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169986

Sigma-Aldrich

4-Methoxyphenylacetonitrile

97%

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Synonym(s):
4-Methoxybenzyl cyanide
Linear Formula:
CH3OC6H4CH2CN
CAS Number:
Molecular Weight:
147.17
Beilstein:
509162
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.531 (lit.)

bp

286-287 °C (lit.)

density

1.085 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(CC#N)cc1

InChI

1S/C9H9NO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5H,6H2,1H3

InChI key

PACGLQCRGWFBJH-UHFFFAOYSA-N

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General description

4-Methoxyphenylacetonitrile has been isolated from the sponge Psammaplysilla purpurea.

Application

4-Methoxyphenylacetonitrile was used as starting reagent in the synthesis of :
  • 2-(1-cyano-1-(2-methoxy)phenyl)methylidene-3-phenylthiazolidine-4,5-dione
  • 2-(1-cyano-1-(4-methoxy)-phenyl)methylidene-3-phenylthiazolidine-4,5-dione
  • α-cyanostilbenes

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3

WGK

WGK 3

Flash Point(F)

242.6 °F

Flash Point(C)

117 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Brominated benzeneacetonitriles, the dibromotyrosine metabolites from the sponge Psammaplysilla purpurea.
Venkateswarlu Y and Chavakula R.
Journal of Natural Products, 58(7), 1087-1088 (1995)
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.
Kavya S Keremane et al.
Photochemistry and photobiology, 97(2), 289-300 (2020-10-02)
Developing effective and low-cost organic hole-transporting materials (HTMs) is crucial for the construction of high-performance perovskite solar cells (PSCs) and to promote their production in commercial ventures. In this context, we herein report the molecular design, synthesis and characterization of
Byung Seok Moon et al.
Bioorganic & medicinal chemistry, 17(9), 3479-3488 (2009-04-11)
We have investigated halogen-substituted non-steroidal estrogens with selective binding affinity for the estrogen receptor beta (ERbeta that might be used for imaging the levels of this ER-subtype in breast tumors by positron emission tomography (PET). Based on diarylpropionitrile (DPN, 1a)

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