637-01-4

Basic information

• Product Name: N,N,N',N'-Tetramethyl-p-phenylenediamine dihydrochloride
• Synonyms: 1,4-Benzenediamine,N,N,N’,N’-tetramethyl-,dihydrochloride;4-benzenediamine,n,n,n’,n’-tetramethyl-dihydrochloride;n,n,ni,ni-tetramethyl-p-phenylenediaminedihydrochloride;N,N,N'',N''-Tetramethyl-p-phenylenediamine hydrochloride;N,N,N',N'-Tetramethyl-p-phenylenediamine dihydrochloride, 98+%;tetramethyl-p-phenylenediamine dihydrochloride;N,NnTetramethyl-P-Phenylenediamine;N,N,N',N'-Tetramethyl-1,4-phenylenediamine·2hydrochloride
• CAS NO: 637-01-4
• Molecular Formula: C₁₀H₁₆N₂*Cl
• Molecular Weight: 237.17
• EINECS: 211-274-8
• Product Categories: Benzoquinones, etc. (Charge Transfer Complexes);Charge Transfer Complexes for Organic Metals;Functional Materials;TMPD
• Mol File: 637-01-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 222-224 °C(lit.)
• Boiling Point: 378.54°C (rough estimate)
• Flash Point: 104.9 °C
• Appearance: off-white to gray/powder
• Density: 1.1961 (rough estimate)
• Refractive Index: 1.6400 (estimate)
• Storage Temp.: Store at RT.
• Solubility: H2O: soluble500mg/10 mL
• Water Solubility: SOLUBLE
• Sensitive: Light Sensitive
• Stability: Stable. Incompatible with strong oxidizing agents, strong bases.
• BRN: 5132096
• CAS DataBase Reference: N,N,N',N'-Tetramethyl-p-phenylenediamine dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,N',N'-Tetramethyl-p-phenylenediamine dihydrochloride(637-01-4)
• EPA Substance Registry System: N,N,N',N'-Tetramethyl-p-phenylenediamine dihydrochloride(637-01-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22-40
• Safety Statements: 26-36-36/37-22-36/37/39
• RIDADR: 2811
• WGK Germany: 3
• F: 8
• TSCA: Yes
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 637-01-4(Hazardous Substances Data)

Usage

Chemical Properties

Off white to gray powder

Uses

Different sources of media describe the Uses of 637-01-4 differently. You can refer to the following data:
1. An oxidizable compound
2. N,N,N',N'-tetramethyl-p-phenylenediamine dihydrochloride (TMPD) is an oxidizable compound that serves as a reducing co-substrate for heme peroxidases. It is also used as a test reagent in microbiology for the classification of cytochrome oxidase positive aerobic microorganisms. It finds application as a detection of peroxidases on polyacrylamide gels.
3. N,N,N′,N′-Tetramethyl-p-phenylenediamine dihydrochloride has been used to determine the oxidase activity displayed by various microorganisms.

General Description

N,N,N′,N′-Tetramethyl-p-phenylenediamine dihydrochloride (TMPD) is a redox mediator used in the oxidase test for detecting bacterial cytochrome c oxidases. TMPD is commonly used to perform the oxidase test for the colorimetric identification of pathogenic and non-pathogenic bacteria.

Purification Methods

Crystallise the salt from isopropyl or n-butyl alcohols, saturated with HCl. Treat it with aqueous NaOH to give the free base (see previous entry) which is filtered, dried and sublimed in a vacuum. [Guarr et al. J Am Chem Soc 107 5104 1985, Beilstein 13 H 74.]

Upstream product

• 100-22-1 N,N,N',N'-tetramethyl-para-phenylenediamine 

Relevant articles and documents

Contact Ion Pairs Formed from Photolyzed TMPD-CCl4 and TMPD-CCl4-C6H6 Solutions Studied by the Time-Resolved Microwave Dielectric Absorption Technique

One-photon ionization of TMPD has been investigated by observing the time variation of microwave dielectric loss caused by irradiation of 355-nm laser pulse on a solution of TMPD in CCl4 and on that containing both TMPD and CCl4 in C6H6 solvent.In the TMPD-CCl4 system the observed signal shows a rapid growth followed by a second-order decay along with much slower decays.These features can be interpreted as reflecting the formation of contact ion pairs (TMPD(1+)Cl(1-)) and their mutual association leading to ion-pair dimers and clusters.In the TMPD-CCl4-C6H6 system a first-order growth of the dielectric absorption is observed, which corresponds to ion-pair formation by electron transfer from the excited triplet state of TMPD to CCl4, and the reaction rate is diffusion-controlled.The dipole moment of the ion pair has been estimated to be 11 +/- 3 D from two different methods; one based on the amplitude of the detected signal and the other on the rate constant for the ion-pair association.The dipole moment of the ion pair dimer appears to be larger than that of the ion pair itself.The analysis of the data leads to a suggestion that the quantum yield of the ion-pair formation is close to unity.