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209392

Sigma-Aldrich

3-Methoxyphenylacetonitrile

99%

Synonym(s):

3-Methoxybenzyl cyanide

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About This Item

Linear Formula:
CH3OC6H4CH2CN
CAS Number:
19924-43-7
Molecular Weight:
147.17
Beilstein:
1865539
EC Number:
243-428-5
MDL number:
MFCD00001910
UNSPSC Code:
12352100
PubChem Substance ID:
24852567
NACRES:
NA.22
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Quality Level

100

Assay

99%

form

liquid

refractive index

n20/D 1.532 (lit.)

bp

164-165 °C/20 mmHg (lit.)

density

1.054 g/mL at 25 °C (lit.)

functional group

nitrile

SMILES string

COc1cccc(CC#N)c1

InChI

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

InChI key

LXKNAUOWEJWGTE-UHFFFAOYSA-N

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Application

3-Methoxyphenylacetonitrile was used in the synthesis of:
  • new immunogen for homovanillic acid[1]
  • β,β′-cyclobisalkylated melatoninergic phenylalkylamides[2]
  • α-sec-butyl-3-methoxy phenylacetonitrile, antispasmodic agent[3]

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000351882
0000351882
0000124573
0000124574
0000098827

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Suphannika Intanon et al.
Journal of agricultural and food chemistry, 62(30), 7423-7429 (2014-07-08)
Meadowfoam (Limnanthes alba Hartw. ex Benth.) is an oilseed crop grown in the Willamette Valley of Oregon. Meadowfoam seed meal (MSM), a byproduct after oil extraction, contains 2-4% glucosinolate (glucolimnanthin). Activated MSM, produced by adding freshly ground myrosinase-active meadowfoam seeds
An Efficient Synthesis of Simple, ?,?′-Cyclobisalkylated Melatoninergic Phenylalkylamides.
Tsotinis A, et al.
Letters in Organic Chemistry, 4(2), 92-95 (2007)
Synthesis of a homovanillic acid immunogen that incorporates an isosteric group designed to generate antibodies with improved specificity.
Gallacher G, et al.
Biogenic Amines, 11(1), 49-62 (1995)
Antispasmodic agents. 1. Syntheses and pharmacological activity of aminoalkyl 3-substituted phenylacetates.
T Kametani et al.
Journal of medicinal chemistry, 14(1), 72-75 (1971-01-01)

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