Which of the following hydrocarbons has the lowest dipole moment?

Which of the following substituted benzene derivatives would furnish three isomers in significant amount when one more substituent is introduced:

Answer the following questions:
$(i)$ Give hybridization of Carbon atoms in the following compound: $CH_3-CH=CH-CH_2-C\equiv CH$
$(ii)$ Give the number of $\sigma$ and $\pi$ bonds in the above compound.
$(iii)$ Give the $IUPAC$ name of the above compound.
$(iv)$ Draw the geometrical isomers of the above compound.
$(v)$ Why are $cis$ and $trans$ isomers not possible in alkynes?
$(vi)$ Which bond possesses more bond length between $C=C$ and $C\equiv C$?

Which of the following is the best stereochemical representation for the reaction between $1$-methylcyclohexene and $NBS$ in aqueous dimethyl sulfoxide $(DMSO)$?

The product $(A)$ is

The major product of the reaction is: