2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine supplier

Name
M-TOLIDINE
EINECS 201-551-1
CAS No. 84-67-3
Article Data20
CAS DataBase
Density 1.106 g/cm³
Solubility
Melting Point 105-106 °C
Formula C₁₄H₁₆N₂
Boiling Point 344.4 °C at 760 mmHg
Molecular Weight 212.294
Flash Point 192.9 °C
Transport Information
Appearance
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms NSC 1989;m-TBHG;m-Tolidine;Benzidine,2,2'-dimethyl- (7CI,8CI);2,2'-Dimethyl-4,4'-diaminobiphenyl;2,2'-Dimethylbenzidine;2,2'-Tolidine;4,4'-Diamino-2,2'-dimethylbiphenyl;
PSA 52.04000
LogP 4.29720

Synthetic route

: 99-08-1
1-methyl-3-nitrobenzene

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
With 1,4-dihydroxy-9,10-anthracenedione; platinum on activated charcoal; hydrogen; sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene; water at 65 - 75℃; under 6750.68 Torr; for 8h; Solvent; Reagent/catalyst; Pressure; Temperature; Autoclave;	79.2%
With sodium hydroxide; ethanol; zinc man gibt weitere 150 g Zinkstaub hinzu und kocht dann mit Salzsaeure; das ausgeschiedene Tolidinhydrochlorid bringt man durch Wasser in Loesung und faellt es durch konz.Salzsaeure wieder aus;
(i) Zn, aq. NaOH, (ii) aq. HCl, Et2O; Multistep reaction;
Multi-step reaction with 3 steps 1: alcoholic potash 2: alcoholic ammonium sulfide 3: diluted alcohol; diluted sulfuric acid View Scheme
Multi-step reaction with 2 steps 1: zinc; sodium hydroxide / water; ethanol / 4 h / Reflux; Inert atmosphere 2: hydrogenchloride / water / 5 h / Inert atmosphere; Reflux View Scheme

: 59517-20-3
2,2'-dimethyl-4,4'-dinitro-biphenyl

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
With 3% Pd/C; hydrazine In ethanol at 100℃; for 12h;	76%
With ethanol; nickel Hydrogenation;
With hydrogenchloride; zinc

: 588-04-5
3,3'-dimethylazobenzene

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; tin(ll) chloride
With hydrogen sulfide; ammonia Durch Ansaeuern des Reaktionsproduktes mit Salzsaeure;
Multi-step reaction with 2 steps 1: alcoholic ammonium sulfide 2: diluted alcohol; diluted sulfuric acid View Scheme
With hydrogenchloride; sulfur dioxide; potassium iodide

: 621-26-1
3,3'-dimethylhydrazobenzene

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
With ethanol; sulfuric acid
With hydrogenchloride In water for 5h; Inert atmosphere; Reflux;

: 621-26-1
3,3'-dimethylhydrazobenzene

acid: acid

: 84-67-3
2,2'-dimethylbenzidine

: 64-17-5
ethanol

: 588-04-5
3,3'-dimethylazobenzene

HCl-salt tin dichloride: HCl-salt tin dichloride

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
durch elektrochemischen Reduktion;

...Expand

: 7647-01-0
hydrogenchloride

: 7782-99-2
sulphurous acid

: 588-04-5
3,3'-dimethylazobenzene

potassium iodide: potassium iodide

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
at 40 - 50℃;

...Expand

: 5326-38-5
2-iodo-5-nitrotoluene

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper-powder / 280 °C 2: Raney nickel; ethanol / Hydrogenation View Scheme

: 1221066-39-2
C40H32N2

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 2h;

: 7149-70-4
2-bromo-5-nitrotoluene

: 84-67-3
2,2'-dimethylbenzidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper / N,N-dimethyl-formamide / 12 h / 160 °C 2: hydrazine; 3% Pd/C / ethanol / 12 h / 100 °C View Scheme

: 84-67-3
2,2'-dimethylbenzidine

: 108-24-7
acetic anhydride

: 96000-61-2
N-{4'-acetamido-2,2'-dimethyl-[1,1'-biphenyl]-4-yl}acetamide

Conditions

Conditions	Yield
at 20℃; for 24h;	97%

: 84-67-3
2,2'-dimethylbenzidine

: 684-16-2
Hexafluoroacetone

: 5,5′-bis(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-2,2′-dimethylbenzidine

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol at 80℃; for 7h; Reagent/catalyst; Temperature; Inert atmosphere;	96.8%
With toluene-4-sulfonic acid at 135℃; for 22h; Autoclave; Inert atmosphere;	69%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 84-67-3
2,2'-dimethylbenzidine

: (2S,2'S)-di-tert-butyl 2,2'-(((2,2'-dimethyl-[1,1'-biphenyl]-4,4'-diyl)bis(azanediyl))bis(carbonyl))bis(pyrrolidine-1-carboxylate)

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 2h;	96%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;	96%

