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| CAS No.: | 88-05-1 |
|---|---|
| Name: | 2,4,6-Trimethylaniline |
| Article Data: | 118 |
| Molecular Structure: | |
|
|
|
| Formula: | C9H13N |
| Molecular Weight: | 135.209 |
| Synonyms: | Aniline,2,4,6-trimethyl- (6CI,8CI);1-Amino-2,4,6-trimethylbenzene;2,4,6-Trimethylbenzenamine;2-Aminomesitylene;Aminomesitylene;Mesidin;Mesidine;Mesitylamine;Mesitylene, 2-amino-;NSC 31; |
| EINECS: | 201-794-3 |
| Density: | 0.962 g/cm3 |
| Melting Point: | -5 °C |
| Boiling Point: | 231.3 °C at 760 mmHg |
| Flash Point: | 96.1 °C |
| Solubility: | Immiscible with water |
| Appearance: | clear yellow to brown liquid |
| Hazard Symbols: |
 T+, T
|
| Risk Codes: | 21/22-26-36/38-33-23/24/25 |
| Safety: | 26-28-36/37-45-28A |
| Transport Information: | UN 2810 6.1/PG 2 |
| PSA: | 26.02000 |
| LogP: | 2.77520 |
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- 90221-55-92-bromo-5-methylbenzaldehyde
- 885590-99-82,3-DIFLUORO-4-IODOBENZALDEHYDE
- 97730-31-9(S)-4'-(2-Methylbutyl)Biphenyl-4-Carbonitrile
- 926293-55-26-Bromo-2-methylpyridine-3-carboxaldehyde
- 911112-05-55-Iodo-3-(trifluoromethyl)-2-pyridinamine
- 886364-50-71-(5-Bromo-2-pyridinyl)-2,2,2-trifluoroethanone
- 952-92-1
1-Benzyl-1,4-dihydronicotinamide
A
- 16183-83-8
1-benzyl-3-carbamoylpyridinium ion
B
- 88-05-1
2,4,6-trimethylaniline
| Conditions | Yield |
|---|---|
| In acetonitrile at 25℃; Kinetics; | A 100% B 85% |
- 13021-14-2
N-methyl-2,4,6-trimethylaniline
- 88-05-1
2,4,6-trimethylaniline
| Conditions | Yield |
|---|---|
| With dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; triethylamine In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; | 100% |
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen In tetrahydrofuran for 12h; | 99% |
| With titanium tetrachloride; di-isobutyl telluride In dichloromethane for 0.5h; Ambient temperature; | 98% |
| With hydrogen In tetrahydrofuran; water at 120℃; under 37503.8 Torr; for 24h; chemoselective reaction; | 96% |
| Conditions | Yield |
|---|---|
| With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere; | 99% |
| With copper(l) iodide; sodium azide; N,N`-dimethylethylenediamine In dimethyl sulfoxide at 100℃; for 10h; Inert atmosphere; | 72% |
| Stage #1: 2,4,6-trimethylphenyl bromide With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: With 3-tert-butyl-3-phenyloxaziridine In tetrahydrofuran; toluene at -45℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Reagent/catalyst; Inert atmosphere; | 31% |
| Conditions | Yield |
|---|---|
| With methanol; O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid at 23℃; for 24h; Inert atmosphere; | 96% |
| With ethanol; hydroxylamine hydrochloride at 160℃; und Erhitzen mit Salzsaeure im Druckrohr; |
- 20488-59-9
anti-2,2',4,4',6,6'-Hexamethylazobenzene
- 88-05-1
2,4,6-trimethylaniline
| Conditions | Yield |
|---|---|
| With sodium dithionite In methanol; dichloromethane; water for 3h; Heating; | 96% |
| Conditions | Yield |
|---|---|
| With disodium telluride In 1,4-dioxane; water at 50℃; for 2h; | A 95% B n/a |
- 137129-03-4
N,N-dibenzyl-2,4,6-trimethylaniline
- 88-05-1
2,4,6-trimethylaniline
| Conditions | Yield |
|---|---|
| With formic acid; potassium hydroxide In ethanol at 70℃; for 1h; | 95% |
- 201230-82-2
carbon monoxide
- 603-71-4
nitromesitylene
A
- 2958-62-5
mesityl isocyanate
B
- 6095-81-4
1,3-bis(2,4,6-trimethylphenyl)urea
