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88-05-1

Basic Information
CAS No.: 88-05-1
Name: 2,4,6-Trimethylaniline
Article Data: 118
Molecular Structure:
Molecular Structure of 88-05-1 (2,4,6-Trimethylaniline)
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: VeryT+,ToxicT
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
Synthetic route
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
ConditionsYield
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
ConditionsYield
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%
603-71-4

nitromesitylene

88-05-1

2,4,6-trimethylaniline

Conditions
ConditionsYield
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%
576-83-0

2,4,6-trimethylphenyl bromide

88-05-1

2,4,6-trimethylaniline

Conditions
ConditionsYield
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%
1667-01-2

2,4,6-Trimethylacetophenone

88-05-1

2,4,6-trimethylaniline

Conditions
ConditionsYield
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
ConditionsYield
With sodium dithionite In methanol; dichloromethane; water for 3h; Heating;96%
603-71-4

nitromesitylene

A

88-05-1

2,4,6-trimethylaniline

B

tellurium

tellurium

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium disulfite; hydrogen iodide for 1h; Heating;A 31%
B 93%
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Chemistry

Molecular Formula: C9H13N
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 °
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
T: Toxic
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.