( ( Given ( ( ( ( ( ( ( ( ( ( ( ( alkanes , ) alkenes ) , ) ( alkyl halides ) ) , ) alcohols ) , ) ethers ) , ) ( carboxylic acids ) ) , ) ( ( ketones ( -LRB- ( aldehydes -RRB- ) ) ) ( of ( similar ( molecular weight ) ) ) ) ) ) ( , ( ( ( order them ) ( in ( polarity ( , ( ( boiling point ) ( , ( and ( solubility ( in water ) ) ) ) ) ) ) ) ) . ) ) )
(ROOT (S (PP (VBN Given) (NP (NP (NNS alkanes)) (, ,) (NP (NNS alkenes)) (, ,) (NP (JJ alkyl) (NNS halides)) (, ,) (NP (NNS alcohols)) (, ,) (NP (NNS ethers)) (, ,) (NP (JJ carboxylic) (NNS acids)) (, ,) (NP (NP (NP (NNS ketones)) (PRN (-LRB- -LRB-) (NP (NNS aldehydes)) (-RRB- -RRB-))) (PP (IN of) (NP (JJ similar) (JJ molecular) (NN weight)))))) (, ,) (VP (VB order) (NP (PRP them)) (PP (IN in) (UCP (ADVP (RB polarity)) (, ,) (NP (JJ boiling) (NN point)) (, ,) (CC and) (ADVP (RB solubility)) (PP (IN in) (NP (NN water)))))) (. .)))
Given alkanes, alkenes, alkyl halides, alcohols, ethers, carboxylic acids, ketones (aldehydes) of similar molecular weight, order them in polarity, boiling point, and solubility in water.
(ROOT (S (NP (NNS Alkenes)) (VP (VBP are) (VP (VBN formed) (PP (IN from) (NP (NP (DT an) (NN alcohol)) (SBAR (WHNP (WDT that)) (S (VP (VBZ loses) (NP (NN water))))))))) (. .)))