3,3'-Dimethoxybenzidine supplier

Name
3,3'-DIMETHOXYBENZIDINE
EINECS 204-355-4
CAS No. 119-90-4
Article Data27
CAS DataBase
Density 1.178 g/cm³
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;
PSA 70.50000
LogP 3.69760

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

...Expand

: 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%

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

: 158198-05-1
3-phenylnorbornadiene-2-carbonyl chloride

: C42H36N2O4

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane for 0.166667h; Heating;	95%

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

: 41168-79-0
1,1′-bis(2,4-dinitrophenyl)-[4,4′-bipyridine]-1,1′-diium chloride

: 1,1'-bis(4′-amino-3,3′-dimethoxy-[1,1′-biphenyl]-4-yl)-[4,4′-bipyridine]-1,1′-diium chloride

Conditions

Conditions	Yield
In methanol; water for 72h; Reflux; Inert atmosphere;	95%

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

: C34H30N4O2

: C48H40N4O4

Conditions

Conditions	Yield
In acetic acid Reflux;	93%

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

: 91-68-9
3-diethylaminophenol

: C34H40N6O4

Conditions

Conditions	Yield
Stage #1: 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1h; Stage #2: 3-diethylaminophenol In water at 0 - 5℃; for 2h; pH=5-6;	90.6%

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

: 79-04-9
chloroacetyl chloride

: 2810-43-7
N,N'-(3,3'-dimethoxybiphenyl-4,4'-diyl)bis(2-chloroacetamide)

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 4h; Inert atmosphere;	90%

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

: 90-02-8
salicylaldehyde

: 5314-38-5
N,N'-disalicylidene-3,3'-dimethoxybenzidine

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	87.3%
With ethanol
In methanol

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

: 2872-47-1
1-amino-4-chloroanthraquinone

: 88653-21-8
1-amino-4-(4'-amino-2,3'-dimethoxybiphenylylamino)anthraquinone

Conditions

Conditions	Yield
With aluminium trichloride In nitrobenzene Ambient temperature;	86%

: 75-44-5
phosgene

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

: 91-93-0
3,3'-dimethoxy-4,4'-biphenylene diisocyanate

Conditions

Conditions	Yield
In various solvent(s) for 1.5h; Condensation; Heating;	85%

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

: 708-06-5
2-hydroxynaphthalene-1-carbaldehyde

: 16196-98-8
C36H28N2O4

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 90℃; for 6h;	85%

: 31350-09-1
thiophene-2-carbaldehyde benzothiazol-2-yl-hydrazone

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

: 1268834-71-4
bis-1-(2-methoxyphenyl)-3-thiothenyl-5-(benzthiazole-2-yl)formazane

Conditions

Conditions	Yield
Stage #1: 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine With hydrogenchloride; sodium nitrite In water Stage #2: thiophene-2-carbaldehyde benzothiazol-2-yl-hydrazone In water; N,N-dimethyl-formamide	81%

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

: 71190-35-7
1-(2,4-dinitrophenyl)-4,4'-bipyridinium chloride

: C34H28N4O2(2+)*2Cl(1-)

Conditions

Conditions	Yield
In N,N-dimethyl acetamide; water at 95℃; for 120h;	80%

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

: 4,4'-diiodo-3,3'-diethoxylbiphenyl

Conditions

Conditions	Yield
Stage #1: 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine With sodium nitrite In sulfuric acid; acetic acid; acetonitrile at -5 - 80℃; for 0.5h; Stage #2: With potassium iodide In water at 30 - 40℃; for 2.5h;	79.54%

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

: 92160-61-7
4,4'-diiodo-3,3'-dimethoxylbiphenyl

Conditions

Conditions	Yield
Stage #1: 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine With sodium nitrite In sulfuric acid; acetic acid; acetonitrile at -5 - 80℃; for 0.5h; Stage #2: With potassium iodide In water at 30 - 40℃; for 2.5h;	79.39%

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

: 31350-07-9
furaldehyde benzthiazolyl-2-hydrazone

: 1268834-70-3
bis-1-(2-methoxyphenyl)-3-furyl-5-(benzthiazole-2-yl)formazane

Conditions

Conditions	Yield
Stage #1: 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine With hydrogenchloride; sodium nitrite In water Stage #2: furaldehyde benzthiazolyl-2-hydrazone In water; N,N-dimethyl-formamide	79%

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

: 66175-54-0
4,4'-dichloro-3,3'-dimethoxybiphenyl

Conditions

Conditions	Yield
Stage #1: 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine With sodium nitrite In sulfuric acid; acetic acid; acetonitrile at -5 - 80℃; for 0.5h; Stage #2: With hydrogenchloride; copper(l) chloride In water at 30 - 40℃; for 2.5h;	78.5%

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

: 4β-bromo-4-desoxypodophyllotoxin

: 3'',3'''-dimethoxy-N,N'-bis(4β-4-desoxypodophyllotoxin)benzidine

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; triethylamine In tetrahydrofuran at 20℃; for 6h;	78%

: 67-56-1
methanol

: 50-00-0
formaldehyd

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

: N,N'-bis(methoxymethyl)dianisidine

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; Mannich Aminomethylation;	78%

...Expand

: 5,7-diimino-2,5,6,7-tetrahydro-1H-cyclopenta[cd]phenalene

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

: C44H34N4O2

Conditions

Conditions	Yield
In methanol Heating;	77%

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

: (5R,5aS,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-5-iodo-5,5a,8a,9-tetrahydro-1,3,6-trioxa-dicyclopenta[b,g]naphthalen-8-one

: 3'',3'''-dimethoxy-N,N'-bis(4'-O-demethyl-4β-4-desoxypodophyllotoxin)benzidine

Conditions

Conditions	Yield
With barium carbonate In acetonitrile	75%

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.

Product Name

3,3'-DIMETHOXYBENZIDINE

Synthetic route

3,3'-Dimethoxybenzidine Consensus Reports

3,3'-Dimethoxybenzidine Standards and Recommendations

3,3'-Dimethoxybenzidine Analytical Methods

3,3'-Dimethoxybenzidine Specification

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