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131377

Sigma-Aldrich

1,10-Phenanthroline

≥99%

Synonym(s):

o-phenanthroline

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About This Item

Empirical Formula (Hill Notation):
C12H8N2
CAS Number:
66-71-7
Molecular Weight:
180.21
EC Number:
200-629-2
MDL number:
MFCD00011678
UNSPSC Code:
12352100
eCl@ss:
39210124
PubChem Substance ID:
24848008
NACRES:
NA.22

Quality Level

200

Assay

≥99%

form

powder

mp

114-117 °C (lit.)

SMILES string

c1cnc2c(c1)ccc3cccnc23

InChI

1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H

InChI key

DGEZNRSVGBDHLK-UHFFFAOYSA-N

Gene Information

human ... FNTA(2339)

Related Categories

Application

1,10-Phenanthroline can be used as:
  • A cathode buffer layer to improve the efficiency of organic solar cells.
  • A conventional chelator to study its efficacy in Fenton′s reaction-luminol chemiluminescence system.
  • A ligand in mild, copper (II)-catalyzed cross-coupling of organoboronic acids and sulfinate salts, leading to aryl- and alkenylsulfones.
  • A versatile ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide.
  • A building block for metallomacrocycles.

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H410

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9740
SDBB1067
MKCV3595
STBL1289
MKCS7700

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the difference between 1,10-Phenanthroline Products 131377 and 320056?

    Product 320056 is the monohydrate form and 131377 has no specification on water content. Both can make a copper complex, since they are the same ligand.

  6. Can Product 131377, 1,10-Phenanthroline, be used for cell culture?

    Sigma-Aldrich does not have any references for the use of 1,10-phenanthroline in cell culture.

  7. What is the solubility of Product 131377, 1,10-Phenanthroline?

    1,10-Phenanthroline is soluble in methanol at 500 micrograms per mL, or in water at 3 milligrams per mL. It is also soluble in benzene and acetone.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Mitsuhiro Wada et al.
Luminescence : the journal of biological and chemical luminescence, 29(7), 955-958 (2014-01-10)
In vitro screening of a Fe(2+) -chelating effect using a Fenton's reaction-luminol chemiluminescence (CL) system is described. The luminescence between the reactive oxygen species generated by the Fenton's reaction and luminol was decreased on capturing Fe(2+) using a chelator. The
Aswan Sci. Technol. Bull., 13, 3-3 (1992)
Savo Lazic et al.
Photochemistry and photobiology, 93(5), 1248-1258 (2017-04-04)
Cancer remains a major global malaise requiring the advent of new, efficient and low-cost treatments. Photodynamic therapy, which combines a photosensitizer and photons to produce cytotoxic reactive oxygen species, has been established as an effective cancer treatment but has yet
Neville S Ng et al.
Dalton transactions (Cambridge, England : 2003), 42(9), 3196-3209 (2012-12-13)
Copper(II) (1(Cu)-21(Cu)) and previously established experimental anticancer platinum(II) metallointercalator complexes (1(Pt)-16(Pt)) have been prepared and investigated for their antimicrobial properties. These complexes are of the general structure [M(I(L))(A(L))](2+) where I(L) represents functionalised 1,10-phenanthrolines (1(IL)-10(IL)), and A(L) represents 1,2-diaminoethane, 1S,2S- or
Catalysis by Metal Complexes, 14, 217-217 (1993)
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