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ChemicalBook >  Product Catalog >  Organic Chemistry >  Amides >  Naphthenic amines derivatives >  N,N-Dimethyl-1,4-phenylenediamine

N,N-Dimethyl-1,4-phenylenediamine

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N,N-Dimethyl-1,4-phenylenediamine Basic information

Product Name:
N,N-Dimethyl-1,4-phenylenediamine
Synonyms:
  • 4-ANIMODIMETHYLANILINE
  • 4-AMINODIMETHYLANILINE
  • 4-AMINO-N,N-DIMETHYLANILINE
  • 4-DIMETHYLAMINOANILINE
  • Dimethyl-p-phenylenediamine
  • DIMETHYL(N,N-)-P-PHENYLENEDIAMINE
  • WURSTER'S RED
  • 4-(dimethylamino)benzenamine
CAS:
99-98-9
MF:
C8H12N2
MW:
136.19
EINECS:
202-807-5
Product Categories:
  • Amines
Mol File:
99-98-9.mol
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N,N-Dimethyl-1,4-phenylenediamine Chemical Properties

Melting point:
34-36 °C(lit.)
Boiling point:
262 °C(lit.)
Density 
1.09
refractive index 
1.5914 (estimate)
Flash point:
130 °C
storage temp. 
2-8°C
pka
6?+-.0.12(Predicted)
form 
crystalline
color 
black
Water Solubility 
11 g/L (20 ºC)
Sensitive 
Light Sensitive
Merck 
14,3254
BRN 
508105
Stability:
Stable. Incompatible with acid chlorides, acid anhydrides, strong acids, strong oxidizing agents. Combustible.
InChIKey
BZORFPDSXLZWJF-UHFFFAOYSA-N
CAS DataBase Reference
99-98-9(CAS DataBase Reference)
NIST Chemistry Reference
1,4-Benzenediamine, N,N-dimethyl-(99-98-9)
EPA Substance Registry System
N,N-Dimethyl-p-benzenediamine (99-98-9)
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Safety Information

Hazard Codes 
T
Risk Statements 
23/24/25-36/37/38
Safety Statements 
28-45-36/37/39-26
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
ST0874000
8-10-23
Hazard Note 
Toxic/Keep Cold
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29215900
Hazardous Substances Data
99-98-9(Hazardous Substances Data)

MSDS

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N,N-Dimethyl-1,4-phenylenediamine Usage And Synthesis

Chemical Properties

grey to black solid

Uses

Base for production of methylene blue, photodeveloper, reagent for detection of hydrogen sulfide, reagent for cellulose, organic synthesis, reagent for certain bacteria.

Uses

N,N-Dimethyl-p-phenylenediamine is a redox indicator. Readily forms stable, red radical cation, involved in a variety of redox reactions.

Uses

N,N-Dimethyl-p-phenylenediamine may be used for the preparation of molecular compounds with tetracyano-p-quinodimethane (TCNQ). Polarized absorption spectra of these molecular compounds were investigated.

Synthesis Reference(s)

Chemistry Letters, 9, p. 439, 1980
Tetrahedron Letters, 34, p. 2441, 1993 DOI: 10.1016/S0040-4039(00)60436-7

General Description

Colorless to reddish-violet solid. Used in the production of methylene blue and photographic developer. Used as a chemical intermediate for dyes and diazonium chloride salts and as an analytical reagent to detect chloroamine in water.

Reactivity Profile

N,N-Dimethyl-1,4-phenylenediamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. Incompatible with strong oxidizers, strong acids and acid anhydrides. Also incompatible with alkalis .

Hazard

Toxic by ingestion or inhalation of vapor.

Health Hazard

Lowest toxic dose with skin effect is 14 mg/kg. Irritant to skin and eyes.

Fire Hazard

When heated to decomposition, N,N-Dimethyl-1,4-phenylenediamine emits toxic fumes of nitrogen oxides.

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