.
3-Methyl-1-hexen-5-yn-3-ol
b.p. 54-55°/25 mm, nD22 1.4576, d425 0.8930.
Ir (neat film) 3400(s, OH stretch), 3300(s, alkyn C-H stretch), 3040(m,=C-H stretch),2950(m), 2930(m), 2910(m), 2120(w), 1640(m, C=C stretch), 1450(m), 1410(s), 1370 (s, CH3), 1270(m), 1240(m), 1170(m), 1110(s), 995(m), 920(s), 870(m), 760(m), 750(m), and 650(v.s.) cm-1.
1H Nmr (60MHz, CDCl3) δ, singlet at 1.40 (3H, Methyl), a doublet at 2.45, (2H, aliphatics), a broad singlet at 3.35,1H, hydroxyl), a doublet of doublets centered at 5.10 and 5.30 (total 2H, terminal vinyl), and a doublet of doublets at 6.10(1H, internal vinyl).
DOI: 10.1021/ja00861a029
2) A. Viola and J.H. MacMillan, J. Amer. Chem. Soc., 90, 6141, (1968).
DOI: 10.1021/ja01024a035
3) Triple Bond Participation in the Oxy-Cope Rearrangement", John H. MacMillan, Ph.D. Thesis, Northeastern University, 1970, Dissertation Abstracts International, Order Number 72-13,297. http://dissexpress.umi.com/dxweb/results.html?QryTxt=&By=John+Harry+MacMillan&Title=&pubnum=7213297
DRUG APPROVALS BY DR ANTHONY MELVIN CRASTO .....FOR BLOG HOME CLICK HERE
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Ir (neat film) 3400(s, OH stretch), 3300(s, alkyn C-H stretch), 3040(m,=C-H stretch),2950(m), 2930(m), 2910(m), 2120(w), 1640(m, C=C stretch), 1450(m), 1410(s), 1370 (s, CH3), 1270(m), 1240(m), 1170(m), 1110(s), 995(m), 920(s), 870(m), 760(m), 750(m), and 650(v.s.) cm-1.
1H Nmr (60MHz, CDCl3) δ, singlet at 1.40 (3H, Methyl), a doublet at 2.45, (2H, aliphatics), a broad singlet at 3.35,1H, hydroxyl), a doublet of doublets centered at 5.10 and 5.30 (total 2H, terminal vinyl), and a doublet of doublets at 6.10(1H, internal vinyl).
1) Alfred Viola and John H.
MacMillan, "A Novel Steric Effect in the Thermolysis of Prop-2-ynyl
Vinyl Carbinols" Chemical Communications, p 301, (1970). DOI: 10.1039/C29700000301
1) F. Sondheimer, Y. Amiel, and Y. Gaoni, J. Amer. Chem. Soc., 84, 270-274, (1962).
DOI: 10.1021/ja00861a029
2) A. Viola and J.H. MacMillan, J. Amer. Chem. Soc., 90, 6141, (1968).
DOI: 10.1021/ja01024a035
3) Triple Bond Participation in the Oxy-Cope Rearrangement", John H. MacMillan, Ph.D. Thesis, Northeastern University, 1970, Dissertation Abstracts International, Order Number 72-13,297. http://dissexpress.umi.com/dxweb/results.html?QryTxt=&By=John+Harry+MacMillan&Title=&pubnum=7213297
DRUG APPROVALS BY DR ANTHONY MELVIN CRASTO .....FOR BLOG HOME CLICK HERE
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