Product Name

  • Name

    2,3-Dimethylaniline

  • EINECS 201-755-0
  • CAS No. 87-59-2
  • Article Data59
  • CAS DataBase
  • Density 0.975 g/cm3
  • Solubility 30 g/L (20 °C) in water
  • Melting Point 2.5 °C(lit.)
  • Formula C8H11N
  • Boiling Point 221.9 °C at 760 mmHg
  • Molecular Weight 121.182
  • Flash Point 96.1 °C
  • Transport Information UN 1711 6.1/PG 2
  • Appearance brown liquid
  • Safety 28-36/37-45-61-28A
  • Risk Codes 23/24/25-33-51/53
  • Molecular Structure Molecular Structure of 87-59-2 (2,3-Dimethylaniline)
  • Hazard Symbols ToxicT,DangerousN
  • Synonyms 2,3-Xylidine(8CI);2,3-Xylidine;2,3-Dimethylbenzenamine;2,3-Xylylamine;3-Amino-o-xylene;o-Xylidine;
  • PSA 26.02000
  • LogP 2.46680

Synthetic route

1-tert-butyl-N-(2,3-dimethylphenyl)-1,1-dimethylsilanamine
1321455-35-9

1-tert-butyl-N-(2,3-dimethylphenyl)-1,1-dimethylsilanamine

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With silica gel In ethanol; water at 20℃; for 2h;100%
2,3-dimethylnitrobenzene
83-41-0

2,3-dimethylnitrobenzene

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With sodium sulfide; tetrabutylammomium bromide In water; toluene at 80℃; for 0.75h; Zinin reduction;96.8%
Stage #1: 2,3-dimethylnitrobenzene In water at 20℃; for 0.05h; Green chemistry;
Stage #2: With glycerol In water at 20℃; for 1.5h; Green chemistry;
95%
With sodium tetrahydroborate In water at 60 - 70℃; for 0.133333h; Green chemistry;95%
2-amino-6-methylbenzoic acid methyl ester
18595-13-6

2-amino-6-methylbenzoic acid methyl ester

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene for 3h; Heating;75%
o-xylene
95-47-6

o-xylene

A

4-amino-o-xylene
95-64-7

4-amino-o-xylene

B

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; trifluoroacetic acid In chloroform at 25℃; for 1h;A 44%
B 30%
bei der Nitrierung und Hydrierung des Reaktionsprodukts in Gegenwart von Nickel bei 180-190grad;
With xenon difluoride; trimethylsilyl isocyanate; trifluorormethanesulfonic acid In dichloromethane at -78℃;
3,4-dimethylbenzoic acid
619-04-5

3,4-dimethylbenzoic acid

A

3,4-Dimethylphenol
95-65-8

3,4-Dimethylphenol

B

4-amino-o-xylene
95-64-7

4-amino-o-xylene

C

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With ammonia; water; copper(II) oxide at 220℃; for 0.5h;A 3.5%
B 43.1%
C 0.9%
2,3-dibromo-5,6-dimethyl-aniline

2,3-dibromo-5,6-dimethyl-aniline

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With sodium amalgam
Methyl fluoride
593-53-3

Methyl fluoride

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

A

2,5-Dimethylaniline
95-78-3

2,5-Dimethylaniline

B

4-amino-o-xylene
95-64-7

4-amino-o-xylene

C

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With oxygen In gaseous matrix at 80℃; Irradiation;A 29 % Spectr.
B 25 % Spectr.
C 46 % Spectr.
2,3-Dichloro-[1,4]naphthoquinone; compound with 2,3-dimethyl-phenylamine

2,3-Dichloro-[1,4]naphthoquinone; compound with 2,3-dimethyl-phenylamine

A

2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

B

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
In dichloromethane at 21.9℃; Equilibrium constant;
2,3-Dichloro-[1,4]naphthoquinone; compound with 2,3-dimethyl-phenylamine

2,3-Dichloro-[1,4]naphthoquinone; compound with 2,3-dimethyl-phenylamine

A

2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

B

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
In dichloromethane at 21.9℃; Equilibrium constant;
3-nitro-o-xylene

