Basic information
- CAS
637-01-4- Standard SMILES
CN(C)c1ccc(N(C)C)cc1.Cl.Cl- InChIKey
FBHKTSXMTASXFJ-UHFFFAOYSA-N- Molecular formula
- C10H16N2.2ClH
- Average molar mass
- 237.17 g/mol
- Monoisotopic mass
- 236.084704
Names & identifiers
- Preferred name
- Tetramethyl-p-phenylenediamine dihydrochloride
- IUPAC
- 1-N,1-N,4-N,4-N-tetramethylbenzene-1,4-diamine;dihydrochloride
- English name
- N,N,N',N'-Tetramethyl-p-phenylenediamine dihydrochloride
- Molecular formula
- C10H17ClN2
- Molecular weight
- 200.71
Names & synonyms
637-01-4N,N,N',N'-Tetramethyl-p-phenylenediamine dihydrochlorideWurster's reagent dihydrochlorideN,N,N',N'-Tetramethyl-1,4-phenylenediamine Dihydrochloridetetramethyl-p-phenylenediamine dihydrochloride1,4-Benzenediamine, N,N,N',N'-tetramethyl-, dihydrochloride66W8HKA51X1,4-Benzenediamine, N1,N1,N4,N4-tetramethyl-, hydrochloride (1:2)DTXSID20609151,4-Bis(dimethylamino)benzene dihydrochlorideN,N,N',N'-TETRAMETHYL-1,4-BENZENEDIAMINE DIHYDROCHLORIDENSC-36730
Show more names
TMPDTMPD (hydrochloride)N,N,N'WURSTER-REAGENTWURSTER'S REAGENTTMPD DIHYDROCHLORIDEWurster's Blue dihydrochlorideTetramethylPPhenylenediamineDihclN,NnTetramethyl-P-Phenylenediamine
TETRAMETHYL-1,4-PHENYLENEDIAMINE DIHYDROCHLORIDEN,N,N',N'Tetramethylparaphenylenediamine dihydrochloridepPhenylenediamine, N,N,N',N'tetramethyl, dihydrochlorideRefChem:897319DTXCID20440541,4Benzenediamine, N,N,N',N'tetramethyl, dihydrochloridepPhenylenediamine, N,N,N',N'tetramethyl, dihydrochloride (8CI)1,4Benzenediamine, N1,N1,N4,N4tetramethyl, hydrochloride (1:2)
Properties
Computed structural properties
- Topological polar surface area
- 6.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 108
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Amines, Aromatic
Physical DescriptionBeige powder; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 222 · 222-224 °C(lit.)
- Boiling point
- 378.54 °C · 378.54°C (rough estimate)
- Density
- 1.1961 · 1.1961 (rough estimate)
- refractive index
- 1.64 · 1.6400 (estimate)
- storage temp.
- room temp
- solubility
- 2 O: · H2O: soluble500mg/10 mL
- form
- powder
- color
- off-white to gray
- Water Solubility
- SOLUBLE
- Sensitive
- Light Sensitive
- BRN
- 5132096 · 5132096
- Stability
- Stable. Incompatible with strong oxidizing agents, strong bases.
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (14.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,4-Benzenediamine, N,N,N',N'-tetramethyl-, dihydrochloride
1,4-Benzenediamine, N,N,N',N'-tetramethyl-, dihydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See p-Phenylenediamine.
Hazard Classes and CategoriesAcute Tox. 4 (14.3%)
Safety data
- F
- 8
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- 2811
- hs_code
- 29215190
- risk_code
- 36/37/38-20/21/22-40
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1,4-Benzenediamine, N1,N1,N4,N4-tetramethyl-, hydrochloride (1:2): ACTIVE
Applications
UsesN,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.
UsesN,N,N′,N′-Tetramethyl-p-phenylenediamine dihydrochloride has been used to determine the oxidase activity displayed by various microorganisms.
General DescriptionN,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.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
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Compound notes
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