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thebean
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Hex- Prefix
I've become increasingly interested in hex- prefix containing compounds. I think it's because I like the sound of it  . 2-Ethylhexanol is a pretty simple one from gloves. But I want something that can
easily donate the hex- prefix into other compounds. I'm hoping to produce hexanoic acid at least. I took a look at the longer chain tertiary alcohols
thread in organic chemistry but I couldn't seem to find a whole lot.
"You need a little bit of insanity to do great things."
-Henry Rollins
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thesmug
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Quote: Originally posted by thebean  | | I've become increasingly interested in hex- prefix containing compounds. I think it's because I like the sound of it . 2-Ethylhexanol is a pretty simple one from gloves. But I want something that can
easily donate the hex- prefix into other compounds. I'm hoping to produce hexanoic acid at least. I took a look at the longer chain tertiary alcohols
thread in organic chemistry but I couldn't seem to find a whole lot. |
I think that hexane or cyclohexane would be your best choice. I'm no expert but I think benzene might also.
[EDIT] I looked up that 2-Ethylhexanol and it is just hexane with some other groups added, so yeah, hexane or cyclohexane.
[Edited on 3/1/14 by thesmug]
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thebean
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I figured as much but would mixed isomers of hexane work?
"You need a little bit of insanity to do great things."
-Henry Rollins
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ScienceHideout
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Look into the Grignard reaction... you can use that to make a lot of interesting compounds with hex chains...
If I am not mistaken, can't hexanol be made of pentanol and and formaldehyde?
[Edited on 2-3-2014 by ScienceHideout]
hey, if you are reading this, I can't U2U, but you are always welcome to send me an email!
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Brain&Force
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What about the awesomely triboluminescent hexakis(antipyrine)terbium iodide? Difficult to acquire and make but definitely worth it.
And don't forget your hexaammine complexes of nickel, cobalt, and others.
At the end of the day, simulating atoms doesn't beat working with the real things...
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thesmug
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I've made hexaaminenickel(II) chloride and I have to say it was the easiest and possibly most fun reaction I've ever done. For some reason filtering
out the precipitate from this reaction is so much easier than any other! I highly recommend you (OP) try it.
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Hexavalent
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Do you have an understanding of simple organic chemistry?
Are you telling us that you want to prepare a series of compounds including six carbons as the parent chain, is this your intention? Or are you
interested in simply preparing any compound which has a "hex-" prefix in its name?
If the former, and you're not concerned about the 2-ethyl substitution, then it will undergo typical primary alcohol reactions; you can produce the
carboxylic acid, 2-ethylhexanoic acid, by oxidation with acidified dichromate. More carefully-controlled oxidation could afford the aldehyde,
2-ethylhexanal.
If you were to begin with hexane, you could attempt a halogenation, although a mixture of isomers would be produced which may be difficult to
separate. Given your apparent lack of experience, I would avoid these, but theoretically you may be able to perform an alkylation to deliver the
equivalent of the hexyl cation/anion (depends if your alkylating agent is electrophillic or nucleophillic) onto your substrate of choice, if possible.
I would expect a Friedel-Crafts alkylation or similar to be possible.
If the latter, then a greater depth of field is naturally possible: co-ordination chemistry springs to mind, with the aforementioned complexes which
are relatively easy to prepare and are rewarding for the beginning chemist.
@ScienceHideout - I can't imagine a direct reaction like that, but I recall reading that halogenation of the lower alcohol, followed by treatment with
a Grignard reagent, then reaction with formaldehyde then protonation, affords the higher alcohol.
[Edited on 2-3-2014 by Hexavalent]
"Success is going from failure to failure without loss of enthusiasm." Winston Churchill
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thesmug
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| Quote: Originally posted by Hexavalent |
Do you have an understanding of simple organic chemistry?
Are you telling us that you want to prepare a series of compounds including six carbons as the parent chain, is this your intention? Or are you
interested in simply preparing any compound which has a "hex-" prefix in its name?
If the former, and you're not concerned about the 2-ethyl substitution, then it will undergo typical primary alcohol reactions; you can produce the
carboxylic acid, 2-ethylhexanoic acid, by oxidation with acidified dichromate. More carefully-controlled oxidation could afford the aldehyde,
2-ethylhexanal.
