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2,3-Xylidine

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Name

2,3-Xylidine

EINECS 201-755-0
CAS No. 87-59-2 Density 0.975 g/cm3
PSA 26.02000 LogP 2.46680
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;

Article Data 59

2,3-Xylidine Synthetic route

1321455-35-9

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

87-59-2

2,3-Dimethylaniline

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

2,3-dimethylnitrobenzene

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%
18595-13-6

2-amino-6-methylbenzoic acid methyl ester

87-59-2

2,3-Dimethylaniline

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

o-xylene

A

95-64-7

4-amino-o-xylene

B

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℃;
619-04-5

3,4-dimethylbenzoic acid

A

95-65-8

3,4-Dimethylphenol

B

95-64-7

4-amino-o-xylene

C

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

87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With sodium amalgam
593-53-3

Methyl fluoride

108-44-1

1-amino-3-methylbenzene

A

95-78-3

2,5-Dimethylaniline

B

95-64-7

4-amino-o-xylene

C

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

A

117-80-6

2,3-Dichloro-1,4-naphthoquinone

B

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

A

117-80-6

2,3-Dichloro-1,4-naphthoquinone

B

87-59-2

2,3-Dimethylaniline

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

3-nitro-o-xylene

87-59-2

2,3-Dimethylaniline

Conditions
ConditionsYield
With iron; acetic acid

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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