3-nitro-o-xylene

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With iron; acetic acid
vic nitro-o-xylene

vic nitro-o-xylene

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With iron; acetic acid
xylidine

xylidine

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With acetic acid in mehrere Stufen;
methanol
67-56-1

methanol

aniline
62-53-3

aniline

A

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

B

Dimethyl-p-toluidine
99-97-8

Dimethyl-p-toluidine

C

homologous/ues (CH3)2C6H3*N(CH3)2 and (CH3)3C6H2*N(CH3)2

homologous/ues (CH3)2C6H3*N(CH3)2 and (CH3)3C6H2*N(CH3)2

D

(CH3)4C6H*N(CH3)2

(CH3)4C6H*N(CH3)2

Conditions
ConditionsYield
at 280 - 300℃; bei der Einwirkung auf salzsaures Anilin im Autoklaven;
hydrogenchloride
7647-01-0

hydrogenchloride

4-(2,3-dimethyl-phenylazo)-2,3-dimethyl-aniline
53877-42-2

4-(2,3-dimethyl-phenylazo)-2,3-dimethyl-aniline

tin

tin

A

1,4-diamino-2,3-dimethylbenzene
5306-96-7

1,4-diamino-2,3-dimethylbenzene

B

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

N-(2,3-dimethylphenyl)hydroxylamine
3096-62-6

N-(2,3-dimethylphenyl)hydroxylamine

alcoholic KOH-solution

alcoholic KOH-solution

A

bis-(2,3-dimethyl-phenyl)-diazene-N-oxide
19618-11-2

bis-(2,3-dimethyl-phenyl)-diazene-N-oxide

B

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

C

3-nitro-o-xylene

3-nitro-o-xylene

sulfuric acid
7664-93-9

sulfuric acid

tetramethyl-[1,4]benzoquinone-(2,3-dimethyl-phenylimine)-imine
861319-17-7

tetramethyl-[1,4]benzoquinone-(2,3-dimethyl-phenylimine)-imine

A

Duroquinone
527-17-3, 70128-24-4

Duroquinone

B

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2,3-dimethyl-6-(trisopropylsilyl)aniline
476170-48-6

2,3-dimethyl-6-(trisopropylsilyl)aniline

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With trifluoroacetic acid In hexane for 5h; Heating;0.65 g
2-methoxycarbonyl-3-methyl-6-(trisopropylsilyl)aniline
110036-12-9

2-methoxycarbonyl-3-methyl-6-(trisopropylsilyl)aniline

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 3.85 g / Red-Al / toluene / 3 h / Heating
2: 0.65 g / trifluoroacetic acid / hexane / 5 h / Heating
View Scheme
2-methoxycarbonyl-3-methyl-6,N-bis(trisopropylsilyl)aniline
476170-47-5

2-methoxycarbonyl-3-methyl-6,N-bis(trisopropylsilyl)aniline

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / KF; HCl; water / methanol / 2 h / Heating
2: 75 percent / Red-Al / toluene / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 62 percent / KF; HCl; water / methanol / 2 h / Heating
2: 3.85 g / Red-Al / toluene / 3 h / Heating
3: 0.65 g / trifluoroacetic acid / hexane / 5 h / Heating
View Scheme
dimethylaniline oxide

dimethylaniline oxide

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

A

dianthraquinone-N,N'-dihydroazine

dianthraquinone-N,N'-dihydroazine

B

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide
2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-(2,3-dimethylphenyl)-2,2,2-trifluoroacetamide
14719-31-4

N-(2,3-dimethylphenyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
In dichloromethane for 1h; Further stages;100%
With triethylamine In dichloromethane for 1h; Ambient temperature;87%
In diethyl ether
In dichloromethane at 0 - 20℃; for 12h;
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2-bromo-N-(2',3'-dimethylphenyl)acetamide
349120-89-4

2-bromo-N-(2',3'-dimethylphenyl)acetamide

Conditions
ConditionsYield
With triethylamine at 0℃; for 1h; Inert atmosphere;100%
With sodium carbonate In water pH=9 - 10;99%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1.5h; bromoacetylation;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

N-tert-butyloxycarbonyl-2,3-dimethylaniline
876353-79-6

N-tert-butyloxycarbonyl-2,3-dimethylaniline

Conditions
ConditionsYield
With sodium carbonate In methanol at 20℃; for 1.5h;100%
In neat (no solvent) at 80℃; for 0.166667h; Green chemistry; chemoselective reaction;98%
at 20℃; for 0.0833333h; Green chemistry;95%
With pyridinium trifluroacetate In neat (no solvent) at 20℃; for 0.3h; Green chemistry;93%
In tetrahydrofuran for 12h; Reflux;
triethanolamine
102-71-6

triethanolamine

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

6,7-dimethyl-1H-indole
55199-24-1

6,7-dimethyl-1H-indole

Conditions
ConditionsYield
With tin(ll) chloride; ruthenium trichloride; triphenylphosphine In 1,4-dioxane at 180℃; for 20h;99%
2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

MORPHIN
57-27-2

MORPHIN

codeine
76-57-3

codeine

Conditions
ConditionsYield
With potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene99%
N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

