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2-Methoxy-5-methylaniline
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Name

2-Methoxy-5-methylaniline

 EINECS 204-419-1
CAS No. 120-71-8 Density 1.039 g/cm3
PSA 35.25000 LogP 2.16700
Solubility Slightly soluble in hot water Melting Point 50-52 °C(lit.)
Formula C8H11NO Boiling Point 235.398 °C at 760 mmHg
Molecular Weight 137.181 Flash Point 102.068 °C
Transport Information N/A Appearance brown to black crystalline chunks
Safety 53-45 Risk Codes 45-22
Molecular Structure Molecular Structure of 120-71-8 (2-Methoxy-5-methylaniline) Hazard Symbols ToxicT， IrritantXi
Synonyms

o-Anisidine,5-methyl- (7CI,8CI);1-Amino-2-methoxy-5-methylbenzene;2-Methoxy-5-methylbenzenamine;3-Amino-4-methoxytoluene;4-Methyl-2-aminoanisole;5-Methyl-2-methoxyaniline;5-Methyl-o-anisidine;Cresidine;Krezidin;NSC 406904;NSC 6162;m-Amino-p-cresol methyl ether;p-Cresidine;

Article Data 25

2-Methoxy-5-methylaniline Synthetic route

77721-47-2

2-Methoxi-5-methylphenylazid

120-71-8

Cresidine

Conditions
ConditionsYield
With lithium aluminium tetrahydride100%
With lithium aluminium tetrahydride In diethyl ether
119-10-8

4-methoxy-3-nitrotoluene

120-71-8

Cresidine

Conditions
ConditionsYield
With palladium on carbon; hydrogen In ethanol at 20℃; under 28443.9 Torr; for 22h;99%
With ammonium sulfide; ethanol
With hydrogenchloride; tin at 50℃;
With iron; acetic acid
29530-48-1

2-Nitro-2'-methoxy-5'-methyl-azobenzol

A

95-54-5

1,2-diamino-benzene

B

120-71-8

Cresidine

C

2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

Conditions
ConditionsYield
With lithium perchlorate In methanol; dichloromethane at 20℃; Cyclization; Electrolysis;A n/a
B n/a
C 83%
104-93-8

4-Methylanisole

120-71-8

Cresidine

Conditions
ConditionsYield
With O-(4-nitrobenzoyl)hydroxylammonium trifluoromethanesulfonate; iron(II) bromide; silver(I) triflimide In 2,2,2-trifluoroethanol; water at 30℃; for 2h;56%
With hydroxylamine triflate; iron(II) sulfate In water; acetonitrile at 20℃; for 16h;53%
Stage #1: p-methylanizole With pyridine; tetra-n-butylammonium tetrakis(pentafluorophenyl)borate; trifluorormethanesulfonic acid In dichloromethane at 25℃; Inert atmosphere; Electrochemical reaction;
Stage #2: With piperidine In acetonitrile at 80℃; for 12h; Inert atmosphere;		13%
Multi-step reaction with 2 steps
1: 1.)phenyliodine(III) bis(trifluoroacetate) (PIFA), 2.) Me3SiN3 / 1.) (CF3)2CHOH, r. t.
2: 100 percent / LAH
View Scheme
29530-48-1

2-Nitro-2'-methoxy-5'-methyl-azobenzol

A

95-54-5

1,2-diamino-benzene

B

58380-86-2

2-(2'-methoxy-5'-methylphenyl)-2H-benzotriazole

C

120-71-8

Cresidine

Conditions
ConditionsYield
With sodium hydroxide; lithium perchlorate In tetrahydrofuran; water at 20℃; Cyclization; Electrolysis;A n/a
B 50%
C n/a
119-10-8

