Arrange the compounds in the order of increasing boiling point ***(LOWEST first):

1) H3C-O-CH3

2) H2O

3) CH3CH2OH

4) CH3CH2SH

I think the order should be:

#1, 4, 3, 2

Arrange the following in order of increasing rate of reactivity with conc.HBr ***(LEAST first).

a) cyclopentane-CH2OH

b) cyclopentanol (cyclopentane-OH)

c) 1-methylcyclopentanol

d) CH3CH2OH

(this one I have no idea for the order!)

Arrange the compounds in the order of increasing solubility in water ***(LOWEST first):

a) CH3OH

b) CH3CH2CH2CH2CH2OH

c) CH3CH2CH2CH2OH

d) HOCH2CH2CH2CH2CH2OH

I think that the order should be:

B, C, D, A ?????

Our regular chemist expertm DrBob222, is taking a vacation for a week, so it is quite likely that no one will be available to help you with your organic chem questions. Thank you for using the service, and I hope that you will continue to do so. Perhaps another person using this web site will be able to help you.

He told you he would be away for a week? He mentioned that he would take a short break but I didn't know it was only for a week.

Thanks,
~christina~

Thank you...good to know, but isn't there a "Dr.Russ" that works with Organic Chem??

1. hydrogen bonding causes higher boiling points

water=> highest of course at 100°C
dimethylether=> -24.8 °C
ethyl alcohol=> 78.4 °C
CH3CH2SH (Ethanethiol)=>35 °C

so it's correct.

2. can't help here, I know what reacts and such but not how reactive they are (from least to greatest or etc.)

3. I think it's right since the longer the molecule the less soluble it is. And if it can have hydrogen bonding it will be more soluble.

thank you

I guess drwls you don't know about what I asked but I was just curious if Dr.Bob actually said he would be away for "a week". (hence me thinking the main helpers have contact with each other outside Jiskha)

So you or anyone else with the capability can delete the usless post of mine above.

Thank You
~christina~

To determine the order of increasing boiling point, reactivity with conc. HBr, and solubility in water, we need to consider the molecular structure and intermolecular forces of the compounds.

1) Boiling Point:
The boiling point of a compound is determined by the strength of intermolecular forces. Compounds with stronger intermolecular forces tend to have higher boiling points.

In this case, we can analyze the intermolecular forces in each compound.

a) H3C-O-CH3 (Methoxymethane or methyl ether): It is a simple ether with dipole-dipole interactions and London dispersion forces (LDF).
b) H2O (Water): It has hydrogen bonding, which is a strong intermolecular force.
c) CH3CH2OH (Ethanol): It also has hydrogen bonding, making it stronger than dipole-dipole interactions and LDF.
d) CH3CH2SH (Ethyl mercaptan): It has dipole-dipole interactions and LDF.

Based on this analysis, the correct order of increasing boiling points is: 1) H3C-O-CH3, 4) CH3CH2SH, 3) CH3CH2OH, 2) H2O.

2) Reactivity with conc. HBr:
The reactivity with conc. HBr can be influenced by the ability of the compound to donate a proton (H+) or undergo nucleophilic substitution.

In this case, we need to consider the presence of hydroxyl groups (-OH) and their reactivity.

a) cyclopentane-CH2OH: It has an -OH group attached to a cyclopentane ring.
b) cyclopentanol: It is a cyclic alcohol with -OH group.
c) 1-methylcyclopentanol: It is a cyclic alcohol with an additional methyl group.
d) CH3CH2OH (Ethanol): It is a simple alcohol.

Based on this analysis, the correct order of increasing reactivity with conc. HBr is: a) cyclopentane-CH2OH, b) cyclopentanol, c) 1-methylcyclopentanol, d) CH3CH2OH.

3) Solubility in Water:
The solubility of a compound in water is determined by the ability to form intermolecular interactions with water molecules. Compounds with similar polarities tend to be more soluble in water.

In this case, we need to compare the polarity and size of the compounds.

a) CH3OH (Methanol): Methanol has a small size and a polar hydroxyl group (-OH).
b) CH3CH2CH2CH2CH2OH (Pentanol): It is a longer-chain alcohol with a polar hydroxyl group.
c) CH3CH2CH2CH2OH (Butanol): It is a shorter-chain alcohol with a polar hydroxyl group.
d) HOCH2CH2CH2CH2CH2OH (Hexanol): It is a longer-chain alcohol with a polar hydroxyl group.

Based on this analysis, the correct order of increasing solubility in water is: a) CH3OH, c) CH3CH2CH2CH2OH, d) HOCH2CH2CH2CH2CH2OH, b) CH3CH2CH2CH2CH2OH.

I hope this explanation helps! Let me know if you have any further questions.