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25170

Sigma-Aldrich

1-(Chloromethyl)naphthalene

technical, ≥97.0% (GC)

Synonym(s):

1-Naphthylmethyl chloride

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About This Item

Linear Formula:
C10H7CH2Cl
CAS Number:
86-52-2
Molecular Weight:
176.64
Beilstein:
636885
EC Number:
201-678-2
MDL number:
MFCD00004042
UNSPSC Code:
12352100
PubChem Substance ID:
57648117
NACRES:
NA.22

grade

technical

Assay

≥97.0% (GC)

form

solid

color

deep brown

refractive index

n20/D 1.635 (lit.)
n20/D 1.635

bp

167-169 °C/25 mmHg (lit.)

mp

32 °C (lit.)

density

1.18 g/mL at 25 °C (lit.)

SMILES string

ClCc1cccc2ccccc12

InChI

1S/C11H9Cl/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2

InChI key

XMWGTKZEDLCVIG-UHFFFAOYSA-N

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General description

Kinetics and dissociation mechanism of 1-(chloromethyl)naphthalene following 266nm photoexcitation has been studied. Intermolecular nucleophilic dearomatization of 1-chloromethyl naphthalene with various activated methylene compounds has been investigated.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 + H312,H314

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

269.6 °F - closed cup

Flash Point(C)

132 °C - closed cup

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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Formation kinetics and spectra of aromatic radicals in solution.
Kelley DF, et al.
The Journal of Physical Chemistry, 87(11), 1842-1843 (1983)
Bo Peng et al.
Organic letters, 13(19), 5402-5405 (2011-09-14)
Palladium-catalyzed nucleophilic dearomatization of chloromethyl naphthalene derivatives to produce ortho- or para-substituted carbocycles in satisfactory to excellent yields has been developed. The unprecedented dearomatization reactions proceeded smoothly under mild conditions via η(3)-benzylpalladium intermediates.

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