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A12003 3,4-Dimethoxyphenylacetonitrile, 98%

CAS Number
93-17-4
Synonyms
3,4-Dimethoxybenzyl cyanide
Homoveratronitrile

Stock No. Size Price ($) Quantity Availability
A12003-14 25g 18.70
A12003-22 100g 38.80
A12003-36 500g 156.00
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3,4-Dimethoxyphenylacetonitrile, 98%

MDL
MFCD00001911
EINECS
202-225-1

Chemical Properties

Formula
C10H11NO2
Formula Weight
177.20
Melting point
62-65°
Boiling Point
177-178°/10mm
Storage & Sensitivity
Ambient temperatures.
Solubility
Insoluble in water. Soluble in methanol.

Applications

It is employed as an intermediate in the preparation of the muscle relaxant papverin. 3,4-Dimethoxyphenyl)acetonitrile has been used in the synthesis of (Z)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile1. It has also been used in the preparation of modified diterpene (±) nimbidiol which relies on a sulfenium ion promoted polyene cyclization.

Notes

Store in cool place. Keep away from oxidizing agents.

Literature References

Eide-Dittmar Luebs.; Alberto Cohen.; Edward J. Zaleski.; Richard J. Bing. Effect of nitroglycerin, intensain, isoptin and papaverine on coronary blood flow in man ?: Measured by the coincidence counting technic and rubidium. The American Journal of Cardiology. 1966, 17 (4),535-541.

A. Carpy, J.-M. Léger.; C. Melchiorre. Structure of [alpha]-isopropyl-[alpha]-[(N-methyl-N-homoveratryl)-[gamma]-aminopropyl]-3,4-dimethoxyphenylacetonitrile hydrochloride, verapamil, C27H38N2O4.HCl. Acta Cryst. 1985, (C41),624-627.

Reaction with dimethylamine in the presence of CuCl gives the N,N-dimethylamidine, which, on borohydride reduction, provides an efficient route to the N,N-dimethylphenethylamine: Tetrahedron Lett., 34, 6395 (1993); Org. Synth., 76, 133 (1998). The method is applicable to other alkyl nitriles and to both primary and secondary amines, providing a general route to secondary and tertiary amines from the corresponding nitriles:

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H311-H331

Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P310-P302+P352-P304+P340-P311-P312-P330-P361-P363-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. Remove/Take off immediately all contaminated clothing. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1956100
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2926.90
TSCA
No
RTECS
AL9325000

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