Structure for (R)-secbutyl benzothioate

Question

Please assist on how to draw the structure for (R)-sec-butyl benzothioate



Answer 1

Although we cannot attach images on Ask An Expert, I would be happy to clarify the steps to draw out this organic structure.

To draw the structure of (R)-sec-butyl benzothioate, let’s break down the components:

1. sec-Butyl group (R configuration):
2. "sec-Butyl" refers to a butyl group attached to the main chain at the second carbon. The (R) designation indicates the specific stereochemistry.
3. The sec-butyl group in (R) configuration means you should follow the Cahn-Ingold-Prelog priority rules to determine the orientation of substituents.
4. Structurally, the (R)-sec-butyl group can be written as −CH(CH3)CH2CH3-CH(CH_3)CH_2CH_3−CH(CH3​)CH2​CH3​ with the (R) configuration at the chiral carbon (the carbon attached to both the CH₃ and CH₂CH₃ groups).
5. Benzothioate:
6. "Benzothioate" means a benzene ring attached to a thioester group (−C(=S)O−-C(=S)O-−C(=S)O−).
7. This consists of a benzene ring (C₆H₅-) bonded to the sulfur in the thioester linkage.

Steps to Draw the Structure:

1. Draw the Benzothioate Group:
2. Draw a benzene ring.
3. Attach a thioester group (−C(=S)O−-C(=S)O-−C(=S)O−) to the benzene ring.
4. Attach the sec-Butyl Group:
5. Attach the (R)-sec-butyl group (−CH(CH3)CH2CH3-CH(CH_3)CH_2CH_3−CH(CH3​)CH2​CH3​) to the oxygen of the thioester group.
6. Ensure the Correct (R) Configuration:
7. At the chiral center (the first carbon attached to the sulfur), arrange the groups (H, CH₃, CH₂CH₃) according to the (R) configuration, ensuring you have the correct stereochemistry.

Resulting Structure:

You should have a benzene ring attached to a C(=S)O−CH(CH3)CH2CH3C(=S)O-CH(CH_3)CH_2CH_3C(=S)O−CH(CH3​)CH2​CH3​ group, with the chiral center in the (R) configuration.