C
- 20488-59-9
anti-2,2',4,4',6,6'-Hexamethylazobenzene
D
- 88-05-1
2,4,6-trimethylaniline
| Conditions | Yield |
|---|---|
| Vanadium (III) chloride-(tris-tetrahydrofuran); (Bu4N) In various solvent(s) at 120℃; for 0.5h; Product distribution; further catalysts, other reaction times; | A 94% B n/a C n/a D n/a |
| Vanadium (III) chloride-(tris-tetrahydrofuran); (Bu4N) In various solvent(s) at 120℃; for 0.5h; | A 94% B n/a C n/a D n/a |
- 86249-71-0
2,3,5,6-tetrafluoro-4-(2,4,6-trimethylphenylazo)pyridine
A
- 1682-20-8
2,3,5,6-tetrafluoropyridin-4-amine
B
- 88-05-1
2,4,6-trimethylaniline
| Conditions | Yield |
|---|---|
| With sodium disulfite; hydrogen iodide for 1h; Heating; | A 31% B 93% |
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Chemistry
Molecular Formula: C9H13N .gif)
Molar Mass: 135.21 g/mol
IUPAC Name: 2,4,6-trimethylaniline
Synonyms: 2,4,6-Trimethyl-anilin ; 1-Amino-2,4,6-trimethylbenzene ; Aniline, 2,4,6-trimethyl- ; 1-Amino-2,4,6-trimethylbenzen ; 2-Amino-mesitylen
Melting Point: -5 °C
Boling Point: 108-110 °C at 11 mm Hg(lit.)
Density of 2,4,6-Trimethylaniline (88-05-1): 0.963 g/mL at 25 °C(lit.)
Refractive index n20/D 1.551(lit.)
Flash Point: 205 °F
Water Solubility: 2,4,6-Trimethylaniline (88-05-1) is immiscible
Chemical Properties: 2,4,6-Trimethylaniline (88-05-1) is a clear yellow to brown liquid
Uses
2,4,6-Trimethylaniline (88-05-1) is mainly used for synthesizing dyes and it is an intermediate of weak acid brilliant blue RAW.
Toxicity Data With Reference
| 1. | skn-rbt 500 mg/24H MOD | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,66. | ||
| 2. | eye-rbt 20 mg/24H SEV | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,66. | ||
| 3. | dnd-ham:lng 3 mmol/L/2H | MUREAV Mutation Research. 77 (1980),317. | ||
| 4. | orl-rat LD50:743 mg/kg | MarJV# Personal Communication from Josef V. Marhold, VUOS, 539-18, Pardubice, Czechoslovakia, to the Editor of RTECS, Cincinnati, OH, March 29, 1977 29MAR77 . | ||
| 5. | orl-mus LD50:590 mg/kg | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,20. | ||
| 6. | ihl-mus LC50:290 mg/m3/2H | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,20. |
Consensus Reports
IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 ,1982,p. 177.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
Safety Profile
Poison by inhalation. Moderately toxic by ingestion. A skin and severe eye irritant. Questionable carcinogen with experimental carcinogenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: T+: Very Toxic
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Risk Statements: 21/22: Harmful in contact with skin and if swallowed
26: Very Toxic by inhalation
36/38: Irritating to eyes and skin
33: Danger of cumulative effects
23/24/25: Toxic by inhalation, in contact with skin and if swallowed
Safety Statements: 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36/37: Wear suitable protective clothing and gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR: UN 2810 6.1/PG 2
WGK Germany: 3
RTECS: BZ0700000
HazardClass: 6.1
PackingGroup: III
HS Code: 29214980
Specification
2,4,6-Trimethylaniline (88-05-1) is a clear yellow to brown liquid and it is an aromatic amine. It is insoluble in water and should store in a cool, dry place. 2,4,6-Trimethylaniline (88-05-1) is moderately toxic orally. It is also considered highly toxic by unspecified routes. It is a skin and eye irritant.