1-N,1-N,4-N,4-N-tetramethylbenzene-1,4-diamine

• ChemBase ID: 75338
• Molecular Formular: C10H16N2
• Molecular Mass: 164.24744
• Monoisotopic Mass: 164.13134852
• SMILES: N(c1ccc(cc1)N(C)C)(C)C
• Canonical SMILES: CN(c1ccc(cc1)N(C)C)C
• InChI: InChI=1S/C10H16N2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8H,1-4H3
• InChIKey: CJAOGUFAAWZWNI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,1-N,4-N,4-N-tetramethylbenzene-1,4-diamine
• IUPAC Traditional name: 1-N,1-N,4-N,4-N-tetramethylbenzene-1,4-diamine; wurster's blue
• Synonyms: N,N,N',N'-Tetramethyl-p-phenylenediamine; TMPD; TMPDA; TMPPD; Wurster’s reagent; N,N,N′,N′-Tetramethyl-p-phenylenediamine; Wurster's reagent; 1,4-Bis(dimethylamino)benzene; Wurster's Blue; N,N,N',N'-Tetramethyl-p-phenylenediamine; Wurster 试剂; N,N,N′,N′-四甲基对苯二胺; N,N,N',N'-四甲基对苯二胺

Database IDs

• CAS Number: 100-22-1
• EC Number: 202-831-6
• MDL Number: MFCD00008309
• Beilstein Number: 1564025
• Merck Index: 149228
• PubChem SID: 24888748; 162040256; 24900450
• PubChem CID: 7490

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.78618145
• LogD (pH = 7.4): 2.0721147
• Log P: 2.1893334
• Molar Refractivity: 54.9152 cm^3
• Polarizability: 19.994892 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: off-white to brown flakes; powder; powder (crystalline)
• Melting Point: 47-50 °C; 48-52°C; 49-51 °C(lit.)
• Boiling Point: 260 °C(lit.); 260°C
• Flash Point: 110 °C; 230 °F

Safety Information

• Storage Condition: 2-8°C, Avoid excess heat
• Storage Warning: Air & Light Sensitive
• RTECS: ST4200000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 2811; UN1673
• German water hazard class: 1
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 20/21/22; R:20/21/22
• Safety Statements: 28; S:28
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P261-P280-P302+P352-P304+P340-P322-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥98.0% (NT); 98%; 98+%; 99%
• Grade: purum
• Linear Formula: C6H4[N(CH3)2]2

DETAILS

MP Biomedicals - 02152118

Free Base
Purity: 98%
This material is typically an off-white to gray powder which may darken in storage.

Sigma Aldrich - T7394

Caution
May darken in storage.
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 87888

Caution
may discolor on storage

REFERENCES

• Electron acceptor in studies of catalytic properties of oxoreductases in cellular organelles: Anal. Biochem., 131, 404 (1983). Reducing agent for cytochrome c.
• Compare N,N-Dimethyl-p-phenylenediamine dihydrochloride, A10343.
• Powerful electron donor which readily forms stable, dark blue radical cation: J. Am. Chem. Soc., 61, 1981 (1939); 65, 1747 (1943), which is involved in a wide variety of redox reactions: