Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

162760

Sigma-Aldrich

2-Naphthylacetonitrile

97%

Synonym(s):

2-Naphthaleneacetonitrile

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
C10H7CH2CN
CAS Number:
7498-57-9
Molecular Weight:
167.21
EC Number:
231-352-5
MDL number:
MFCD00004122
UNSPSC Code:
12352100
PubChem Substance ID:
24850006
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

97%

bp

303 °C (lit.)

mp

82-84 °C (lit.)

density

1.092 g/mL at 25 °C (lit.)

SMILES string

N#CCc1ccc2ccccc2c1

InChI

1S/C12H9N/c13-8-7-10-5-6-11-3-1-2-4-12(11)9-10/h1-6,9H,7H2

InChI key

LPCWDVLDJVZIHA-UHFFFAOYSA-N

General description

2-Naphthylacetonitrile undergoes three-component coupling with benzyne and DMF to yield coumarins[1].

Application

2-Naphthylacetonitrile was used as starting reagent in the synthesis of 2-(1-cyano-1-(2-naphthyl))methylidene-3-phenyl-thiazolidine-4,5-dione[2].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
S24974V
S24974
S23704
15431JO
11202TB

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Hiroto Yoshida et al.
Chemical communications (Cambridge, England), 47(30), 8512-8514 (2011-05-25)
ortho-Quinone methides, arising from a formal [2+2] cycloaddition between arynes and DMF, were found to facilely undergo a [4+2] cycloaddition with ester enolates or ketenimine anions to produce diverse coumarins in a straightforward manner.
Uwe Albrecht et al.
Bioorganic & medicinal chemistry, 13(14), 4402-4407 (2005-05-21)
2-Alkylidenethiazolidine-4,5-diones were prepared by novel one-pot cyclizations of arylacetonitriles with isothiocyanates and ethyl 2-chloro-2-oxoacetate. The products show antibiotic activity against the Gram-positive bacteria Bacillus subtilis and Staphylococcus aureus.

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service