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Sigma-Aldrich

1-Chloronaphthalene

technical, ≥85% (GC)

Synonym(s):

1-Naphthalenyl chloride, 1-Naphthyl chloride

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About This Item

Empirical Formula (Hill Notation):
C10H7Cl
CAS Number:
Molecular Weight:
162.62
Beilstein:
970836
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical

Quality Level

Assay

≥85% (GC)

form

liquid

impurities

~10% 2-chloronaphthalene

refractive index

n20/D 1.632 (lit.)
n20/D 1.633

bp

111-113 °C/5 mmHg (lit.)

mp

−20 °C (lit.)

solubility

alcohol: soluble(lit.)
benzene-d6: soluble(lit.)
petroleum ether: soluble(lit.)

density

1.192 g/mL at 20 °C
1.194 g/mL at 25 °C (lit.)

SMILES string

Clc1cccc2ccccc12

InChI

1S/C10H7Cl/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

InChI key

JTPNRXUCIXHOKM-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

1-Chloronaphthalene (CN) improves the power conversion efficiency of bulk heterojunction solar cells. It forms 2:2 inclusion complex with β-cyclodextrin (β-CD), which is generated by the self-association of 1:1 β-CD-1CN inclusion complexes.

Application

1-Chloronaphthalene was used as solvent additive in the fabrication of fullerene based photovoltaic devices. It was also used in preparation of PVC based membranes of 5,10,15,20-tetrakis(4-methoxyphenyl)porphyrinatocobalt(II) for arsenite determination.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

249.8 °F - closed cup

Flash Point(C)

121 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Gisela L Schulz et al.
Beilstein journal of nanotechnology, 4, 680-689 (2013-11-10)
The optimization of solution-processed organic bulk-heterojunction solar cells with the acceptor-substituted quinquethiophene DCV5T-Bu 4 as donor in conjunction with PC61BM as acceptor is described. Power conversion efficiencies up to 3.0% and external quantum efficiencies up to 40% were obtained through
Fluorescence Polarization Studies of Inclusion Complexes between ?-Cyclodextrin and 1-Chloronaphthalene in Aqueous and Aqueous d-Glucose Solutions.
Hamai S.
The Journal of Physical Chemistry B, 103(2), 293-298 (1999)
Ji Sun Moon et al.
Nano letters, 10(10), 4005-4008 (2010-09-10)
The bulk heterojunction (BHJ) material Si-PDTBT:PC(70)BM is sensitive to the use of a small amount of 1-chloronaphthalene (CN) as a processing additive; CN as a cosolvent (e.g., 4% in chlorobenzene) causes in a factor of 2 increase in the power
V K Gupta et al.
Talanta, 65(3), 730-734 (2008-10-31)
PVC based membranes of 5,10,15,20-tetrakis(4-methoxyphenyl)porphyrinatocobalt(II) (TMOPP-Co) (I) as electroactive material with dibutyl butyl phosphonate (DBBP), dioctyl phthalate (DOP), 1-chloronaphthalene (CN), tri-n-butyl phosphate (TBP) and tris(2-ethylhexyl) phosphate (TEP) as plasticising solvent mediators have been prepared and tried for arsenite determination. The
Atsushi Matsunaga et al.
Environmental science & technology, 37(15), 3435-3441 (2003-09-12)
The possibility of electrochemical reduction for the complete dechlorination of toxic chlorinated aromatic compounds was investigated using 1-chloronaphthalene as a substrate. Sufficient current was obtained at the reduction potential of naphthalene rather than that of the substrate, and complete (>99.99%)

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