N,N'-Diphenylbenzidine Chemical Properties

Melting point:

246-248 °C(lit.)

Boiling point:

462.9°C (rough estimate)

Density 

1.1750 (rough estimate)

vapor density 

11.6 (vs air)

refractive index 

1.7620 (estimate)

Flash point:

>110°C

storage temp. 

Store below +30°C.

solubility 

Acetone (Slightly), DMF (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly, Sonicated)

form 

Fine Crystalline Powder

pka

1.31±0.40(Predicted)

color 

Gray to brownish

Water Solubility 

Insoluble in water.

Sensitive 

Light Sensitive

Merck 

14,3319

BRN 

2220993

InChIKey

FDRNXKXKFNHNCA-UHFFFAOYSA-N

CAS DataBase Reference

531-91-9(CAS DataBase Reference)

NIST Chemistry Reference

[1,1'-Biphenyl]-4,4'-diamine, n,n'-diphenyl-(531-91-9)

EPA Substance Registry System

[1,1'-Biphenyl]-4,4'-diamine, N,N'-diphenyl- (531-91-9)

Safety Information

Hazard Codes 

Xi

Safety Statements 

22-24/25

RIDADR 

2811

WGK Germany 

3

F 

8

TSCA 

Yes

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29215900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N,N'-Diphenylbenzidine Usage And Synthesis

Chemical Properties

GREY TO BROWNISH FINE CRYSTALLINE POWDER

Uses

N,N'-Diphenylbenzidine is an indicator suitable for redox titrations, e.g. with dichromate or cerium(IV) sulfate 1,2. It is also used as intermediates in organic synthesis.

Uses

See diphenylamine.

Synthesis

The synthesis of N,N'-Diphenylbenzidine is as follows:
3.12 g (10mmol) of 4,4'-dibromodiphenyl, 2.3 mL (25 mmol) of aniline, 2.9 g (30 mmol) of t-BuONa, 183 mg (0.2 mmol) of Pd2(dba)3, and 20 mg (0.1 mmol) of P(t-Bu)3 were dissolved in 30 mL of toluene, and then stirred at 90°C for 3 hrs. The reaction mixture was cooled to room temperature and three times extracted with distilled water and diethyl ether. Precipitates in an organic layer were filtered, washed with acetone and diethyl ether, and then dried in vacuum to obtain 0.3g of the intermediate compound C (yield: 90%). 

Purification Methods

Crystallise the benzidine from toluene or ethyl acetate. Store it in the dark. [Beilstein 13 H 223, 13 IV 368.]

N,N'-Diphenylbenzidine(531-91-9)Related Product Information

• 2-Dimethylaminoisopropyl chloride hydrochloride
• 2,2'-Benzidinedisulfonic acid
• Dichlorodiphenylsilane
• 4,4'-Diaminodiphenylsulfone
• Diphenylmethane
• 4-Aminobenzoic acid
• Benzidine
• 1,3-Diphenyl-2-thiourea
• 4,4'-Methylenedianiline
• 4-Aminobiphenyl
• Pigment Yellow 12
• tert-Butylchlorodiphenylsilane
• Sulfanilic acid
• Diphenylphosphine
• 3,3',5,5'-Tetramethylbenzidine dihydrochloride
• Chlorodiphenylphosphine
• Diphenylsilane
• N,N-Dibenzylethanolamine