: 616-02-4
citraconic acid anhydride

: 84-67-3
2,2'-dimethylbenzidine

: C24H20N2O4

Conditions

Conditions	Yield
With acetic acid In toluene for 1h; Inert atmosphere; Reflux;	96%

: 108-31-6
maleic anhydride

: 84-67-3
2,2'-dimethylbenzidine

: C22H16N2O4

Conditions

Conditions	Yield
Stage #1: maleic anhydride; 2,2'-dimethylbenzidine In N,N-dimethyl-formamide; toluene at 20℃; for 3h; Dean-Stark; Stage #2: With toluene-4-sulfonic acid In N,N-dimethyl-formamide; toluene for 22h;	95.8%
Stage #1: maleic anhydride; 2,2'-dimethylbenzidine In N,N-dimethyl-formamide; toluene at 20℃; for 3h; Dean-Stark; Stage #2: With toluene-4-sulfonic acid In N,N-dimethyl-formamide; toluene for 22h; Reflux;

: 84-67-3
2,2'-dimethylbenzidine

: 122-37-2
4-anilinophenol

: 1013336-06-5
bis(4-diphenylamino)-2,2'-dimethyl-4,4'-diaminobiphenyl

Conditions

Conditions	Yield
Stage #1: With tetrabutoxytitanium; 1-acetoxy-4-methylbenzene at 60℃; for 1h; Stage #2: 2,2'-dimethylbenzidine; 4-anilinophenol In toluene at 110℃; for 48h;	88%

: 188047-59-8
C12H8ClN3OS

: 84-67-3
2,2'-dimethylbenzidine

: 1190107-87-9
C38H32Cl2N8O2S2

Conditions

Conditions	Yield
In acetonitrile at 20 - 25℃; for 0.75h; Sonication;	85%

: 84-67-3
2,2'-dimethylbenzidine

: 35675-46-8
3-methyl-4-nitro-benzoyl chloride

: C30H26N4O6

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl acetamide at 20℃; for 24h; Cooling with ice;	85%

: 1700-02-3
2,4-dichloro-6-phenyl-1,3,5-triazine

: 84-67-3
2,2'-dimethylbenzidine

: C37H35N7

Conditions

Conditions	Yield
Stage #1: 2,2'-dimethylbenzidine With sodium carbonate; sodium hydroxide In 1,4-dioxane; toluene Reflux; Stage #2: 2,4-dichloro-6-phenyl-1,3,5-triazine In 1,3-dioxane; toluene for 6h; Reflux;	78.11%

: 911293-02-2
C18H13N3O2S

: 84-67-3
2,2'-dimethylbenzidine

: 1190107-92-6
C50H42N8O4S2

Conditions

Conditions	Yield
In acetonitrile at 20 - 25℃; for 0.75h; Sonication;	78%

: 5466-84-2
4-nitrophthalic anhydride

: 84-67-3
2,2'-dimethylbenzidine

: C30H18N4O8

Conditions

Conditions	Yield
With propionic acid at 150℃; for 10h;	78%

: 84-67-3
2,2'-dimethylbenzidine

A: 63297-02-9
3,3′-dimethylbiphenyl-4,4′-dicarboxylic acid

B: 7583-27-9
4,4'-diiodo-3,3'-dimethylbiphenyl

Conditions

Conditions	Yield
	A n/a B 74%

: 84-67-3
2,2'-dimethylbenzidine

: 7583-27-9
4,4'-diiodo-3,3'-dimethylbiphenyl

Conditions

Conditions	Yield
	74%

: 84-67-3
2,2'-dimethylbenzidine

: C15H8INO4

: 2-(3-(4'-amino-2,2'-dimethyl-[1,1'-biphenyl]-4-yl)-6-iodo-4-oxo-3,4-dihydroquinazolin-2-yl)benzoic acid

Conditions

Conditions	Yield
In ethanol Heating;	56.3%

: 111-24-0
1,5-dibromo-pentane

: 84-67-3
2,2'-dimethylbenzidine

: 1221066-32-5
2,2'-dimethyl-4'-(piperidin-1-yl)biphenyl-4-amine

Conditions

Conditions	Yield
With potassium carbonate In ethanol; toluene at 150℃; for 0.666667h; Microwave irradiation;	40%

: 84-67-3
2,2'-dimethylbenzidine

: 6258-06-6
sodium 1-amino-4-bromoanthraquinone-2-sulfonate

: sodium 1,1'-((2,2'-dimethyl-[1,1'-biphenyl]-4,4'-diyl)bis(azanediyl))bis(4-amino-9,10-dioxo-9,10-dihydroanthracene-3-sulfonate)

Conditions

Conditions	Yield
With copper In aq. phosphate buffer at 120℃; for 0.333333h; pH=6 - 7; Ullmann Condensation; Microwave irradiation;	15%
With disodium hydrogenphosphate; sodium dihydrogenphosphate; copper In water at 120℃; for 0.333333h; Microwave irradiation;	15%

