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2,4,5-Trimethylaniline
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Name

2,4,5-Trimethylaniline

 EINECS 205-282-0
CAS No. 137-17-7 Density 0.78
PSA 26.02000 LogP 2.77520
Solubility AUTOIGNITION Melting Point 62 - 65 C
Formula C9H13 N Boiling Point 234 - 235 C
Molecular Weight 135.209 Flash Point -5 ºC
Transport Information UN 1648 Appearance Colorless to reddish yellow liquid
Safety 2352436 Risk Codes R11;R20/21/22;R36   
Molecular Structure Molecular Structure of 137-17-7 (2,4,5-TRIMETHYLANILINE) Hazard Symbols
Synonyms

Aniline,2,4,5-trimethyl- (6CI,7CI,8CI); 2,4,5-Trimethylaniline;2,4,5-Trimethylbenzenamine; 2,4,5-Trimethylphenylamine; NSC 37004; NSC 5297;Pseudocumidine; y-Cumidine

Article Data 17

2,4,5-Trimethylaniline Synthetic route

610-91-3

5-nitropseudocumene

137-17-7

2,4,5-trimethylaniline

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal under 22800 Torr; Ambient temperature;97%
With sodium dithionite
With iron
palladium In methanol
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 35℃; for 2h;
67-56-1

methanol

638-03-9

m-toluidine hydrochloride

137-17-7

2,4,5-trimethylaniline

Conditions
ConditionsYield
at 235℃;
67-56-1

methanol

638-03-9

m-toluidine hydrochloride

A

488-71-1

2,3,4,6-tetramethylaniline

B

3238-38-8

isodurenol

C

137-17-7

2,4,5-trimethylaniline

D

95-64-7

4-amino-o-xylene

Conditions
ConditionsYield
je nach Mengenverhaeltnis und Temperatur; Produkt 5:Pentamethylphenol;
...Expand
67-56-1

methanol

7356-54-9

3,4-dimethylaniline hydrochloride

137-17-7

2,4,5-trimethylaniline

Conditions
ConditionsYield
at 300 - 320℃;
121-72-2

N,N-dimethyl-m-toluidine

5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

137-17-7

2,4,5-trimethylaniline

Conditions
ConditionsYield
at 300℃;
121-72-2

N,N-dimethyl-m-toluidine

137-17-7

2,4,5-trimethylaniline

Conditions
ConditionsYield
With zinc(II) chloride at 300℃;
64-17-5

ethanol

108-24-7

acetic anhydride

64-19-7

acetic acid

94378-05-9

1-(2,4,5-Trimethyl-phenylazo)-[2]naphthol

zinc

zinc

A

137-17-7

2,4,5-trimethylaniline

B

88166-77-2

2,4,5-trimethylacetanilide

C

117-93-1

1-acetylamino-naphthalen-2-ol

D

2834-92-6

1-amino-2-naphthol

...Expand
7647-01-0

hydrogenchloride

67-56-1

methanol

95-78-3

2,5-Dimethylaniline

137-17-7

2,4,5-trimethylaniline

Conditions
ConditionsYield
at 300 - 320℃;
7647-01-0

hydrogenchloride

50-00-0

formaldehyd

95-78-3

2,5-Dimethylaniline

A

137-17-7

2,4,5-trimethylaniline

B

5339-30-0

bis-(4-amino-2,5-dimethyl-phenyl)-methane

Conditions
ConditionsYield
Erhitzen des Reaktionsprodukts mit Calciumhydroxid;
Erhitzen des Reaktionsprodukts mit Natriumcarbonat;
5-nitro-pseudocumene

5-nitro-pseudocumene

137-17-7

2,4,5-trimethylaniline

Conditions
ConditionsYield
With hydrogenchloride; tin

2,4,5-Trimethylaniline Chemical Properties

Molecular Structure of 2,4,5-Trimethylaniline (CAS NO.137-17-7):

EINECS: 205-282-0
IUPAC Name: 2,4,5-Trimethylaniline
Molecular Formula: C9H13N
Molecular Weight: 135.206220 g/mol
 XLogP3-AA: 2.3
H-Bond Donor: 1
H-Bond Acceptor: 1
Canonical SMILES: CC1=CC(=C(C=C1C)N)C
InChI: InChI=1S/C9H13N/c1-6-4-8(3)9(10)5-7(6)2/h4-5H,10H2,1-3H3
InChIKey: BMIPMKQAAJKBKP-UHFFFAOYSA-N
Index of Refraction: 1.552
Molar Refractivity: 44.96 cm3
Molar Volume: 140.5 cm3
Surface Tension: 36.7 dyne/cm
Density: 0.962 g/cm3
Flash Point: 102.9 °C
Enthalpy of Vaporization: 47.12 kJ/mol
Boiling Point: 234.5 °C at 760 mmHg
Vapour Pressure: 0.0527 mmHg at 25 °C
Melting Point: 62 °C
Water Solubility: 1009 mg/L at 25 °C
Storage Temp.: 2-8 °C

2,4,5-Trimethylaniline Toxicity Data With Reference

1.    

mma-sat 10 µg/plate

     ENMUDM    Environmental Mutagenesis. 8 (Suppl 7)(1986),1.
2.    

dnd-ham:lng 10 mmol/L

     MUREAV    Mutation Research. 77 (1980),317.
3.    

orl-rat LD50:1250 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 .

2,4,5-Trimethylaniline 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 Limited 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) . NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-160 ,1979. .

2,4,5-Trimethylaniline Safety Profile

Safety Information of 2,4,5-Trimethylaniline (CAS NO.137-17-7):
Hazard Codes: F Flammable,Xn Harmful,N Dangerous,T Toxic
Hazard Note: Harmful
Risk Statements: 11-20/21/22-36-51/53-23/24/25-45
R11:Highly flammable
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed
R36:Irritating to eyes
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed
R45:May cause cancer
Safety Statements: 16-36/37-61-45-53
S16:Keep away from sources of ignition
S36/37:Wear suitable protective clothing and gloves
S61:Avoid release to the environment. Refer to special instructions / safety data sheets
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S53:Avoid exposure - obtain special instructions before use
RIDADR: UN1648 3/PG 2
RTECS: BZ0520000
Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. Used as a dye, pigment, and printing ink. See also ANILINE DYES.

2,4,5-Trimethylaniline Standards and Recommendations

DFG MAK: Animal Carcinogen, Suspected Human Carcinogen

2,4,5-Trimethylaniline Specification

  2,4,5-Trimethylaniline with CAS Registry Number of 137-17-7 is white crystals or beige powder. It is also called for 1,2,4-Trimethyl-5-aminobenzene ; 1-Amino-2,4,5-trimethylbenzene ; 2,4,5-Trimethylanilin ; 2,4,5-Trimethylanilin [Czech] ; 2,4,5-Trimethylbenzenamine ; Benzenamine, 2,4,5-trimethyl- ; CCRIS 608 ; HSDB 2908 ; NCI-C02299 ; NSC 37004 ; Pseudocumidine ; Pseudokumidin ; Pseudokumidin [Czech] ; Psi-cumidine ; psi-Cumidine ; Aniline, 2,4,5-trimethyl- ; Benzenamine, 2,4,5-trimethyl- (9CI) . 2,4,5-Trimethylaniline may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides.

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