDE.
DFG MAK: (all isomers except 2,4-xylidene) 5 ppm (25 mg/m3)
1. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
2. Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well ventilated area. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
3. Personal Protection: Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
4. Fire Fighting: Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. To extinguish fire, use water fog, dry chemical, carbon dioxide, or regular foam. Do NOT get water inside containers.
5. Reactivity Profile 2,3-Dimethylaniline reacts with strong oxidizing agents and hypochlorite bleaches . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
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