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3,3'-Dimethoxybenzidine

Catalog Number
ACM119904-1
CAS Number
119-90-4
Product Name
3,3'-Dimethoxybenzidine
Structure
Category
Electroluminescence Materials
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
3,3'-Dimethoxybenzidine, a member of biphenyls, is primarily used as a chemical intermediate in the production of dyes and pigments. This colorless crystalline material, which can turn purple upon exposure to air, shares many characteristics with o-Dianisidine. It has a melting point of 137-138°C and is slightly soluble in water, but it dissolves more readily in alcohol, ether, and benzene, making it versatile for industrial applications. The compound's primary role is in synthesizing various dyes, particularly those involving azoic diazo components, which are used in the dyeing of paper, plastics, rubber, and textiles. Additionally, 3,3'-Dimethoxybenzidine contributes to creating adhesives and is utilized in polyurethanes. Its stability and performance are evaluated through tests for fastness to ironing, light, perspiration, and washing, ensuring its reliability in multiple applications.
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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