1,4-Amino-N,N-dimethylaniline,dihydrochloride Chemical Properties

Melting point:

222 °C (dec.)(lit.)

bulk density

500kg/m3

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

2000g/l

form 

Powder

color 

White to beige to gray

PH

1.6 (50g/l, H2O, 20℃)

Water Solubility 

Soluble in water

Merck 

14,3254

BRN 

3913463

Major Application

food and beverages || microbiology

InChI

InChI=1S/C8H12N2.2ClH/c1-10(2)8-5-3-7(9)4-6-8;;/h3-6H,9H2,1-2H3;2*1H

InChIKey

IAEDWDXMFDKWFU-UHFFFAOYSA-N

SMILES

N(C1C=CC(N)=CC=1)(C)C.Cl.Cl

CAS DataBase Reference

536-46-9(CAS DataBase Reference)

EPA Substance Registry System

1,4-Benzenediamine, N,N-dimethyl-, dihydrochloride (536-46-9)

Safety Information

Hazard Codes 

T

Risk Statements 

23/24/25-43

Safety Statements 

36/37-45

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

3

RTECS 

ST1750000

F 

3-8-9

TSCA 

TSCA listed

HS Code 

2921 51 90

HazardClass 

6.1

PackingGroup 

III

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials

Hazard Classifications

Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral

MSDS

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

1,4-Amino-N,N-dimethylaniline,dihydrochloride Usage And Synthesis

Chemical Properties

white to beige to grey powder

Uses

It is a stain used in microscopy. N,N-Dimethyl-p-phenylenediamine dihydrochloride is also suitable for use in the peroxidase test. It is a compound that is normally used to measure the antioxidant potential.

Biological Activity

N,N-Dimethyl-p-phenylenediamine dihydrochloride (DMPD) is used for the determination of peroxidase. DMPD is converted into a red pigment of semiquinone nature. It is also used in the HID-AB (high iron diamine-alcian blue) staining procedures, which are used to differentiate between sialomucin and sulfomucin in the gastrointestinal tract.

Synthesis

A method for the preparation of 1,4-Amino-N,N-dimethylaniline,dihydrochloride, comprising the steps of:
(1) Take 1 mole of p-nitrochlorobenzene and dissolve it in 400 ml of toluene to obtain solution A;
(2) Take 1.1 mole of dimethylamine hydrochloride dissolved in 180 ml of water, add solution A;
(3) 20??25??, under stirring, add 1.1 mole of 15% sodium hydroxide aqueous solution to the above solution dropwise, warm up to 35??, add 0.66 mole of 15% sodium hydroxide aqueous solution dropwise again in 30 minutes, and then keep warm and react for 60 minutes;
(4) Stilling, phase separation, toluene layer with active nickel catalyst, hydrogen reduction;
(5) Separation of the catalyst by filtration; the toluene layer is passed through hydrogen chloride gas to give a precipitate of N,N-dimethyl-p-phenylenediamine dihydrochloride;
(6) Centrifugation, obtained 1,4-Amino-N,N-dimethylaniline,dihydrochloride 198g, content 99.7%, yield 94.5% (as p-chloronitrobenzene).

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