3,5-Dimethylaniline

3,5-Dimethylaniline Basic information
Product Name:3,5-Dimethylaniline
Synonyms:3,5-Dimethylaniline 99%;5-AMINO-M-XYLENE;3,5-XYLIDINE;3,5-DIMETHYLANILINE;AKOS BBS-00003574;3,5-DIMETHYLANILINE(3,5-XYLIDINE);3,5-DIMETHYLBENZAMINE;3,5-Xylidin
CAS:108-69-0
MF:C8H11N
MW:121.18
EINECS:203-607-0
Product Categories:Anilines, Aromatic Amines and Nitro Compounds
Mol File:108-69-0.mol
3,5-Dimethylaniline Structure
3,5-Dimethylaniline Chemical Properties
Melting point 7-9 °C
Boiling point 104-105 °C14 mm Hg(lit.)
density 0.972 g/mL at 25 °C(lit.)
vapor pressure 1.3-27hPa at 20-100℃
refractive index n20/D 1.557(lit.)
Fp 200 °F
form Liquid
pkapK1:4.765(+1) (25°C)
color Clear yellow-brown to brown
Water Solubility <0.1 g/100 mL at 19 ºC
Merck 14,10084
SolventEthanol
Specific Activity50-60 mCi/mmol
Concentration0.1 mCi/ml
BRN 507051
InChIKeyMKARNSWMMBGSHX-UHFFFAOYSA-N
Dissociation constant4.71-4.91 at 15-25℃
CAS DataBase Reference108-69-0(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, 3,5-dimethyl-(108-69-0)
EPA Substance Registry System3,5-Dimethylaniline (108-69-0)
Safety Information
Hazard Codes T,N
Risk Statements 23/24/25-33-51/53
Safety Statements 28-36/37-45-61-28A
RIDADR UN 1711 6.1/PG 2
WGK Germany 3
RTECS ZE9625000
8
Hazard Note Toxic
TSCA Yes
HazardClass 6.1
PackingGroup II
HS Code 29214990
Hazardous Substances Data108-69-0(Hazardous Substances Data)
MSDS Information
ProviderLanguage
5-Amino-m-xylene English
SigmaAldrich English
ACROS English
ALFA English
3,5-Dimethylaniline Usage And Synthesis
Chemical Propertiesclear yellow-brown to brown liquid
Uses3,5-Dimethylaniline is the reagent commonly useful in the manufacture of dyes. It undergoes polymerization in the presence of cerium(IV) sulfate as an oxidant. 3,5-Dimethylaniline was used in the synthesis of chiral packing materials for high performance liquid chromatography.
General DescriptionDark brown liquid.
Air & Water Reactions3,5-Dimethylaniline may be sensitive to prolonged exposure to air. Insoluble in water.
Reactivity Profile3,5-Dimethylaniline ignites on contact with fuming nitric acid . 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.
Fire Hazard3,5-Dimethylaniline is combustible.
Safety ProfileSuspected carcinogen. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also other xylidine entries.
Purification MethodsConvert sym-xylidine to a derivative (see below) which, after recrystallisation, is decomposed with alkali to give the free base. Dry it over KOH and fractionally distil it. The acetyl derivative has m 144o, the benzoyl derivative has m 136o and the picrate has m 209o (from H2O, EtOH or 10% AcOH). [Beilstein 12 H 1131, 12 IV 2561.]
3,5-Dimethylaniline Preparation Products And Raw materials
Preparation Products2-(TRIFLUOROMETHYL)-5,7-DIMETHYLQUINOLINE-4-CARBOXYLIC ACID-->3,5-DIMETHYLPHENYL ISOTHIOCYANATE-->1-Iodo-3,5-dimethylbenzene-->Efaproxiral-->2,5-DIBROMO-M-XYLENE-->3,5-Dimethylphenylhydrazine hydrochloride-->tetrasodium 5-(acetylamino)-3-[[4-[[3,5-dimethyl-4-[(8-sulphonato-2-naphthyl)azo]phenyl]azo]-2-ethoxy-6-sulphonato-1-naphthyl]azo]-4-hydroxynaphthalene-2,7-disulphonate-->1-(3,5-DIMETHYLPHENYL)-5-OXOPYRROLIDINE-3-CARBOXYLIC ACID-->2-BROMO-N-(3,5-DIMETHYL-PHENYL)-ACETAMIDE-->3-(3,5-DIMETHYL-PHENYLAMINO)-PROPIONITRILE
Xylene Benzenamine, N,N-dimethyl-, sulfate (1:1) o-Xylene N,N-Dimethylformamide Musk xylene Poly(dimethylsiloxane) ALTRENOGEST 3-Aminopyridine Glycine N,N-Dimethylaniline 2,4-Dimethyl aniline 2-Aminophenol Tris(hydroxymethyl)aminomethane DIMETHYLANILINE AMINO ACIDS N,N-Dimethylacetamide p-Amino-N,N-dimethylaniline 2,5-Dimethylaniline

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