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CAS No.: | 24544-04-5 |
---|---|
Name: | 2,6-Diisopropylaniline |
Article Data: | 37 |
Molecular Structure: | |
Formula: | C12 H19 N |
Molecular Weight: | 177.29 |
Synonyms: | Aniline,2,6-diisopropyl- (6CI,8CI);2,6-Bis(1-methylethyl)aniline;2,6-Bis(1-methylethyl)benzenamine;2,6-Diisopropylphenylamine;N-(2,6-Diisopropylphenyl)amine; |
EINECS: | 246-305-4 |
Density: | 1.2 g/cm3 |
Melting Point: | -45 °C(lit.) |
Boiling Point: | 420.7 °C at 760 mmHg |
Flash Point: | 208.2 °C |
Solubility: | <0.20 g/L inwater |
Appearance: | Clear liquid |
Hazard Symbols: | Xi |
Risk Codes: | R36/37/38 |
Safety: | S26;S37/39 |
Transport Information: | 180kgs |
PSA: | 26.02000 |
LogP: | 4.09680 |
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 2h; Sealed tube; Irradiation; Inert atmosphere; | 99% |
1,3-diisopropyl-2-nitrobenzene
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With borane-ammonia complex; copper(II) oxide In methanol at 50℃; for 0.333333h; | 96% |
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 16h; Inert atmosphere; Green chemistry; chemoselective reaction; | 88% |
With sodium tetrahydroborate; iron; water at 20℃; for 16h; | 88% |
With hydrogen; C27H27ClIrNO In methanol at 60℃; under 4560.31 Torr; for 6h; Autoclave; | 78% |
With C22H25ClF3NORu; hydrogen In methanol; water at 80℃; under 2280.15 Torr; Autoclave; | 67% |
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h; | 94% |
Conditions | Yield |
---|---|
93% |
N-(3-(2,6-diisopropylphenylamino)-3-methylbutan-2-ylidene)-2,6-diisopropylbenzenamine
A
3-[[2,6-bis(1-methylethyl)phenyl]amino]-3-methyl-2-butanone
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water at 40 - 65℃; for 3 - 4.5h; Inert atmosphere; | A 91% B 91% |
2,6-diisopropyl-1-azidobenzene
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With 1,3-diadamantane-4,5-dihydroimidazole chloride; potassium tert-butylate; bis(pinacol)diborane; copper(l) chloride In toluene at 25℃; for 4h; Schlenk technique; Inert atmosphere; | 91% |
N-methyl-N-allylamine
N-(2,6-diisopropylphenyl)benzimidamide
A
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With bis(trimethylsilyl)amide yttrium(III) In neat (no solvent) at 100℃; for 120h; Inert atmosphere; | A n/a B 85% |
2,6-di(isopropyl)-N-methyleneaniline
A
2,6-diisopropylbenzenamine
B
N,N-dimethyl-2,6-di(isopropyl)aniline
C
N-methyl-2,6-di(isopropyl)aniline
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether Heating; | A 4% B 9% C 79% |
With sodium tetrahydroborate |
2,4,6-tri-t-butylphenyldifluoroborane
A
2,4,6-tri(t-butyl)phenyl-2,6-di(isopropyl)phenyliminoborane
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
In hexane byproducts: LiF; dropping a soln. of 2,4,6-tri-t-butylphenyl-difluoroborane in n-hexane to a suspension of freshly lithiated 2,6-di(isopropyl)phenylamine in n-hexane cooled with ice (under N2) followed by refluxing for 3 h; removal of the solvent under reduced pressure and subliming the iminoborane from the residue in anoil pump vacuum, elem. anal.; | A 79% B n/a |
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With methanol; oxalyl dichloride at 20℃; for 2h; | 78% |
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Reported in EPA TSCA Inventory.
1. Introduction of 2,6-Diisopropylaniline
2,6-Diisopropylaniline, with CAS number of 24544-04-5, can be called 2,6-Bis(1-methylethyl)aniline; 2,6-Bis(1-methylethyl)benzenamine; 2,6-Diisopropylphenylamine ; N-(2,6-Diisopropylphenyl)amine. 2,6-Diisopropylaniline is stable under normal temperatures and pressures, but incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides, chloroformates. The colorless to pale orange liquid slightly soluble in water and the solubility is less than 0.20g/L.
2. Properties of 2,6-Diisopropylaniline
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 26.02 Å2
Index of Refraction: 1.525
Molar Refractivity: 58.85 cm3
Molar Volume: 191.8 cm3
Surface Tension: 33.9 dyne/cm
Enthalpy of Vaporization: 49.49 kJ/mol
Vapour Pressure: 0.0147 mmHg at 25°C
Density: 1.2 g/cm3
Melting Point: -45 °C(lit.)
Flash Point: 208.2 °C
Boiling Point: 420.7 °C at 760 mmHg
Water solubility: <0.20 g/L
Product Categories: Amines; C11 to C38; Nitrogen Compounds; Aniline Derivatives; o-alkylated Anilines
3. Toxicity of 2,6-Diisopropylaniline
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD50 | oral | 3204mg/kg (3204mg/kg) | LIVER: OTHER CHANGES BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE BLOOD: CHANGES IN SPLEEN | Fundamental and Applied Toxicology. Vol. 3, Pg. 285, 1983. |