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| CAS No.: | 609-72-3 | |
|---|---|---|
| Name: | N,N,2-Trimethylbenzenamine | |
| Article Data: | 88 | |
| Molecular Structure: | ||
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| Formula: | C9H13 N | |
| Molecular Weight: | 135.209 | |
| Synonyms: | o-Toluidine,N,N-dimethyl- (8CI); 2,N,N-Trimethylaniline; 2-Methyl-N,N-dimethylaniline;Dimethyl-o-toluidine; N,N,2-Trimethylaniline; N,N-Dimethyl-2-methylaniline;N,N-Dimethyl-o-methylaniline; N,N-Dimethyl-o-toluidine; NSC 1784;o-Methyl-N,N-dimethylaniline; o-Methyldimethylaniline | |
| EINECS: | 210-199-8 | |
| Density: | 0.929 | |
| Melting Point: | -60°C | |
| Boiling Point: | 76 °C18 mm Hg(lit.) | |
| Flash Point: | 63 ºC | |
| Appearance: | A clear colorless liquid with an aromatic odor. | |
| Hazard Symbols: |
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| Risk Codes: | R23/24/25;R33;R52/53 | |
| Safety: | Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. | |
Analytical Methods: | For occupational chemical analysis use NIOSH: Amines, Aromatic 2002. |
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| Transport Information: | UN 2810 | |
| PSA: | 3.24000 | |
| LogP: | 2.06100 | |
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| Conditions | Yield |
|---|---|
| With phenylsilane; triphenylphosphine In tetrahydrofuran at 120℃; under 3750.38 Torr; for 24h; Autoclave; Green chemistry; | 99% |
| With dimanganese decacarbonyl; phenylsilane; C29H33N2P In acetonitrile at 100℃; under 750.075 Torr; for 15h; | 85% |
| With sodium tetrahydroborate In 1,4-dioxane at 100℃; under 7500.75 Torr; for 24h; Autoclave; Green chemistry; | 85% |
| Conditions | Yield |
|---|---|
| With 0.72KNaX-BS zeolite at 150℃; for 1h; Reagent/catalyst; | 99% |
| Conditions | Yield |
|---|---|
| With Zr(BH4)2Cl2(dabco)2; zirconium(IV) chloride In methanol; water at 20℃; for 0.1h; | 95% |
| With N-methylpyrrolidine zinc borohydride; sulfuric acid In tetrahydrofuran; water at 0 - 10℃; for 0.25h; | 90% |
| With sodium cyanoborohydride; acetic acid In tetrahydrofuran at 23 - 50℃; for 18h; Inert atmosphere; | 65% |
| Conditions | Yield |
|---|---|
| With hydrogen In toluene at 140℃; under 30003 Torr; for 3h; chemoselective reaction; | 94% |
- 95-49-8
2-methylchlorobenzene
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 609-72-3
N,N-dimethyl-o-toluidine
| Conditions | Yield |
|---|---|
| With bis(1,5-cyclooctadiene)nickel (0); 7,9-bis(2,6-diisopropylphenyl)-7H-acenaphtho[1,2-d]imidazol-9-ium chloride; potassium tert-butylate In water; toluene at 35℃; for 24h; Glovebox; Sealed tube; Inert atmosphere; | 90% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide In water at 65℃; for 24h; Inert atmosphere; | 89% |
| Conditions | Yield |
|---|---|
| With sodium t-butanolate In tetrahydrofuran; toluene at 65℃; Buchwald-Hartwig amination; Inert atmosphere; Sealed vial; | 83% |
| Conditions | Yield |
|---|---|
| With diphenylsilane; C21H41N3NiP2 In acetonitrile at 120℃; under 2052.14 Torr; for 24h; Autoclave; | 83% |
| With hydrogen In hexane at 140℃; under 15001.5 - 45004.5 Torr; for 7h; Autoclave; Green chemistry; | 96 %Chromat. |
| With diphenylsilane; caesium carbonate In acetonitrile at 80℃; | 14 %Spectr. |
| Conditions | Yield |
|---|---|
| With C15H29IrN4(2+)*2I(1-) at 120℃; for 17h; Inert atmosphere; Schlenk technique; Sealed tube; | 82% |
| With hydrogenchloride at 200 - 220℃; | |
| With aluminum oxide at 350 - 400℃; | |
| With aluminum oxide at 360℃; | |
| With TiO2 supported nano-Pd(0.8) catalyst In water at 20℃; for 15h; Inert atmosphere; Irradiation; Green chemistry; | 87 %Chromat. |
| Conditions | Yield |
|---|---|
| With palladium on activated charcoal; tetrabutylammomium bromide; water; sodium hydroxide; silicon at 100℃; for 6h; | 81% |
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Chemistry
Molecular Formula: C9H13N
Molar mass: 135.21 g/mol
EINECS: 210-199-8
Density: 0.94 g/cm3
Flash Point: 72.6 °C
Index of Refraction: 1.544
Boiling Point: 185.9 °C at 760 mmHg
Vapour Pressure: 0.682 mmHg at 25°C
Appearance: Clear colorless to amber liquid
Product categories: Amines;Nitrogen Compounds
Structure of N,N,2-Trimethylbenzenamine (609-72-3):
XLogP3-AA: 2.9
H-Bond Donor: 0
H-Bond Acceptor: 1
IUPAC Name: N,N,2-Trimethylaniline
Canonical SMILES: CC1=CC=CC=C1N(C)C
InChI: InChI=1S/C9H13N/c1-8-6-4-5-7-9(8)10(2)3/h4-7H,1-3H3
InChIKey: JDEJGVSZUIJWBM-UHFFFAOYSA-N
Uses
Cupric acetylacetonate (13395-16-9) can be used in organic synthesis.
Toxicity Data With Reference
| 1. | orl-rat LDLo:500 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 90 (1947),260. | ||
| 2. | ipr-mus LD50:338 mg/kg | AISFAR Archivio Italiano di Scienze Farmacologiche. 1 (1951),284. |
Carcinogenicity of N,N,2-Trimethylbenzenamine (609-72-3) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65.You can see actual entry in RTECS for complete information.
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: T.gif){kind=small}
Risk Statements:
23: Toxic by inhalation
24: Toxic in contact with skin
25: Toxic if swallowed
33: Danger of cumulative effects
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
52: Harmful to aquatic organisms
53: May cause long-term adverse effects in the aquatic environment
Safety Statements:
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28A After contact with skin, wash immediately with plenty of water.
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
61: Avoid release to the environment. Refer to special instructions safety data sheet
Analytical Methods
For occupational chemical analysis use NIOSH: Amines, Aromatic 2002.
Specification
N,N,2-Trimethylbenzenamine (609-72-3) also can be called o-Toluidine, N,N-dimethyl- ; N,N-Dimethyl-2-methylaniline ; o-Methyldimethylaniline ; 2-Methyl-N,N-dimethylaniline ; Dimethyl-o-toluidine ; N,N-Dimethyl-o-toluidine ; Benzamine, N,N,2-trimethyl- .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen.And as soon as to get medical aid. Then you have the ingesting of the product : If victim is conscious and alert, give 2-4 cupfuls of milk or water and get medical aid immediately.
In addition, N,N,2-Trimethylbenzenamine (609-72-3) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases. Also known its polymerization is hazardous.