: 84-67-3
2,2'-dimethylbenzidine

: 151-50-8
potassium cyanide

: 117490-51-4
2,2'-dimethylbiphenyl-4,4'-dicarbonitrile

Conditions

Conditions	Yield
With sulfuric acid; water; copper(II) sulfate Diazotization;

: 84-67-3
2,2'-dimethylbenzidine

: 605-39-0
2,2'-dimethyl-1,1'-biphenyl

Conditions

Conditions	Yield
Diazotization.anschliessend Behandeln mit H3PO2;
Diazotization.Erwaermen mit Ca(OH)2 oder CaO in Methanol oder Aethanol;
Diazotization.Destillation des Diazoniumjodids mit Zinkstaub;

: 84-67-3
2,2'-dimethylbenzidine

: 19482-15-6
4,4'-dichloro-2,2'-dimethyl-biphenyl

Conditions

Conditions	Yield
With hydrogenchloride at 10℃; Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl in konz. wss. HCl;

: 84-67-3
2,2'-dimethylbenzidine

: 141-97-9
ethyl acetoacetate

: N,N'-(2,2'-dimethyl-biphenyl-4,4'-diyl)-bis-acetoacetamide

Conditions

Conditions	Yield
With xylene

: 84-67-3
2,2'-dimethylbenzidine

: 100-52-7
benzaldehyde

: 96968-76-2
N,N'-dibenzylidene-2,2'-dimethyl-benzidine

: 84-67-3
2,2'-dimethylbenzidine

: 90-02-8
salicylaldehyde

: 23072-76-6
2,2'-dimethyl-N,N'-disalicylidene-benzidine

: 84-67-3
2,2'-dimethylbenzidine

: 64-19-7
acetic acid

: 96000-61-2
N-{4'-acetamido-2,2'-dimethyl-[1,1'-biphenyl]-4-yl}acetamide

: 84-67-3
2,2'-dimethylbenzidine

: 121-90-4
m-nitrobenzoic acid chloride

: 104294-86-2
2,2'-Dimethyl-4,4'-bis-(3-nitro-benzoylamino)-biphenyl

Conditions

Conditions	Yield
With benzene

: 98-01-1
furfural

: 84-67-3
2,2'-dimethylbenzidine

: 151-50-8
potassium cyanide

: 139555-38-7
{4'-[(Cyano-furan-2-yl-methyl)-amino]-2,2'-dimethyl-biphenyl-4-ylamino}-furan-2-yl-acetonitrile

Conditions

Conditions	Yield
With acetic acid 1.) H2O, RT, 1.5 h, 2.) H2O, C2H5OH, RT, overnight; Yield given. Multistep reaction;

...Expand

2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine Specification

The IUPAC name of 2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine is 4-(4-amino-2-methylphenyl)-3-methylaniline . With the CAS registry number 84-67-3, it is also named as 2,2'-Dimethyl-4,4'-biphenyldiamine ; 2,2'-Dimethylbenzidine ; 2,2'-Tolidine ; 4,4'-Diamino-2,2'-dimethylbiphenyl ; (1,1'-Biphenyl)-4,4'-diamine, 2,2'-dimethyl- (9CI) ; Benzidine, 2,2'-dimethyl- (8CI) . This product is the intermediates of Dyes and Pigments. It must be stored in the container and keep the container in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.48 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 2.39 ; (4)ACD/LogD (pH 7.4): 2.48 ; (5)ACD/BCF (pH 5.5): 36.45 ; (6)ACD/BCF (pH 7.4): 45.27 ; (7)ACD/KOC (pH 5.5): 428.86 ; (8)ACD/KOC (pH 7.4): 532.68 ; (9)#H bond acceptors: 2 ; (10)#H bond donors: 4 ; (11)#Freely Rotating Bonds: 3 ; (12)Index of Refraction: 1.638 ; (13)Molar Refractivity: 68.96 cm³ ; (14)Molar Volume: 191.8 cm³ ; (15)Polarizability: 27.34×10^-24 cm³ ; (16)Surface Tension: 49 dyne/cm ; (17)Enthalpy of Vaporization: 58.83 kJ/mol ; (18)Vapour Pressure: 6.61E-05 mmHg at 25°C ; (19)Rotatable Bond Count: 1 ; (20)Exact Mass: 212.131349 ; (21)MonoIsotopic Mass: 212.131349 ; (22)Topological Polar Surface Area: 52 ; (23)Heavy Atom Count: 16.

People can use the following data to convert to the molecule structure. SMILES: c2(c(c1c(cc(N)cc1)C)ccc(N)c2)C; InChI: InChI=1/C14H16N2/c1-9-7-11(15)3-5-13(9)14-6-4-12(16)8-10(14)2/h3-8H,15-16H2,1-2H3. The 2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine has many suppliers, such as Changzhou Sunlight Pharmaceutical Co., Ltd.. The price of this product changes with the market.

Product Name

M-TOLIDINE

Synthetic route

2,2'-Dimethyl[1,1'-biphenyl]-4,4'-diamine Specification

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