(S)-Boc-L-Leu-N'-(2,3-dimethylphenyl)amide

(S)-Boc-L-Leu-N'-(2,3-dimethylphenyl)amide

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-leucine With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: 2,3-Dimethylaniline In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique;
99%
acetic anhydride
108-24-7

acetic anhydride

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

N-(2,3-dimethylphenyl)acetamide
134-98-5

N-(2,3-dimethylphenyl)acetamide

Conditions
ConditionsYield
With Ni2B-Cu2O nanocomposite In neat (no solvent) at 40℃; for 0.0166667h; Reagent/catalyst;98%
In chloroform at 20℃; for 2h;88%
With pyridine at 0 - 20℃;80%
Benzoyl isothiocyanate
532-55-8

Benzoyl isothiocyanate

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

1-benzoyl-3-(2,3-dimethylphenyl)thiourea
83697-76-1

1-benzoyl-3-(2,3-dimethylphenyl)thiourea

Conditions
ConditionsYield
In acetone at 20℃; for 1h;98%
In tetrahydrofuran at 60 - 65℃; for 0.166667h; Microwave irradiation;92%
In acetone85%
N-Boc-D-Leu
16937-99-8

N-Boc-D-Leu

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

N-Boc-D-Leu-N'-(2,3-dimethylphenyl)amide

N-Boc-D-Leu-N'-(2,3-dimethylphenyl)amide

Conditions
ConditionsYield
Stage #1: N-Boc-D-Leu With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: 2,3-Dimethylaniline In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique;
98%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

C15H17NO

C15H17NO

Conditions
ConditionsYield
With 2'-dicyclohexylphosphanyl-6-hydroxy-biphenyl-3-sulfonic acid; palladium diacetate; sodium t-butanolate In diethylene glycol dimethyl ether at 120℃; for 14h; Buchwald-Hartwig Coupling; Inert atmosphere;98%
benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2,3-dimethyl-N-(phenylsulfonyl)aniline
126494-77-7

2,3-dimethyl-N-(phenylsulfonyl)aniline

Conditions
ConditionsYield
With pyridine In dichloromethane97%
C10H14O5
845870-02-2

C10H14O5

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

dimethyl (1S,2S,4S,5S)-4-(2,3-dimethylphenylamino)-5-hydroxycyclohexane-1,2-dicarboxylate
1254946-88-7

dimethyl (1S,2S,4S,5S)-4-(2,3-dimethylphenylamino)-5-hydroxycyclohexane-1,2-dicarboxylate

Conditions
ConditionsYield
With indium(III) bromide In dichloromethane at 20℃; for 15h;97%
2-azidobenzaldehyde
16714-25-3

2-azidobenzaldehyde

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

C15H14N2

C15H14N2

Conditions
ConditionsYield
at 100℃; under 10343.2 Torr; Microwave irradiation;97%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

6,7-dimethyl-2-phenyl-1H-indole
33555-28-1

6,7-dimethyl-2-phenyl-1H-indole

Conditions
ConditionsYield
With tetrafluoroboric acid diethyl ether; {[(PCy3)(CO)RuH]4(μ-O)(μ-OH)2}; cyclopentene In 1,4-dioxane at 120℃; for 14h; Sealed tube; Schlenk technique; Inert atmosphere; regioselective reaction;97%
2-acetyl-benzoic acid
577-56-0

2-acetyl-benzoic acid

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2-(2,3-dimethylphenyl)-3-methyleneisoindolin-1-one

2-(2,3-dimethylphenyl)-3-methyleneisoindolin-1-one

Conditions
ConditionsYield
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 100℃; for 8h; Green chemistry;97%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2-chloro-N-(2, 3-dimethylphenyl)acetamide
2564-07-0

2-chloro-N-(2, 3-dimethylphenyl)acetamide

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water for 18h;96%
With potassium carbonate In acetone at 20℃;83%
In benzene for 5h; Heating;60%
2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2-chloro-N-(2, 3-dimethylphenyl)acetamide
2564-07-0

2-chloro-N-(2, 3-dimethylphenyl)acetamide

Conditions
ConditionsYield
96%
bromochlorobenzene
106-39-8

bromochlorobenzene

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2,3-dimethyl-4',4"-dichlorotriphenylamine
1616092-86-4

2,3-dimethyl-4',4"-dichlorotriphenylamine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium t-butanolate In o-xylene for 12h; Inert atmosphere; Reflux; Schlenk technique;96%
3-chlorobenzoyl isothiocyanate
66090-36-6

