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Topic: How many isomers of C3H5OCL are there  (Read 30635 times)

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Offline discodermolide

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Re: How many isomers of C3H5OCL are there
« Reply #15 on: October 19, 2012, 07:58:17 AM »
The red boxed ones are cis and trans isomers of the enol.
Before anyone comments. I know that enols are in equilibrium with the keto form, the latter favoured.
But these are still isomers with that molecular formula.
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Offline sjb

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Re: How many isomers of C3H5OCL are there
« Reply #16 on: October 19, 2012, 08:02:04 AM »
No, they are different, but the 3-chlorooxetanes are the same. I also have 2-chlorovinyl methyl ether (E and Z), 1-chlorovinyl methyl ether; and 3-chloropropanal, E and Z but-1-ene hypochlorite and but-2-ene hypochlorite, making 25

Offline curiouscat

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Re: How many isomers of C3H5OCL are there
« Reply #17 on: October 19, 2012, 08:04:06 AM »
What about these? Valid?


Offline discodermolide

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Re: How many isomers of C3H5OCL are there
« Reply #18 on: October 19, 2012, 08:07:27 AM »
No, they are different, but the 3-chlorooxetanes are the same. I also have 2-chlorovinyl methyl ether (E and Z), 1-chlorovinyl methyl ether; and 3-chloropropanal, E and Z but-1-ene hypochlorite and but-2-ene hypochlorite, making 25


Damm, forgot the methyl ethers etc. Thanks.
Must have boggled my eyes and brain cell.

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Offline sjb

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Re: How many isomers of C3H5OCL are there
« Reply #19 on: October 19, 2012, 08:08:02 AM »
The last two are the methyl ethers I mention, hadn't got as far as the chloromethyl vinyl ether you draw first.

Offline curiouscat

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Re: How many isomers of C3H5OCL are there
« Reply #20 on: October 19, 2012, 08:09:25 AM »
Damm, forgot the methyl ethers etc. Thanks.

And these?



....and more (or am I violating any valency rules? ).


Offline Hunter2

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Re: How many isomers of C3H5OCL are there
« Reply #21 on: October 19, 2012, 08:09:50 AM »
erased

Offline sjb

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Re: How many isomers of C3H5OCL are there
« Reply #22 on: October 19, 2012, 08:17:07 AM »
Damm, forgot the methyl ethers etc. Thanks.

And these?



....and more....



Of these, the chloropropanal has been listed. Can someone consolidate all the structures to date :) I think we are wasting a bit of time crossposting etc.

Offline discodermolide

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Re: How many isomers of C3H5OCL are there
« Reply #23 on: October 19, 2012, 08:19:27 AM »
I'll try and put it all together. Give me some time.
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Offline curiouscat

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Re: How many isomers of C3H5OCL are there
« Reply #24 on: October 19, 2012, 08:20:11 AM »
Of these, the chloropropanal has been listed. Can someone consolidate all the structures to date :) I think we are wasting a bit of time crossposting etc.

Listed but not drawn.  ;)

My bad. I'm too dumb to convert names to structures.

Offline discodermolide

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Re: How many isomers of C3H5OCL are there
« Reply #25 on: October 19, 2012, 08:41:35 AM »
Up to now I have 30, with everyone's suggestions. I'll wait and see if any more come in before I post the structures.
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Offline 408

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Re: How many isomers of C3H5OCL are there
« Reply #26 on: October 19, 2012, 09:14:02 AM »
Everyone above has forgotten the organic hypochlorites.(edit: oops, missed sjb's post) R-O-Cl  well known but stinky.  I made ethyl hypochlorite once back in the day.

Also R-Cl(+)-O(-) (organic chlorites) could be considered, but I am away from scifinder and can not even confirm the existence of this type of compound. 

So that should add a pile more isomers

Offline discodermolide

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Re: How many isomers of C3H5OCL are there
« Reply #27 on: October 19, 2012, 09:15:16 AM »
I think sjb mentioned them, thanks. I'll have another look for my compilation.
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Offline sjb

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Re: How many isomers of C3H5OCL are there
« Reply #28 on: October 19, 2012, 09:16:57 AM »
No, they are different, but the 3-chlorooxetanes are the same. I also have 2-chlorovinyl methyl ether (E and Z), 1-chlorovinyl methyl ether; and 3-chloropropanal, E and Z but-1-ene hypochlorite and but-2-ene hypochlorite, making 25

Sorry, this should be prop-1/2-enes for the hypochlorites. Can these be both O- and Cl- bonded to the carbon chain?

Offline curiouscat

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Re: How many isomers of C3H5OCL are there
« Reply #29 on: October 19, 2012, 09:17:17 AM »
Up to now I have 30, with everyone's suggestions. I'll wait and see if any more come in before I post the structures.

Post them (please :) ); otherwise it is hard to know which ones haven't been included.
« Last Edit: October 19, 2012, 09:32:03 AM by curiouscat »

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