[simonraj]

Dear members,

I would like to know how to convert aliphatic terminal alkyl chain to azide (N3).


Thanks in advance

Simonraj

[discodermolide]

Dear members,

I would like to know how to convert aliphatic terminal alkyl chain to azide (N3).


Thanks in advance

Simonraj

Have you any ideas?

[simonraj]

Dear members,

I would like to know how to convert aliphatic terminal alkyl chain to azide (N3).


Thanks in advance

Simonraj

Have you any ideas?

(i) bromination/chlorination  (ii) Aq. Sodium azide  -----> Alkyl azide

[discodermolide]

Dear members,

I would like to know how to convert aliphatic terminal alkyl chain to azide (N3).


Thanks in advance

Simonraj

Have you any ideas?

(i) bromination/chlorination  (ii) Aq. Sodium azide  -----> Alkyl azide

That would give you some product along with a host of others because halogenation does not just occur at the chain terminus.

[simonraj]

Then is it possible to convert terminal alkyl chains to terminal alkyne chains?

Dear members,

I would like to know how to convert aliphatic terminal alkyl chain to azide (N3).


Thanks in advance

Simonraj

Have you any ideas?

(i) bromination/chlorination  (ii) Aq. Sodium azide  -----> Alkyl azide

That would give you some product along with a host of others because halogenation does not just occur at the chain terminus.

[discodermolide]

Same problem

[simonraj]

Ok,

how to convert dodecane to 1-dodecanamine?

[discodermolide]

Ok,

how to convert dodecane to 1-dodecanamine?

Same problem, any sort of radical halogenation will give a mixture of products, the terminal product in the minority.

[simonraj]

But, I just found one reference to prepare 1-dodecanamine:  Chemistry Letters, 6, p. 635, 1977
 whis is not avalible as a soft copy from the journal.

[AWK]

But this reference use alcohols not hydrocarbons.

http://www.journalarchive.jst.go.jp/english/jnlabstract_en.php?cdjournal=cl1972&cdvol=6&noissue=6&startpage=635

[simonraj]

Yes your right. Thanks.

Then, you please tell me how to convert dodecane to 1-dodecanol.

[simonraj]

Plese tell me

Is this possible ?
R-(CH2)n-CH3    Chlorine, TEL and Temp: 140⁰C------>   R-(CH2)n-CH2-Cl

[discodermolide]

Plese tell me

Is this possible ?
R-(CH2)n-CH3    Chlorine, TEL and Temp: 140⁰C------>   R-(CH2)n-CH2-Cl

What is TEL?
As I said you will get terminal chlorination but it will be a MINOR product.

[simonraj]

TEL: Tetraethyllead

Plese tell me

Is this possible ?
R-(CH2)n-CH3    Chlorine, TEL and Temp: 140⁰C------>   R-(CH2)n-CH2-Cl

What is TEL?
As I said you will get terminal chlorination but it will be a MINOR product.

[discodermolide]

I have now idea if it will work. But I do not advise the use of tetraethyl lead, which is an extremely toxic substance.
Anyway the higher the temperature the greater the chance of side reactions.