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33510

Sigma-Aldrich

1,10-Phenanthroline monohydrate

ACS reagent, puriss. p.a., ≥99.5% (calc. to the dried substance), for redox titration

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Synonym(s):
o-Phenanthroline monohydrate
Empirical Formula (Hill Notation):
C12H8N2 · H2O
CAS Number:
5144-89-8
Molecular Weight:
198.22
Beilstein:
4008096
EC Number:
200-629-2
MDL number:
MFCD00149973
UNSPSC Code:
12352100
PubChem Substance ID:
57648856
NACRES:
NA.21

grade

ACS reagent
puriss. p.a.

Quality Level

200

Assay

≥99.5% (calc. to the dried substance)
8.5-9.5% water basis

technique(s)

titration: suitable

impurities

8.5-9.5% water

ign. residue

≤0.05% (as SO4)

mp

100-104 °C (lit.)
97-102 °C

suitability

passes test for iron detection
passes test for redox indicator

SMILES string

O.c1cnc2c(c1)ccc3cccnc23

InChI

1S/C12H8N2.H2O/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;/h1-8H;1H2

InChI key

PPQJCISYYXZCAE-UHFFFAOYSA-N

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General description

1,10-Phenanthroline monohydrate is the hydrated form of o-phenanthroline.

Application

1,10-Phenanthroline monohydrate (phen) may be used in the photochemical quantification of Fe3+ and total iron in mineral samples. It may be used as starting reagent for the preparation of 5-nitro-1,10-phenanthroline.
When complexed with copper, it possesses nuclease activity that has been used to study DNA-protein interactions.

Biochem/physiol Actions

Metalloprotease inhibitor; chelates iron, zinc and other divalent metals. Effective concentration 1-10 mM.

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The quantitative assay of minerals for Fe2+ and Fe3+ using 1, 10-phenanthroline: II. A photochemical method.
Stucki JW.
Soil Science Society of America Journal. Soil Science Society of America, 45(3), 638-641 (1981)
A luminescent tris (2-thenoyltrifluoroacetonato) europium (III) complex covalently linked to a 1, 10-phenanthroline-functionalised sol-gel glass.
Binnemans K, et al.
Journal of Materials Chemistry, 14(2), 191-195 (2004)
Unmesh Jadhav et al.
Molecular cell, 78(1), 141-151 (2020-02-07)
Polycomb repressive complex 2 (PRC2) places H3K27me3 at developmental genes and is causally implicated in keeping bivalent genes silent. It is unclear if that silence requires minimum H3K27me3 levels and how the mark transmits faithfully across mammalian somatic cell generations.
Kyle R Simonetta et al.
Nature communications, 10(1), 1402-1402 (2019-03-31)
Protein-protein interactions (PPIs) governing the recognition of substrates by E3 ubiquitin ligases are critical to cellular function. There is significant therapeutic potential in the development of small molecules that modulate these interactions; however, rational design of small molecule enhancers of
Doo Sin Jo et al.
Autophagy, 16(11), 1989-2003 (2020-01-23)
Quality control of peroxisomes is essential for cellular homeostasis. However, the mechanism underlying pexophagy is largely unknown. In this study, we identified HSPA9 as a novel pexophagy regulator. Downregulation of HSPA9 increased macroautophagy/autophagy but decreased the number of peroxisomes in
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