3-chlorobenzoyl isothiocyanate

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

1-(3-chlorobenzoyl)-3-(2,3-dimethylphenyl)thiourea

1-(3-chlorobenzoyl)-3-(2,3-dimethylphenyl)thiourea

Conditions
ConditionsYield
In tetrahydrofuran at 60 - 65℃; under 760.051 Torr; for 0.025h; Microwave irradiation;96%
potassium methanethiolate
26385-24-0

potassium methanethiolate

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

1,2-dimethyl-3-(methylsulfanyl)benzene
66794-10-3

1,2-dimethyl-3-(methylsulfanyl)benzene

Conditions
ConditionsYield
Stage #1: 2,3-Dimethylaniline With sulfuric acid at 50℃; for 0.5h;
Stage #2: With sodium nitrite In water at -10 - -5℃; for 1h;
Stage #3: potassium methanethiolate In water at 20 - 35℃; for 4h;
95.8%
2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

1,2-dimethyl-3-(methylsulfanyl)benzene
66794-10-3

1,2-dimethyl-3-(methylsulfanyl)benzene

Conditions
ConditionsYield
Stage #1: 2,3-Dimethylaniline With hydrogenchloride In water at 50℃; for 0.5h;
Stage #2: With sodium nitrite In water at -5 - 0℃; for 1h;
Stage #3: sodium thiomethoxide In water at 35℃; for 2h;
95.5%
2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

3-nitrobenzenesulphonyl chloride
121-51-7

3-nitrobenzenesulphonyl chloride

3-nitro-N-(2,3-dimethylphenyl)benzenesulfonamide
250697-59-7

3-nitro-N-(2,3-dimethylphenyl)benzenesulfonamide

Conditions
ConditionsYield
With 4-methyl-morpholine In dichloromethane at 0℃;95%
With 4-methyl-morpholine In dichloromethane at 0℃; for 12h; Acylation;95%
With 4-methyl-morpholine In dichloromethane at 0 - 20℃; Substitution;
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

1-tert-butyl-N-(2,3-dimethylphenyl)-1,1-dimethylsilanamine
1321455-35-9

1-tert-butyl-N-(2,3-dimethylphenyl)-1,1-dimethylsilanamine

Conditions
ConditionsYield
Stage #1: 2,3-Dimethylaniline With methyllithium In 2-methyltetrahydrofuran; diethyl ether at 0℃; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In 2-methyltetrahydrofuran; diethyl ether at 0 - 20℃; Inert atmosphere;
95%
phenylacetylene
536-74-3

phenylacetylene

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2,3-dimethyl-N-(1-phenylethylidene)benzenamine
1272320-35-0

2,3-dimethyl-N-(1-phenylethylidene)benzenamine

Conditions
ConditionsYield
With silver trifluoromethanesulfonate; C17H25Cl2N3OPtS In toluene at 120℃; for 12h; Reagent/catalyst;95%
With trifluorormethanesulfonic acid; [(S(CH2CH2C3H2N2(Bn))2-κ3C,C',S)PdBr]Br In toluene at 100℃; for 12h;48 %Chromat.
para-bromotoluene
106-38-7

para-bromotoluene

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

2,3,4’,4’’-tetramethyltriphenylamine
1616092-85-3

2,3,4’,4’’-tetramethyltriphenylamine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium t-butanolate In o-xylene for 12h; Inert atmosphere; Reflux; Schlenk technique;95%
2-bromoanisole
578-57-4

2-bromoanisole

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

(2,3-dimethyl-phenyl)-(2-methoxyphenyl)-amine

(2,3-dimethyl-phenyl)-(2-methoxyphenyl)-amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); (RSp,SRp)-tert-butyl([2.2]paracyclophan-4-yl)phosphine oxide; sodium t-butanolate In toluene at 105℃; Buchwald-Hartwig Coupling;95%
With 2'-dicyclohexylphosphanyl-6-methoxy-biphenyl-3-sulfonic acid; palladium diacetate; sodium t-butanolate In diethylene glycol dimethyl ether at 120℃; for 48h; Buchwald-Hartwig Coupling; Inert atmosphere;27%
2-bromonaphthalene
580-13-2

2-bromonaphthalene

2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

(2,3-dimethylphenyl)(2-naphthyl)amine

(2,3-dimethylphenyl)(2-naphthyl)amine

Conditions
ConditionsYield
With 2'-dicyclohexylphosphanyl-6-methoxy-biphenyl-3-sulfonic acid; palladium diacetate; sodium t-butanolate In diethylene glycol dimethyl ether at 120℃; for 96h; Buchwald-Hartwig Coupling; Inert atmosphere;95%
2,3-Dimethylaniline
87-59-2

