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126349

(3,4-Dimethoxyphenyl)acetonitrile

Name: (3,4-Dimethoxyphenyl)acetonitrile
Brand: ALDRICH

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

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24847718

EC Number:

202-225-1

Beilstein/REAXYS Number:

1956100

MDL number:

MFCD00001911

Assay:

98%

Form:

solid

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Properties

Quality Level

100

assay

98%

form

solid

bp

171-178 °C/10 mmHg (lit.)

mp

62-63.5 °C (lit.)

fluorescence

λ_ex 430 nm; λ_em 511 nm (pH 7.1)

functional group

nitrile

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

Description

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.

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pictograms

GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

482.0 °F - closed cup

flash_point_c

250 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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(Z)-3-(Benzo[b]thiophen-2-yl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile and (E)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile. [corrected].

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

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)

[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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Global Trade Item Number

SKU	GTIN
126349-500G	04061832106007
126349-100G	04061832097893