(3,4-Dimethoxyphenyl)acetonitrile
Synonym(s):(3,4-Dimethoxyphenyl)acetonitrile;3,4-Dimethoxybenzylcyanide;Homoveratronitrile
- CAS NO.：93-17-4
- Empirical Formula: C10H11NO2
- Molecular Weight: 177.2
- MDL number: MFCD00001911
- EINECS: 202-225-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-24 19:19:26
What is (3,4-Dimethoxyphenyl)acetonitrile?
Chemical properties
white to almost white crystals or cryst. needles
The Uses of (3,4-Dimethoxyphenyl)acetonitrile
(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.
The Uses of (3,4-Dimethoxyphenyl)acetonitrile
An Impurity of Verapamil (V125000). An intermediate in the preparation of the muscle relaxant Papverine (P190500).
Synthesis Reference(s)
Journal of the American Chemical Society, 57, p. 1126, 1935 DOI: 10.1021/ja01309a053
Tetrahedron Letters, 24, p. 4533, 1983 DOI: 10.1016/S0040-4039(00)85947-X
Purification Methods
Its solubility is 10% in MeOH, and it has been recrystallised from EtOH or MeOH. Purify it also by distillation followed by recrystallisation. [Price & Rogers Org Synth Coll Vol III 174 1955, Niederl & Ziering J Am Chem Soc 64 885 1952, Julian & Sturgis J Am Chem Soc 57 1126 1935, Beilstein 10 I 198.]
Properties of (3,4-Dimethoxyphenyl)acetonitrile
| Melting point: | 54-57 °C(lit.) |
| Boiling point: | 171-178 °C10 mm Hg(lit.) |
| Density | 1.1607 (rough estimate) |
| refractive index | 1.5168 (estimate) |
| Flash point: | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | methanol: 0.1 g/mL, clear |
| form | Crystals or Crystalline Needles |
| color | yellow |
| Water Solubility | insoluble |
| BRN | 1956100 |
| Exposure limits | NIOSH: IDLH 25 mg/m3 |
| CAS DataBase Reference | 93-17-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzeneacetonitrile, 3,4-dimethoxy-(93-17-4) |
Safety information for (3,4-Dimethoxyphenyl)acetonitrile
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral |
Computed Descriptors for (3,4-Dimethoxyphenyl)acetonitrile
| InChIKey | ASLSUMISAQDOOB-UHFFFAOYSA-N |
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