2,3-Dimethylaniline

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

mefenamic Acid
61-68-7

mefenamic Acid

Conditions
ConditionsYield
Stage #1: ortho-chlorobenzoic acid With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 0.5h;
Stage #2: 2,3-Dimethylaniline With manganese(II) acetate In water; N,N-dimethyl-formamide; toluene at 120 - 130℃; Reagent/catalyst;
94.8%
Stage #1: ortho-chlorobenzoic acid With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 1.16667h;
Stage #2: 2,3-Dimethylaniline With copper In water; N,N-dimethyl-formamide; toluene at 104 - 123℃;
91.3%
With copper; sodium carbonate In N,N-dimethyl-formamide at 140℃; for 2h;90%

2,3-Xylidine Chemical Properties

Chemical Name: 2,3-Dimethylaniline
IUPAC NAME: 2,3-Dimethylaniline
CAS No.: 87-59-2
EINECS: 201-755-0
RTECS: ZE8750000
RTECS Class: Mutagen
EC Class: toxic, dangerous for the environment
Molecular Formula: C8H11N
Molecular Weight: 121.18 g/mol
Polar Surface Area: 26.02 Å2
Index of Refraction: 1.559
Molar Refractivity: 40.13 cm3
Molar Volume: 124.2 cm3
Surface Tension: 37.9 dyne/cm
Density: 0.975 g/cm3
Flash Point: 96.1 °C
Enthalpy of Vaporization: 45.84 kJ/mol
Boiling Point: 221.9 °C at 760 mmHg Vapour Pressure: 0.105 mmHg at 25°C
  2,3-Xylidine (87-59-2) is stable under normal temperatures and pressures.but incompatible with Strong oxidizing agents, acids, acid chlorides, halogens, acid anhydrides, hypochlorite, chloroformates.The pale yellow liquid with special smell is slightly soluble in water and the water solubility is equal to 30 g/L (20  °C), it is miscible in ethanol, ethyl ether.
Following is the structure of 2,3-Xylidine (CAS NO.87-59-2):

                    
The chemical synonymous of 2,3-Xylidine (CAS NO.87-59-2) are 2,3-Dimethylaniline ; 2,3-Dimethylbenzenamine ; 2,3-Dimethylphenylamine ; 2,3-Xylylamine ; 3-Amino-o-xylene ; 4-12-00-02497 (Beilstein Handbook Reference) ; BRN 0742174 ; Benzenamine, 2,3-dimethyl- ; Benzene, 1-amino-2,3-dimethyl- ; CCRIS 4739 ; EINECS 201-755-0 ; HSDB 2091 ; o-Xylidine ; ortho-Xylidine

2,3-Xylidine Uses

  2,3-Xylidine (CAS NO.87-59-2) is mainly used in organic synthesis and used an the main raw material of mefenamic acid.

2,3-Xylidine Production

Product Categories about 2,3-Xylidine (CAS NO.87-59-2) are Intermediates of Dyes and Pigments;Intermediates.

2,3-Xylidine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 836mg/kg (836mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Proceedings of the Western Pharmacology Society. Vol. 6, Pg. 11, 1963.
rat LD50 oral 933mg/kg (933mg/kg)   National Technical Information Service. Vol. PB214-270,

2,3-Xylidine Consensus Reports

Reported in EPA TSCA Inventory.

2,3-Xylidine Safety Profile

Hazard Codes: ToxicT,DangerousN
Risk Statements: 23/24/25-33-51/53 
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed. 
R33: Danger of cumulative effects. 
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 28-36/37-45-61 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
S36/37: Wear suitable protective clothing and gloves. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 1711 6.1/PG 2
WGK Germany: 2
RTECS: ZE8750000
HazardClass: 6.1
PackingGroup: II
HS Code: 29214910
A poison. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also XYLIDINE; 2,4-XYLIDINE; 2,5-XYLIDINE; 2,6-XYLIDINE; 3,4-XYLIDINE; 3,5-XYLIDINE; 2,4-XYLIDINE HYDROCHLORIDE; 2,5-XYLIDINE HYDROCHLORIDE.

2,3-Xylidine Standards and Recommendations

DFG MAK: (all isomers except 2,4-xylidene) 5 ppm (25 mg/m3)

2,3-Xylidine Specification

1. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
2. Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well ventilated area. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
3. Personal Protection: Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
4. Fire Fighting: Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. To extinguish fire, use water fog, dry chemical, carbon dioxide, or regular foam. Do NOT get water inside containers.
5. Reactivity Profile 2,3-Dimethylaniline reacts with strong oxidizing agents and hypochlorite bleaches . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

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