4-methoxy-3-nitrotoluene

A

120-71-8

Cresidine

B

6376-14-3

2-methoxy-5-methyl-4-chloroaniline

Conditions
ConditionsYield
With hydrogenchloride; tin
119-33-5

4-methyl-2-nitrophenol

120-71-8

Cresidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3; xylene
2: tin; hydrochloric acid / 50 °C
View Scheme
106-43-4

para-chlorotoluene

potassium permanganate

potassium permanganate

120-71-8

Cresidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HNO3+H2SO4
2: potassium hydroxide / 110 °C
3: ammonium sulfide; alcohol
View Scheme
89-60-1

1-chloro-4-methyl-2-nitro-benzene

120-71-8

Cresidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hydroxide / 110 °C
2: ammonium sulfide; alcohol
View Scheme
108-88-3

toluene

120-71-8

Cresidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: iodine; iron; chlorine
2: HNO3+H2SO4
3: potassium hydroxide / 110 °C
4: ammonium sulfide; alcohol
View Scheme

2-Methoxy-5-methylaniline Chemical Properties

5-METHYL-o-ANISIDINE(120-71-8) is the chemical compound with the formula C8H11NO.Its molar weight is 137.18g/mol.
5-METHYL-o-ANISIDINE(120-71-8) is also named 2-Amino-4-methylphenolmethylether;2-Amino-p-cresol methyl ether;2-Amino-p-cresolmethylether;2-methoxy-5-methyl-benzenamin;2-Methoxy-5-methylbenzenamine;2-methoxy-5-methyl-Benzenamine;3-amino-para-cresol,methylether;4-Methyl-2-aminoanisole.
Melting Point: 50-52 oC(lit.)
Boiling Point: 235 oC(lit.)
Vapor Density: 4.7 (vs air)
Flash Point >230 oF
Water Solubility: Slightly soluble in hot water.
Index of Refraction: 1.549 
Molar Refractivity: 41.99 cm3 
Molar Volume: 131.9 cm3 
Surface Tension: 37.8 dyne/cm 
Enthalpy of Vaporization: 47.22 kJ/mol 
Vapour Pressure: 0.0502 mmHg at 25 oC
The chemical structure of 5-METHYL-o-ANISIDINE(120-71-8) is
.

2-Methoxy-5-methylaniline Uses

5-METHYL-o-ANISIDINE(120-71-8) is used as dye intermediate.

2-Methoxy-5-methylaniline Toxicity Data With Reference

1.   

skn-rbt 500 mg/24H MLD

   85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,721.
2.   

eye-rbt 100 mg/24H MOD

   85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,721.
3.   

mmo-sat 62,500 ng/plate

   ENMUDM    Environmental Mutagenesis. 7 (Suppl 5)(1985),1.
4.   

mma-sat 3330 ng/plate

   ENMUDM    Environmental Mutagenesis. 7 (Suppl 5)(1985),1.
5.   

mma-esc 2 mg/plate

   ENMUDM    Environmental Mutagenesis. 7 (Suppl 5)(1985),1.
6.   

otr-rat:emb 31 µg/plate

   JJATDK    JAT, Journal of Applied Toxicology. 1 (1981),190.
7.   

orl-rat LD50:1450 mg/kg

   HURC**    Huntingdon Research Center Reports .(Brooklandville, MD.: )1972.

2-Methoxy-5-methylaniline Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B 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) ; Human Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 ,1982,p. 91.(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 Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 ,1982,p. 91.(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-142 ,1979. . Reported in EPA TSCA Inventory. Community Right-To-Know List.

2-Methoxy-5-methylaniline Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Moderately toxic by ingestion. A skin and eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also ESTERS.
Hazard Codes: T,Xi
Risk Statements: 45-22
45:  May cause cancer 
22:  Harmful if swallowed  
Safety Statements: 53-45
53:  Avoid exposure - obtain special instruction before use 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
WGK Germany: 3
RTECS: BZ6720000
F: 9
F9: Keep under nitrogen.
Hazardous Substances Data: 120-71-8(Hazardous Substances Data).

2-Methoxy-5-methylaniline Standards and Recommendations

DFG MAK: Confirmed Animal Carcinogen, Suspected Human Carcinogen
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