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250260

Sigma-Aldrich

2-Naphthoyl chloride

98%

Synonym(s):

β-Naphthoyl chloride

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About This Item

Linear Formula:
C10H7COCl
CAS Number:
2243-83-6
Molecular Weight:
190.63
Beilstein:
907776
EC Number:
218-822-5
MDL number:
MFCD00004093
UNSPSC Code:
12352100
PubChem Substance ID:
24855046
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

bp

160-162 °C/11 mmHg (lit.)

mp

50-52 °C (lit.)

functional group

acyl chloride

SMILES string

ClC(=O)c1ccc2ccccc2c1

InChI

1S/C11H7ClO/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H

InChI key

XNLBCXGRQWUJLU-UHFFFAOYSA-N

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Application

2-Naphthoyl chloride has been used in:
  • preparation of amide derivatives of the amphetamine enantiomers
  • synthesis of 7-dimethylamino-2-methyl-3-naphthamido-phenothiazinium salt
  • modification of self-assembled monolayer formed on silica surface from ((((aminoethyl)amino)-methyl)phenethyl)trimethoxysilane

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

250260-50G:
250260-5KG:
250260-10G:
250260-1KG:
250260-VAR:
250260-BULK:
250260-500G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBH8020
STBH1111
STBH0160
STBD5486V
S23847V

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A chemically modified graphite electrode for electrocatalytic oxidation of reduced nicotinamide adenine dinucleotide based on a phenothiazine derivative, 3-?-naphthoyl-toluidine blue O.
Persson B.
J. Electroanal. Chem. Interfac. Electrochem., 287(1), 61-80 (1990)
I W Wainer et al.
Journal of pharmaceutical sciences, 73(8), 1162-1164 (1984-08-01)
A rapid and accurate method was developed for the determination of the enantiomeric composition of amphetamine preparations. Amide derivatives of the amphetamine enantiomers are first formed by using achiral 2-naphthoyl chloride. The resulting enantiomeric amides are then chromatographed on a
V L Lanchote et al.
Journal of chromatography. B, Biomedical applications, 685(2), 281-289 (1996-10-25)
Two methods were developed for the determination of mexiletine enantiomers in plasma samples suitable for studies on the stereoselective disposition of this drug. Both methods used fluorescence detection to improve sensitivity and selectivity. The direct enantioselective separation was based on
Tagbo Emmanuel Ezenwa et al.
Dalton transactions (Cambridge, England : 2003), 47(47), 16938-16943 (2018-11-18)
Selenium and sulfur derivatives of lead(ii) acylchalcogourato complexes have been used to deposit PbSxSe1-x thin films by AACVD. By variation of the mole ratio of sulfur and selenium precursors in the aerosol feed solution the full range of compositions of
Formation and naphthoyl derivatization of aromatic aminosilane self-assembled monolayers: characterization by atomic force microscopy and ultraviolet spectroscopy.
Durfor CN, et al.
Langmuir, 10(1), 148-152 (1994)

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