Alkene


Substrate: (R/S)-2,3-dimethyl-cyclohexene

Reagent: HBr. Markovnikov rule, Br is axial in major stereoisomer.

Substrate: (R/S)-3,4-dimethyl-cyclohexene

Reagent: HCl. carbocation rearrangement, Markovnikov rule, (R/S)product, Cl is axial in major stereoisomer.

Substrate: 1-methyl-cyclohexene

Reagent: HBr. Markovnikov rule, Br is axial.

Substrate: 3-methyl-3-hexene

Reagent: HBr. Markovnikov rule, (R/S)product

Substrate: (R/S)-3-methyl-4-phenyl-1-butene

Reagent: HBr. carbocation rearrangement, Markovnikov rule, (R/S)product.

Substrate: (R/S)-1,3-dimethyl-cyclohexene

Reagent: HCl. Markovnikov rule, (R/S)product, Cl is axial in major stereoisomer.

Substrate: (Z/E)-1-phenylpropene

Reagent: HBr. regioselectivity, (R/S)product.

Substrate: 2-methyl-1-phenyl--1-propene

Reagent: HCl. regioselectivity, (R/S)product

Substrate: 2-butene

(1). Reagent: Cl2; (2). Reagent: Br2; (3). Reagent: I2. stereospecific anti-addition.

Substrate: phenyl ethylene

(1). Reagent: Cl2. (2). Reagent: Br2. (3). Reagent: I2. Size matters here.

Substrate: 3,3-dimethyl-1-butene

(1). Reagent: Cl2. (2). Reagent: Br2. (3). Reagent: I2. Size matters here.

Substrate: 3-methyl-1-butene

(1). Reagent: Cl2. (2). Reagent: Br. (3). Reagent: I2. (4). Reagent: H2O, Catalyst: acid. (5). Reagent: Cl2, Medium: H2O. (6). Reagent: Br2, Medium: H2O. (7). Reagent: I2, Medium: H2O.

Substrate: 1-propene

(1). Reagent: H2SO4 (then H2O), Indirect hydration. (2). Reagent: H2O, Catalyst: acid, Direct hydration.

Substrate: 1,2-dimethyl-cyclohexene

(1). Reagent: HBr, both the H and Br are axial in the major stereoisomer. (2). Reagent: H2O, Catalyst: acid. H is axial in major product.

Substrate: 1-butene

Reagent: water, Catalyst: acid. Hydration of achiral alkene produces S and R alcohols.

Substrate: 2,2-dimethyl-cyclohexene

Reagent: HBr. Regioselectivity, carbocation rearrangement, Br is axial or equatorial in major products?

Substrate: (Z/E)-2-methyl-1-phenyl-1-butene

Reagent: HCl. regioselectivity.

Substrate: 4-penten-1-ol

Catalyst: acid. Ring closing reaction.

Substrate: 2-butene

Reagent: CH3COOOH. Epoxidation, stereochemistry

Substrate: 2-pentene

Reagent: CH3CH2COOOH. Epoxidation, stereochemistry.

Substrate: (E/Z)-2-butene

Reagent: reagents result in singlet carbene. Miscellaneous: Base. Stereo-specific reactions.

Substrate: (Z/E)-2-butene

Reagent: reagents result in triplet carbene. Miscellaneous: Light or Heat. Stereo-non-specific reactions