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Name	3,3'-Dimethoxybenzidine	EINECS	204-355-4
CAS No.	119-90-4	Density	1.178 g/cm³
PSA	70.50000	LogP	3.69760
Solubility	slightly soluble in water	Melting Point	137-138 °C(lit.)
Formula	C₁₄H₁₆N₂O₂	Boiling Point	391.3 °C at 760 mmHg
Molecular Weight	244.293	Flash Point	202.8 °C
Transport Information	UN 2811	Appearance	Grey fine crystals
Safety	53-45	Risk Codes	45-22
Molecular Structure		Hazard Symbols	T
Synonyms	Benzidine,3,3'-dimethoxy- (8CI);Fast Blue B Base (6CI);3,3'-Dimethoxy-4,4'-diaminobiphenyl;Dianisidine;FastBlue Base B;3,3'-Dimethoxy-4,4'-diaminodiphenyl;3,3'-Dimethoxybenzidene;3,3'-Dimethoxybenzidine;4,4'-Bi-o-anisidine;4,4'-Diamino-3,3'-dimethoxy-1,1'-biphenyl;Amacel Developed Navy SD;AzogeneFast Blue B;Blue BN Base;Blue Base Irga B;Blue Base NB;Cellitazol B;Cibacete Diazo Navy Blue 2B;Fast Blue DSC Base;Kayaku Blue B Base;Lake Blue B Base;NSC 3168;o-Dianisidine;	Article Data	27

3,3'-Dimethoxybenzidine Synthetic route

: 787-77-9
N,N'-bis-(2-methoxy-phenyl)-hydrazine

: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

Conditions

Conditions	Yield
Stage #1: N,N'-bis-(2-methoxy-phenyl)-hydrazine With hydrogenchloride In water at 30 - 90℃; for 2h; Stage #2: With water; sodium hydroxide pH=9 - 10;	60.3%
acid In 1,4-dioxane Rate constant; nitrogen and carbon kinetic isotope effects, secondary deuterium kinetic isotope effect; various buffers;
With hydrogenchloride

: 91-23-6
2-Nitroanisole

: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

Conditions

Conditions	Yield
With sodium hydroxide; palladium; isopropyl alcohol at 50 - 60℃; und Behandeln der abgekuehlten Reaktionsloesung mit wss.Salzsaeure;
Multi-step reaction with 2 steps 1.1: sodium dodecylbenzenesulfonate; 0.8wt% Pd/C; hydrogen; sodium hydroxide; [1,4]naphthoquinone / ethanol / 30 °C / 4500.45 Torr / Autoclave 2.1: hydrogenchloride / water / 2 h / 30 - 90 °C 2.2: pH 9 - 10 View Scheme

: 613-55-8, 18978-15-9, 19129-74-9
2,2'-dimethoxyazobenzene

: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

Conditions

Conditions	Yield
With hydrogenchloride; iodine; sulphurous acid

: 13620-57-0
2,2'-dimethoxyazoxybenzene

A: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

B: 90-04-0
2-methoxy-phenylamine

: 7647-01-0
hydrogenchloride

: 787-77-9
N,N'-bis-(2-methoxy-phenyl)-hydrazine

: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

: 14446-33-4
3,3',3'',3'''-tetramethoxy-4',4'''-azo-bis-biphenyl-4-ylamine

tin dichloride: tin dichloride

: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

: 7647-01-0
hydrogenchloride

: 7553-56-2
iodine

: 7782-99-2
sulphurous acid

: 613-55-8, 18978-15-9, 19129-74-9
2,2'-dimethoxyazobenzene

: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

: 90-04-0
2-methoxy-phenylamine

A: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

B: 613-55-8, 18978-15-9, 19129-74-9
2,2'-dimethoxyazobenzene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 3h; Electrolysis;

: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

: 6161-47-3
4,4’-dibromo-3,3’-dimethoxy-1,1‘-biphenyl

Conditions

Conditions	Yield
With hydrogenchloride; tert.-butylnitrite; hydrogen bromide In acetonitrile at 65℃;	98%
With hydrogen bromide; copper(I) bromide; sodium nitrite In water; acetonitrile Sandmeyer Reaction; Inert atmosphere; Schlenk technique;	96%
With hydrogen bromide; copper(I) bromide; sodium nitrite In acetonitrile Sandmeyer Reaction;	96%

: 119-90-4
3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine

: 95-01-2
2,4-Dihydroxybenzaldehyde

: N,N'-bis-(2,4-dihydroxybenzylidene)-3,3'-dimethoxybenzidine

Conditions

Conditions	Yield
Microwave irradiation; Green chemistry;	98%

3,3'-Dimethoxybenzidine Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 198.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 4 (1974),p. 41.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.

3,3'-Dimethoxybenzidine Standards and Recommendations

DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
NIOSH REL: (o-Dianisidine-Based Dyes) Reduce to lowest feasible concentration

3,3'-Dimethoxybenzidine Analytical Methods

For occupational chemical analysis use OSHA: #ID-71.

3,3'-Dimethoxybenzidine Specification

3,3'-Dimethoxybenzidine, with the CAS NO.119-90-4, is also called ai3-00864; c.i.24110; bluebasenb; bluebnbase; C.I. 24110; cellitazolb; Dianisidine; FAST BLUE B; Blue Base NB; Blue BN Base. The chemical formula for 3,3'-dimethoxybenzidine is C₁₄H₁₆N₂O₂, and the molecular weight is 244.30 g/mol. 3,3'-Dimethoxybenzidine is a colorless crystalline compound that turns violet upon exposure to air. It is used as an intermediate in the production of dyes and pigments.

Physical properties about 3,3'-Dimethoxybenzidine are: (1)ACD/LogP: 1.257; (2)ACD/LogD (pH 5.5): 1.19; (3)ACD/LogD (pH 7.4): 1.26; (4)ACD/BCF (pH 5.5): 4.57; (5)ACD/BCF (pH 7.4): 5.30; (6)ACD/KOC (pH 5.5): 98.99; (7)ACD/KOC (pH 7.4): 114.76; (8)#H bond acceptors: 4; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.619; (12)Molar Refractivity: 72.674 cm³; (13)Molar Volume: 207.283 cm³; (14)Polarizability: 28.81 10-24cm³; (15)Surface Tension: 48.0130004882813 dyne/cm; (16)Density: 1.179 g/cm³; (17)Flash Point: 202.838 °C; (18)Enthalpy of Vaporization: 64.091 kJ/mol; (19)Boiling Point: 391.317 °C at 760 mmHg

When you are using this chemical, please be cautious about it as the following:
1. Avoid exposure - obtain special instruction before use;
2. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);

You can still convert the following datas into molecular structure:
(1)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;
(2)InChIKey=JRBJSXQPQWSCCF-UHFFFAOYSA-N;
(3)Smilesc1(c2cc(c(N)cc2)OC)cc(c(N)cc1)OC;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LDLo	oral	600mg/kg (600mg/kg)		Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 58, Pg. 167, 1907.
rat	LD50	oral	1920mg/kg (1920mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 723, 1986.

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