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o-Dianisidine

Catalog Number
ACM119904-2
CAS Number
119-90-4
Product Name
o-Dianisidine
Category
Electroluminescence Materials; Monomers; Polymers
Description
3,3'-dimethoxybenzidine appears as colorless crystals or a light brown powder. Turns violet on standing. Carcinogen.;COLOURLESS CRYSTALS.;Colorless crystals that turn a violet color on standing.;Colorless crystals that turn a violet color on standing. [Note: Used as a basis for many dyes.]
IUPAC Name
4-(4-amino-3-methoxyphenyl)-2-methoxyaniline
Molecular Weight
244.29g/mol
Molecular Formula
C14H16N2O2;C14H16N2O2
Canonical SMILES
COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N)OC)N
InChI
InChI=1S/C14H16N2O2/c1-17-13-7-9(3-5-11(13)15)10-4-6-12(16)14(8-10)18-2/h3-8H,15-16H2,1-2H3
InChI Key
JRBJSXQPQWSCCF-UHFFFAOYSA-N
Boiling Point
356.0 °C
Melting Point
279 to 280 °F (NTP, 1992);137.0 °C;137 °C;137.5 °C;279°F;279°F
Flash Point
403 °F (NTP, 1992);206 °C (403 °F) (closed cup);206 °C c.c.;403°F;403°F
Solubility
less than 0.1 mg/mL at 68° F (NTP, 1992);2.46e-04 M;Sol in alc, benzene, ether;Sol in chloroform, acetone;PROBABLY SOL IN MOST ORG SOLVENTS AND LIPIDS;In water, 60 mg/l @ 25 °C;Solubility in water, g/100ml at 25 °C: 0.006;Insoluble
Application
o-Dianisidine serves primarily as a chemical intermediate in the production of dyes and pigments, harnessing its unique chemical structure to aid in the synthesis of a wide range of colorants. This compound's ability to form colorless crystals, despite often appearing with a violet tinge due to exposure, underscores its stability in its pure form and slight sensitivity to environmental factors. Its solubility in alcohol, ether, and benzene facilitates its integration into various industrial processes. Notably, o-Dianisidine also plays a crucial role in creating o-dianisidine diisocyanate, which is further utilized in adhesives and the manufacture of polyurethanes. Beyond its significant contributions to dye production-highlighted by the Society of Dyers and Colourists citing its role in the creation of 89 dyes in 1971-this compound is also employed as a dye for materials such as paper, plastics, rubber, and textiles. Additionally, it functions as a test substance for the detection of metals, thiocyanates, and nitrites, making it a versatile component in both industrial and laboratory settings.
Color/Form
LEAFLETS OR NEEDLES FROM WATER;Colorless crystals that turn a violet color on standing.
Complexity
236
Covalently-Bonded Unit Count
1
EC Number
204-355-4
Exact Mass
244.121178g/mol
Formal Charge
0
Heavy Atom Count
18
ICSC Number
1582
Log P
1.81 (LogP);log Kow = 1.81;1.81
MeSH Entry Terms
3,3' Dimethoxybenzidine;3,3'-Dimethoxybenzidine;Dianisidine;Dianisidine Dihydrochloride;Dianisidine Hydrochloride;Dianisidine Sulfate;Dihydrochloride, Dianisidine;Hydrochloride, Dianisidine;O Dianisidine;O-Dianisidine;Sulfate, Dianisidine
Monoisotopic Mass
244.121178g/mol
NSC Number
3168
Other Experimental
HAS GENERAL CHARACTERISTICS OF PRIMARY AROMATIC AMINES
Rotatable Bond Count
3
RTECS Number
DD0875000
UNII
MJY508JZXV
UN Number
2811;2431;3077
Vapor Density
8.5 (NTP, 1992) (Relative to Air);8.43 (air= 1);8.5
Vapor Pressure
negligible
XLogP3
2.2
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