If you were to begin with hexane, you could attempt a halogenation, although a mixture of isomers would be produced which may be difficult to
separate. Given your apparent lack of experience, I would avoid these, but theoretically you may be able to perform an alkylation to deliver the
equivalent of the hexyl cation/anion (depends if your alkylating agent is electrophillic or nucleophillic) onto your substrate of choice, if possible.
I would expect a Friedel-Crafts alkylation or similar to be possible.
If the latter, then a greater depth of field is naturally possible: co-ordination chemistry springs to mind, with the aforementioned complexes which
are relatively easy to prepare and are rewarding for the beginning chemist.
@ScienceHideout - I can't imagine a direct reaction like that, but I recall reading that halogenation of the lower alcohol, followed by treatment with
a Grignard reagent, then reaction with formaldehyde then protonation, affords the higher alcohol.
[Edited on 2-3-2014 by Hexavalent] |
Your username is very relevant 
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thebean
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| Quote: Originally posted by Hexavalent |
Do you have an understanding of simple organic chemistry?
Are you telling us that you want to prepare a series of compounds including six carbons as the parent chain, is this your intention? Or are you
interested in simply preparing any compound which has a "hex-" prefix in its name?
If the former, and you're not concerned about the 2-ethyl substitution, then it will undergo typical primary alcohol reactions; you can produce the
carboxylic acid, 2-ethylhexanoic acid, by oxidation with acidified dichromate. More carefully-controlled oxidation could afford the aldehyde,
2-ethylhexanal.
If you were to begin with hexane, you could attempt a halogenation, although a mixture of isomers would be produced which may be difficult to
separate. Given your apparent lack of experience, I would avoid these, but theoretically you may be able to perform an alkylation to deliver the
equivalent of the hexyl cation/anion (depends if your alkylating agent is electrophillic or nucleophillic) onto your substrate of choice, if possible.
I would expect a Friedel-Crafts alkylation or similar to be possible.
If the latter, then a greater depth of field is naturally possible: co-ordination chemistry springs to mind, with the aforementioned complexes which
are relatively easy to prepare and are rewarding for the beginning chemist.
@ScienceHideout - I can't imagine a direct reaction like that, but I recall reading that halogenation of the lower alcohol, followed by treatment with
a Grignard reagent, then reaction with formaldehyde then protonation, affords the higher alcohol.
[Edited on 2-3-2014 by Hexavalent] |
I'm aware that my question was rather vague, that's why I posted to beginnings. I was interested in having a six carbon chain. My knowledge of organic
chemistry is pretty decent. I was considering halogenation of hexanes but I don't have anything that would make separating the isomers very easy. I
would appreciate it if you didn't patronize me.
[Edited on 3-3-2014 by thebean]
"You need a little bit of insanity to do great things."
-Henry Rollins
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Töilet Plünger
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What about hexahalobenzene compounds?
Or hexamethylbenzene?
Or hexyl compounds, such as hexyl acetate, hexyl benzoate, or dihexylmercury?
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thebean
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I'll pass on the dihexylmercury but everything else sounds good.
"You need a little bit of insanity to do great things."
-Henry Rollins
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DraconicAcid
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Tungsten hexachloride?
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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Pyrovus
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Hexahexyl hexhexhexium? Might be difficult to make, though.
Never accept that which can be changed.
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Mesa
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This compound is frustratingly difficult to prepare, any oxygen present during the reaction results in a self sustaining oxidation of the tungsten
and a mix of oxide and oxychlorides .
@OP:
The issue is that simply wanting to prepare anything with a hex prefix/suffix gives far too wide a scope for useful suggestions.
I looked up a list of isomers of decane and counted 23 individual isomers containing 'hex.' That's just C10 alkanes. every other functional group
also has the possibility of forming isomers with a CH3-CH2-CH2-CH2-CH2-CH2 chain(given it has >6 carbon atoms.)
Then on to inorganic...
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DraconicAcid
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I'm sure you don't want to try making chromium hexacarbonyl or potassium hexacyanoferrate.
ETA: Well, I'm guessing you probably don't want to make potassium hexacyanoferrate using cyanide, at least, since I get nervous around cyanides. But
I do seem to recall that there is a way to make it without using cyanides....
[Edited on 3-3-2014 by DraconicAcid]
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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blogfast25
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Hexyl hexyl ketone?
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warteo
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As others have mentioned, some of the Hexaammine coordination compounds suit your request.
