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126349

Sigma-Aldrich

(3,4-Dimethoxyphenyl)acetonitrile

98%

Synonym(s):

Homoveratronitrile, (3,4-Dimethoxyphenyl)acetonitrile, 3,4-Dimethoxybenzylcyanide

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About This Item

Linear Formula:
(CH3O)2C6H3CH2CN
CAS Number:
93-17-4
Molecular Weight:
177.20
Beilstein/REAXYS Number:
1956100
EC Number:
202-225-1
MDL number:
MFCD00001911
UNSPSC Code:
12352100
PubChem Substance ID:
24847718
NACRES:
NA.22

Quality Level

100

assay

98%

form

solid

bp

171-178 °C/10 mmHg (lit.)

mp

62-63.5 °C (lit.)

fluorescence

λex 430 nm; λem 511 nm (pH 7.1)

SMILES string

COc1ccc(CC#N)cc1OC

InChI

1S/C10H11NO2/c1-12-9-4-3-8(5-6-11)7-10(9)13-2/h3-4,7H,5H2,1-2H3

InChI key

ASLSUMISAQDOOB-UHFFFAOYSA-N

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Application

(3,4-Dimethoxyphenyl)acetonitrile has been used in the synthesis of (Z)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile. It has also been used in the preparation of modified diterpene (±) nimbidiol which relies on a sulfenium ion promoted polyene cyclization.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 1

flash_point_f

482.0 °F

flash_point_c

250 °C

ppe

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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Sulfenium ion promoted polyene cyclizations in natural product synthesis: An efficient biomimetic-like synthesis of (?) nimbidiol.
Harring SR and Livinghouse T.
Tetrahedron Letters, 30(12), 1499-1502 (1989)
Vijayakumar N Sonar et al.
Acta crystallographica. Section C, Crystal structure communications, 63(Pt 12), o743-o745 (2007-12-07)
The title compounds, C20H17NO3S, (I), and C19H15NO2S, (II), were prepared by the reaction of benzo[b]thiophene-2-carbaldehyde with (3,4,5-trimethoxyphenyl)acetonitrile and (3,4-dimethoxyphenyl)acetonitrile, respectively, in the presence of methanolic potassium hydroxide. In (I), the C=C bond linking the benzo[b]thiophene and the 3,4,5-trimethoxyphenyl units has
Abdullah Mohamed Asiri et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 82(1), 444-455 (2011-08-23)
This work presents the synthesis and characterization of a novel compound, 3-(4-methoxy-phenyl)-2-(4-nitro-phenyl)-acrylonitrile (abbreviated as 3-(4MP)-2-(4-NP)-AN, C(16)H(12)N(2)O(3)). The spectroscopic properties of the compound were examined by FT-IR, UV-vis and NMR ((1)H and (13)C) techniques. FT-IR spectrum in solid state was observed
[Toxicity of 3,4-dimethoxyphenylacetonitrile].
N S Grodetskaia et al.
Gigiena truda i professional'nye zabolevaniia, (2)(2), 55-55 (1982-02-01)

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