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| | (3,4-Dimethoxyphenyl)acetonitrile Basic information |
| Product Name: | (3,4-Dimethoxyphenyl)acetonitrile | | Synonyms: | 3,4-Dimethoxylphenylacetonitrile;(3,4-Dimethoxyphenyl)acetonitrile, 3,4-Dimethoxybenzylcyanide, Homoveratronitrile;(3,4-Dimethoxyphenyl)acetonitrile, 3,4-Dimethoxybenzylcyanide;3,4-dimethoxy-benzeneacetonitril;3,4-dimethoxybenzeneacetonitrile;3,4-dimethoxyphenyl-acetonitril;Acetonitrile, (3,4-dimethoxyphenyl)-;HOMOVERATONITRILE | | CAS: | 93-17-4 | | MF: | C10H11NO2 | | MW: | 177.2 | | EINECS: | 202-225-1 | | Product Categories: | Aromatics, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;Catechol Derivatives;Aromatic Nitriles;Aromatics;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Nitriles | | Mol File: | 93-17-4.mol |  |
| | (3,4-Dimethoxyphenyl)acetonitrile Chemical Properties |
| Melting point | 54-57 °C(lit.) | | Boiling point | 171-178 °C10 mm Hg(lit.) | | density | 1.1607 (rough estimate) | | refractive index | 1.5168 (estimate) | | Fp | >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 | | InChIKey | ASLSUMISAQDOOB-UHFFFAOYSA-N | | LogP | 0.915 | | CAS DataBase Reference | 93-17-4(CAS DataBase Reference) | | NIST Chemistry Reference | Benzeneacetonitrile, 3,4-dimethoxy-(93-17-4) |
| | (3,4-Dimethoxyphenyl)acetonitrile Usage And Synthesis |
| Chemical Properties | white to almost white crystals or cryst. needles | | Uses | (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. | | Uses | 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.] |
| | (3,4-Dimethoxyphenyl)acetonitrile Preparation Products And Raw materials |
| Raw materials | 1,2-Dimethoxybenzene | | Preparation Products | 5-chloro-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile-->3,4-Dimethoxyphenethylamine-->4-HYDROXY-3-METHOXYPHENYLACETONITRILE-->1-[(3,4-Dimethoxyphenyl)methyl]-3,4-dihydro-6,7-dimethoxyisoquinoline-->3,4-Dimethoxytoluene-->(3,4-DIHYDROXYPHENYL)ACETONITRILE-->5-(3,4-DIMETHOXY-BENZYL)-[1,3,4]THIADIAZOL-2-YLAMINE-->3,4-DIMETHOXYPHENYL-THIOACETAMIDE-->Benzeneacetonitrile, α,α-diethyl-3,4-dimethoxy--->1-(3,4-DIMETHOXY-PHENYL)-CYCLOPROPANECARBOXYLIC ACID-->3,4-DiMethoxy-6-iodophenylacetonitrile-->4-(3,4-Dimethoxyphenyl)-1H-pyrazol-5-amine |
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