2-{[(3-{[(2-hydroxyphenyl)methylidene]amino}propyl)imino]methyl}phenol

• ChemBase ID: 137715
• Molecular Formular: C17H18N2O2
• Molecular Mass: 282.33702
• Monoisotopic Mass: 282.13682783
• SMILES: c1cc(c(cc1)O)/C=N/CCC/N=C/c1c(cccc1)O
• Canonical SMILES: Oc1ccccc1/C=N/CCC/N=C/c1ccccc1O
• InChI: InChI=1S/C17H18N2O2/c20-16-8-3-1-6-14(16)12-18-10-5-11-19-13-15-7-2-4-9-17(15)21/h1-4,6-9,12-13,20-21H,5,10-11H2
• InChIKey: KLDZYURQCUYZBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(3-{[(2-hydroxyphenyl)methylidene]amino}propyl)imino]methyl}phenol; 2-[(1E)-({3-[(E)-[(2-hydroxyphenyl)methylidene]amino]propyl}imino)methyl]phenol
• IUPAC Traditional name: 2-{[(3-{[(2-hydroxyphenyl)methylidene]amino}propyl)imino]methyl}phenol; 2-[(1E)-({3-[(E)-[(2-hydroxyphenyl)methylidene]amino]propyl}imino)methyl]phenol
• Synonyms: N,N′-Disalicylidene-1,3-diaminopropane; N,N′-Trimethylene-bis(salicylimine); N,N′-Bis(salicylidene)-1,3-propanediamine; N,N'-Bis(salicylidene)-1,3-propanediamine; N,N′-二亚水杨基-1,3-二氨基丙烷; N,N′-双水杨醛缩丙二胺; N,N′-双(亚水杨基)-1,3-丙二胺; N,N'-二水杨醛-1,3-丙二胺

Database IDs

• CAS Number: 120-70-7
• EC Number: 204-418-6
• MDL Number: MFCD00002245
• Beilstein Number: 2057483
• PubChem SID: 162231976; 24855082
• PubChem CID: 5464128

CALCULATED PROPERTIES

• Acid pKa: 8.591905
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.3277378
• LogD (pH = 7.4): 3.0152893
• Log P: 3.1254756
• Molar Refractivity: 86.0498 cm^3
• Polarizability: 31.77945 Å^3
• Polar Surface Area: 65.18 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 51-53 °C(lit.); 51-53°C
• Flash Point: 113 °C; 235.4 °F

Safety Information

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

Product Information

• Purity: 98+%; 99%
• Linear Formula: CH2(CH2N=CHC6H4OH)2

DETAILS

Sigma Aldrich - 250929

Application
Can be used as a selective chelating titrant for Cu(II)1
Packaging
25 g in glass bottle

REFERENCES

• Chelating ligand.