Alkylidenecarbenes from acyclic vinyl bromides and potassium tert-butoxide

J Wolinsky, GW Clark…

Index: Wolinsky,J. et al. Journal of Organic Chemistry, 1976 , vol. 41, p. 745 - 750

Full Text: HTML

Citation Number: 57

Abstract

(4%) 11 trated in Chart 11. 2-Methyl-5-phenylpentanal (1 1) most likely arises by hydrolysis of the vinyl ether normally produced in these reactions. 1-Phenyl-3-methylcyclopentene (8) and l-phenyl-1, 3-hexadiene (10) are most likely formed by base-catalyzed isomerization of the initially formed cyclopentene (7) and acetylene 9, respectively. Comparison of the total amount of cyclopentene derivatives formed by 1, 5 insertion (58%) to the total amount of ...

 Related Synthetic Route
1-Hexene, 2,5-dimethyl- Structure

6975-92-4

1-Hexene, 2,5-d...

~%

6-methyl-2-heptyne Structure

51065-64-6

6-methyl-2-heptyne

1-Pentene,2,4-dimethyl- Structure

2213-32-3

1-Pentene,2,4-d...

~%

5-METHYL-2-HEXYNE Structure

53566-37-3

5-METHYL-2-HEXYNE

N/A Structure

89942-13-2

N/A

~%

5-METHYL-2-HEXYNE Structure

53566-37-3

5-METHYL-2-HEXYNE

N/A Structure

89942-13-2

N/A

~%

5-METHYL-2-HEXYNE Structure

53566-37-3

5-METHYL-2-HEXYNE

2-Isopropyl-1-methylencyclopropan Structure

57497-21-9

2-Isopropyl-1-m...

1-Brom-2-methyl-3-cyclohexylpropen Structure

57497-05-9

1-Brom-2-methyl...

~%

1-CYCLOHEXYL-1-BUTYNE Structure

57497-06-0

1-CYCLOHEXYL-1-...

but-2-ynyl-cyclohexane Structure

57497-07-1

but-2-ynyl-cycl...

1-cyclohexyl-2-methylenecyclopropane Structure

57497-09-3

1-cyclohexyl-2-...

Detail
METHYLLITHIUM Structure

917-54-4

METHYLLITHIUM

4-Phenylbutyric acid Structure

1821-12-1

4-Phenylbutyric acid

~%

2-Pentanone, 5-phenyl- Structure

2235-83-8

2-Pentanone, 5-...

1-Brom-2-(o-tolyl)-propen Structure

57497-12-8

1-Brom-2-(o-tol...

~%

BENZENE, 1-METHYL-2-(1-PROPYN-1-YL)- Structure

57497-13-9

BENZENE, 1-METH...

o-Isopropenyltoluene Structure

7399-49-7

o-Isopropenyltoluene

~%

BENZENE, 1-METHYL-2-(1-PROPYN-1-YL)- Structure

57497-13-9

BENZENE, 1-METH...

1-bromo-2-butyl-hex-1-ene Structure

54265-12-2

1-bromo-2-butyl...

potassium t-butoxide Structure

865-47-4

potassium t-butoxide

~%

1-butyl-3-methylcyclopentene Structure

57497-24-2

1-butyl-3-methy...

CYCLOHEXYLMAGNESIUM BROMIDE Structure

931-50-0

CYCLOHEXYLMAGNE...

~%

Spiro(4-5)decane Structure

176-63-6

Spiro(4-5)decane

Diiodomethane Structure

75-11-6

Diiodomethane

CYCLOHEXALALLENE Structure

5664-17-5

CYCLOHEXALALLENE

~%

Spiro(4-5)decane Structure

176-63-6

Spiro(4-5)decane

3-Chloropropyne Structure

624-65-7

3-Chloropropyne

CYCLOHEXYLMAGNESIUM BROMIDE Structure

931-50-0

CYCLOHEXYLMAGNE...

~%

CYCLOHEXALALLENE Structure

5664-17-5

CYCLOHEXALALLENE


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