2-(8-{[bis(dimethylamino)methylidene]amino}naphthalen-1-yl)-1,1,3,3-tetramethylguanidine

• ChemBase ID: 141933
• Molecular Formular: C20H30N6
• Molecular Mass: 354.4924
• Monoisotopic Mass: 354.25319499
• SMILES: CN(C)C(=Nc1cccc2c1c(ccc2)N=C(N(C)C)N(C)C)N(C)C
• Canonical SMILES: CN(C(=Nc1cccc2c1c(ccc2)N=C(N(C)C)N(C)C)N(C)C)C
• InChI: InChI=1S/C20H30N6/c1-23(2)19(24(3)4)21-16-13-9-11-15-12-10-14-17(18(15)16)22-20(25(5)6)26(7)8/h9-14H,1-8H3
• InChIKey: PSHHYQWGIGYWHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(8-{[bis(dimethylamino)methylidene]amino}naphthalen-1-yl)-1,1,3,3-tetramethylguanidine
• IUPAC Traditional name: 2-(8-{[bis(dimethylamino)methylidene]amino}naphthalen-1-yl)-1,1,3,3-tetramethylguanidine
• Synonyms: TMGN; N′′,N′′′′′-1,8-Naphthalenediylbis(N,N,N′,N′-tetramethyl-guanidine); 1,8-Bis(tetramethylguanidino)naphthalene; N′′,N′′′′′-1,8-萘二基双(N,N,N′,N′-四甲基-胍); 1,8-双(四甲基胍基)萘

Database IDs

• CAS Number: 442873-72-5
• MDL Number: MFCD06798180
• PubChem SID: 162236165; 24866000
• PubChem CID: 11164082

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.76622325
• LogD (pH = 7.4): -0.7260214
• Log P: 2.3324223
• Molar Refractivity: 114.9342 cm^3
• Polarizability: 42.24464 Å^3
• Polar Surface Area: 37.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: toluene: soluble20 mg/mL, clear
• Melting Point: 124-128 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0%
• Impurities: ≤0.5% water
• Linear Formula: C10H6[N=C[N(CH3)2]2]2

DETAILS

Sigma Aldrich - 41541

Analysis Note
may contain dark particles
Other Notes
A new superbasic and kinetically active proton sponge.1,2
Packaging
1 g in poly tube
5 g in poly bottle