3,4,7,8-Tetramethyl-1,10-phenanthroline (HCID 74265)

Names & identifiers

Preferred name: 3,4,7,8-Tetramethyl-1,10-phenanthroline
IUPAC: 3,4,7,8-tetramethyl-1,10-phenanthroline
English name: 3,4,7,8-Tetramethyl-1,10-phenanthroline
Molecular formula: C16H16N2
Molecular weight: 236.31

Names & synonyms

3,4,7,8-Tetramethyl-1,10-phenanthroline1660-93-11,10-Phenanthroline, 3,4,7,8-tetramethyl-DTXSID2061856TM-1,10-PRefChem:90964DTXCID4035330216-762-4MFCD000049743,4,7,8-Tetramethylphenanthroline3,4,7,8-Me4PhenanCHEMBL99384

Show more names

3,4,7,8-tmphenTIMTEC-BB SBB0089453,4,7,8-TetramethyL3,4,7,8-tetramethyl-1,10-filoline3,4,7,8-tetramethyl-10-phenanthroline3, 47.8-tetramethyl-1, 10-philoxoline3,4,7,8-Tetramethyl-1,1-phenanthroline3,4,7,8-TetraMethyl -1,10-phenathroline3,4,7,8-Tetramethyl-1,10-phenaanthroline

AC1714AS-15524SY0046723,4,7,8-tetramethyl-1,10-phenanthrolin3,4,7,8-tetramethyl-1,10-phenantroline3,4,7,8-Tetramethyl-1,10-diazaphenanthrene; 3,4,7,8-Tetramethyl-o-phenanthroline; 3,4,7,8-TetramethylphenanthrolineZ27681720303,4,7,8-tetramethylpyridino[3,2-h]quinoline

Database identifiers

CAS: 1660-93-1
PubChem CID: 74265
DTXSID: DTXSID2061856
ChEMBL: CHEMBL99384
EC Number: 216-762-4
Nikkaji: J151.257I

Properties

Computed structural properties

XLogP: 3.9
Topological polar surface area: 25.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 18
Formal charge: 0
Complexity: 273

Experimental & physicochemical properties

PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons

Physical DescriptionWhite powder; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 277 · 277-280 °C(lit.)
Boiling point: 368.78 °C · 368.78°C (rough estimate)
Density: 1.0937 · 1.0937 (rough estimate)
refractive index: 1.5635 · 1.5635 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: 1 · Soluble in 1,4-dioxane, acetone, dichloromethane, N,N-dimethylformamide, N,N-dimethylacetamide, methanol and hot toluene.
pka: 6.37 · 6.37±0.10(Predicted)
form: Fine Crystalline Powder
color: Light beige
Water Solubility: 1.512 mg/L · 1.512mg/L(25.04 ºC)
BRN: 171279 · 171279
InChI: InChI=1S/C16H16N2/c1-9-7-17-15-13(11(9)3)5-6-14-12(4)10(2)8-18-16(14)15/h5-8H,1-4H3
InChIKey: NPAXPTHCUCUHPT-UHFFFAOYSA-N
SMILES: N1C2C(=CC=C3C=2N=CC(C)=C3C)C(C)=C(C)C=1
CAS DataBase Reference: 1660 · 1660-93-1(CAS DataBase Reference)
EPA Substance Registry System: 1 · 1,10-Phenanthroline, 3,4,7,8-tetramethyl- (1660-93-1)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302+H312+H332-H315-H319-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338
Hazard Codes: Xn
Risk Statements: 36 · 36/37/38-20/21/22-40
Safety Statements: 36 · 36/37/39-26-36-22-24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29339900 · 29339900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): 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 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS.

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: 3
tsca: TSCA listed
hs_code: 29339900
risk_code: 36/37/38-20/21/22-40
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 36/37/39-26-36-22-24/25
Hazard statements: H302+H312+H332-H315-H319-H335
Precautionary statements: P261-P280-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1,10-Phenanthroline, 3,4,7,8-tetramethyl-: ACTIVE

Applications · 2 items

Description3,4,7,8-Tetramethyl-1,10-phenanthroline is used as a metal-chelating agent. For instance, it is used in the synthesis of heteroleptic cationic Ir(III) complex: 3,4,7,8-tetramethyl-1,10-phenanthroline-bis[2-(2’,4’-difluorophenyl)pyridine]iridium(III) hexafluorophosphate. It is used as a ligand to form dinuclear Cu(II) hypocrelin B complexes. It also forms tetraaqua(3,4,7,8-tetramethyl-1,10-phenanthroline-kappa2N,N′)zinc(II) thiosulfate complex with zinc.

Uses3,4,7,8-Tetramethyl-1,10-phenanthroline is a metal-chelating agent.