Going to give making these a try when I get hold of some Ammonium acetate:
Hexaamminecobalt(III) acetate and chloride
Synthesis of Hexamminecobalt(III) Chloride
Once the Hexaamminecobalt(III) chloride is prepared it could be fun to take things further and use it to make Hexaamminecobalt(III)
pentachlorocuprate(II) or even better for your search, Hexaamminecobalt(III) hexachloroferrate(III).
Some more interesting HEX- compounds are described in here that I'm also planning on trying:
TRANSITION METAL p-TOLUENESULFONATES
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DraconicAcid
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| Quote: Originally posted by warteo |
Once the Hexaamminecobalt(III) chloride is prepared it could be fun to take things further and use it to make Hexaamminecobalt(III)
pentachlorocuprate(II) or even better for your search, Hexaamminecobalt(III) hexachloroferrate(III). |
I would expect the tetrachloroferrate(III) to be more stable. Do you have a cite for the hexachloroferrate?
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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warteo
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| Quote: Originally posted by DraconicAcid | | Quote: Originally posted by warteo |
Once the Hexaamminecobalt(III) chloride is prepared it could be fun to take things further and use it to make Hexaamminecobalt(III)
pentachlorocuprate(II) or even better for your search, Hexaamminecobalt(III) hexachloroferrate(III). |
I would expect the tetrachloroferrate(III) to be more stable. Do you have a cite for the hexachloroferrate? |
Sure, saw it on P.48, Vol. 11 of Inorganic Synthesis. More interested in making the pentachlorocuprate myself but included this for the double hex
factor.
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DraconicAcid
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| Quote: Originally posted by warteo | | Quote: Originally posted by DraconicAcid | | Quote: Originally posted by warteo |
Once the Hexaamminecobalt(III) chloride is prepared it could be fun to take things further and use it to make Hexaamminecobalt(III)
pentachlorocuprate(II) or even better for your search, Hexaamminecobalt(III) hexachloroferrate(III). |
I would expect the tetrachloroferrate(III) to be more stable. Do you have a cite for the hexachloroferrate? |
Sure, saw it on P.48, Vol. 11 of Inorganic Synthesis. More interested in making the pentachlorocuprate myself but included this for the double hex
factor. |
OK- google books wasn't willing to show me that page. I suppose the hexamminecobalt(III) ion is large enough to stabilize the hexachloroferrate(III)
ion....
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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warteo
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| Quote: Originally posted by DraconicAcid | | Quote: Originally posted by warteo | | Quote: Originally posted by DraconicAcid | | Quote: Originally posted by warteo |
Once the Hexaamminecobalt(III) chloride is prepared it could be fun to take things further and use it to make Hexaamminecobalt(III)
pentachlorocuprate(II) or even better for your search, Hexaamminecobalt(III) hexachloroferrate(III). |
I would expect the tetrachloroferrate(III) to be more stable. Do you have a cite for the hexachloroferrate? |
Sure, saw it on P.48, Vol. 11 of Inorganic Synthesis. More interested in making the pentachlorocuprate myself but included this for the double hex
factor. |
OK- google books wasn't willing to show me that page. I suppose the hexamminecobalt(III) ion is large enough to stabilize the hexachloroferrate(III)
ion.... |
Sorry, I should have provided a link. I sometimes forget that what I have saved locally is not visible to everyone. Here you go -
Inorganic Synthesis, Vol 11 on archive.org
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Brain&Force
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The hexafluorochromate complex appears to exist, that would be interesting.
http://www.chemspider.com/Chemical-Structure.4574204.html
Hexaamminechromium(III) pentachlorocuprate also exists:
http://pubs.acs.org/doi/abs/10.1021/ic50064a012
At the end of the day, simulating atoms doesn't beat working with the real things...
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DraconicAcid
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Potassium hexafluoroferrate(III) and hexafluoroaluminate exist.
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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blogfast25
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Hexachlorostannate, hexachloroantimonate. Both quite easy.
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thebean
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I should have done a better job explaining that I'm interested in six carbon chains but while looking through this I liked some of the suggestions
that were inorganic. Once I get some nitrogen cylinders I'm going to give the tungsten hexachloride synthesis a go. The hexamine complexes sound
interesting. Out of curiosity are the hexamine complexes energetic in any cases?
"You need a little bit of insanity to do great things."
-Henry Rollins
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