4-Allyl-1,2-dimethoxy-benzene

Methyl Isoeugenol FEMA No. 2476 4-Allyl-1,2-dimethoxy Benzene Isoeugenyl Methyl Ether 4-Propenyl Veratrole 178.23/CnH1402/ CH3O—CH=CHCH3 ch3o colorless to pale yel liq/ delicate, clove-carnation v—most fixed oils ins—gly, prop glycol/ 270° 1 mL in 2 mL 70% ale remains in soln to 10 mL... 

Allyl Cyclohexanepropionate, 452, 645 Allyl-3-cyclohexanepropionate, 452 4-Allyl-l,2-dimethoxy Benzene, 530 4-Allylguaiacol, 496 Allyl Heptanoate, 452, 605 Allyl Heptoate, 452 Allyl Hexanoate, 452, 645 Allyl Ionone, 452 Allyl a-Ionone, 452, 645 Allyl Isopentanoate, 452 Allyl Isothiocyanate, 452, 568, 681, (S3)64... 

Synonyms 1-Allyl-3,4-dimethoxybenzene 4-Allyl-1,2-dimethoxybenzene 4-Allyl veratrole Benzene, 1,2-dimethoxy-4-(2-propenyl)- 1,2-Dim et h oxy-4-a I lyl benzene 1-(3,4-Dimethoxyphenyl)-2-propene 3-(3,4-Dimethoxyphenyl) propene 1,2-Dimethoxy-4-(2-propenyl) benzene Eugenol methyl ether 1,3,4-Eugenol methyl ether Eugenyl methyl ether Veratrole methyl ether Classification Aromatic compd. 

Regarding the chemical names, in the Commission Proposal no trivial name is given for l-allyl-4-methoxybenzene (estragol) and 4-allyl-l,2-dimethoxy-benzene (methyleugenol) in contrast to the Council Proposal (synonyms given). 

Council of Europe, Opinion of the Scientific Committee on Food on Methyleugenol (4-Allyl-l,2-dimethoxy-benzene), European Commission Health and Consumer Protection Directorate-General, Brussel, Belgium, 2001. Available at http //europa. eu.int/comm/ food/fs/scf/index en.html. 

The 2,3-dimethoxy-4,5-methylenedioxy pattern. The second of the three tetraoxygenated essential oils is 1 -allyl-2,3-dimethoxy-4,5-methylenedioxy-benzene, commonly called dillapiole and it comes, not surprisingly, from the oils of any of the several di 11 plants around the world. It is a thick, almost colorless liquid, but its isomerization product, isodillapiole, is a white crystalline product which melts sharply. This, by the theoretical addition of ammonia, gives DMMDA-2. 

The 2,5-dimethoxy-3,4-methylenedioxy pattern. The parent allyl benzene is apiole (with a final e ) or parsley camphor, and it is the major component of parsley seed oil. Its conjugated isomer is called isoapiole, and they are valuable as the chemical precurors to the amination product, DMMDA. Whereas both of these essential oils are white solids, there is a green oily liquid that... 

SYNS l-ALLYL-3,4-DIMETHOXYBENZENE 4-ALLYLVERATROLE l,2-DIMETHOXY-4-ALLYL-BENZENE l-(3,4-DIMETHOXYPHENYL)-2-PROPENE ENT 21,040 1,3,4-EUGENOL METHYL ETHER EL GENYL METHYL ETHER FEMA No. 2475 METHYL EUGENOL (FCC) VERATROLE METHYL ETHER... 

For its (dill-apiole) isolation the portion boiling above 200° was separated into two fractions Chem. Centralbl. 1909, 80, ii, 1335) a dextro-rotatory fraction, boiling at 90-95°/13 mm, which constitutes 5 per cent of the original oil, and (Compt. rend. 1909,149, 215-17) an optically inactive fraction boiling at 157-158°/ 3 mm., specific gravity 1.175, representing 40 per cent of the original oil, and identified as 5 6-dimethoxy-3 4-methylene-dioxy-l-allyl benzene, or dill-apiole. 

Beilstein Handbook Reference) 1-Allyl-2,5-dimethoxy-3,4-methylenedioxybenzene 5-Allyl-4,7-dimethoxy-1,3-benzodioxol 5-Allyl-4,7-dimethoxy-1,3-benzodioxole AI3-14843 Apiol Apiole Apiole (parsley) Apioline Benzene. 1-allyl-2.5-dimethoxy-3,4-(methyl-enedioxy)- I. Benzodioxole, 4,7-dimethoxy-5- 2-propenyl)- BRN 0195747 EINECS 208-349-2 NSC 9070 Parsley apiol Parsley apiole Parsley camphor Petersiliencampher. Is synergistic with insecticides. Needles mp n 29.5° bp = 294°, bp35... 

The 2,5-dimethoxy-3,4-methylenedioxy pattern. The parent allyl benzene is apiole (with a final "e") or parsley camphor, and it is the major component of parsley seed oil. Its conjugated isomer is called isoapiole, and they are valuable as the chemical precurors to the amination product, DMMDA. Whereas both of these essential oils are white solids, there is a green oily liquid that had been broadly used years ago in medicine, called green, or liquid apiol (without the final "e"). It comes from the seeds of parsley by ether extraction, and when the chlorophyll has been removed, it is known as yellow apiol. With the fats removed by saponification and distillation, the old term for the medicine was apiolin. I would assume that any of these would give rise to white, crystalline apiole on careful distillation, but I have never tried to do it. The commercial Oil of Parsley is so readily available. 

A soln. of cyclohexanone, 2.2 moles of allyl alcohol, 1.1 moles of 2,2-dimethoxy-propane as water scavenger, and some p-toluenesulfonic acid in benzene distilled through a column until the flask temp, reaches 190°, then the distillation continued at reduced pressure 2-allylcyclohexanone. Y 85%. F. e. s. N. B. Lorette and W. L. Howard, J. Org. Ghem. 26, 3112 (1961). 

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