Is phosphorine (C₅H₅P) aromatic?
up vote
9
down vote
favorite
Phophorine seems aromatic as it has 6 conjugated electrons. But the answer given is that it is not. This seems odd since pyridine has a similar structure and is also aromatic. Thus I ask is phospohrine aromatic or not?
aromatic-compounds theoretical-chemistry aromaticity organophosphorus-compounds
edited Nov 24 at 19:50
Mithoron
3,64582844
asked Nov 23 at 15:34
user137644
953
add a comment |
up vote
9
down vote
favorite
Phophorine seems aromatic as it has 6 conjugated electrons. But the answer given is that it is not. This seems odd since pyridine has a similar structure and is also aromatic. Thus I ask is phospohrine aromatic or not?
aromatic-compounds theoretical-chemistry aromaticity organophosphorus-compounds
edited Nov 24 at 19:50
Mithoron
3,64582844
asked Nov 23 at 15:34
user137644
953
2
Phosphinine is aromatic, but somewhat less than benzene.
– mykhal
Nov 23 at 16:23
add a comment |
up vote
9
down vote
favorite
up vote
9
down vote
favorite
Phophorine seems aromatic as it has 6 conjugated electrons. But the answer given is that it is not. This seems odd since pyridine has a similar structure and is also aromatic. Thus I ask is phospohrine aromatic or not?
aromatic-compounds theoretical-chemistry aromaticity organophosphorus-compounds
edited Nov 24 at 19:50
Mithoron
3,64582844
asked Nov 23 at 15:34
user137644
953
Phophorine seems aromatic as it has 6 conjugated electrons. But the answer given is that it is not. This seems odd since pyridine has a similar structure and is also aromatic. Thus I ask is phospohrine aromatic or not?
aromatic-compounds theoretical-chemistry aromaticity organophosphorus-compounds
aromatic-compounds theoretical-chemistry aromaticity organophosphorus-compounds
edited Nov 24 at 19:50
Mithoron
3,64582844
asked Nov 23 at 15:34
user137644
953
edited Nov 24 at 19:50
Mithoron
3,64582844
asked Nov 23 at 15:34
user137644
953
edited Nov 24 at 19:50
Mithoron
3,64582844
edited Nov 24 at 19:50
Mithoron
3,64582844
edited Nov 24 at 19:50
Mithoron
3,64582844
3,64582844
asked Nov 23 at 15:34
user137644
953
asked Nov 23 at 15:34
user137644
953
asked Nov 23 at 15:34
user137644
953
953
2
Phosphinine is aromatic, but somewhat less than benzene.
– mykhal
Nov 23 at 16:23
add a comment |
2
Phosphinine is aromatic, but somewhat less than benzene.
– mykhal
Nov 23 at 16:23
2
2
Phosphinine is aromatic, but somewhat less than benzene.
– mykhal
Nov 23 at 16:23
Phosphinine is aromatic, but somewhat less than benzene.
– mykhal
Nov 23 at 16:23
add a comment |
1 Answer
1
active
oldest
votes
up vote
13
down vote
Phosphorine (IUPAC: phosphinine) actually has aromatic character nearly as great (88%) as that of benzene. According to the reference, phosphorine is sufficiently stable to be handled without air-free techniques; and it undergoes electrophilic substitution reactions similar to those of benzene.
edited Nov 24 at 21:15
Waylander
5,1711719
answered Nov 23 at 16:26
Oscar Lanzi
14.1k12446
add a comment |
1 Answer
1
active
oldest
votes
1 Answer
1
active
oldest
votes
active
oldest
votes
active
oldest
votes
up vote
13
down vote
Phosphorine (IUPAC: phosphinine) actually has aromatic character nearly as great (88%) as that of benzene. According to the reference, phosphorine is sufficiently stable to be handled without air-free techniques; and it undergoes electrophilic substitution reactions similar to those of benzene.
edited Nov 24 at 21:15
Waylander
5,1711719
answered Nov 23 at 16:26
Oscar Lanzi
14.1k12446
add a comment |
up vote
13
down vote
Phosphorine (IUPAC: phosphinine) actually has aromatic character nearly as great (88%) as that of benzene. According to the reference, phosphorine is sufficiently stable to be handled without air-free techniques; and it undergoes electrophilic substitution reactions similar to those of benzene.
edited Nov 24 at 21:15
Waylander
5,1711719
answered Nov 23 at 16:26
Oscar Lanzi
14.1k12446
add a comment |
up vote
13
down vote
up vote
13
down vote
Phosphorine (IUPAC: phosphinine) actually has aromatic character nearly as great (88%) as that of benzene. According to the reference, phosphorine is sufficiently stable to be handled without air-free techniques; and it undergoes electrophilic substitution reactions similar to those of benzene.
edited Nov 24 at 21:15
Waylander
5,1711719
answered Nov 23 at 16:26
Oscar Lanzi
14.1k12446
Phosphorine (IUPAC: phosphinine) actually has aromatic character nearly as great (88%) as that of benzene. According to the reference, phosphorine is sufficiently stable to be handled without air-free techniques; and it undergoes electrophilic substitution reactions similar to those of benzene.
edited Nov 24 at 21:15
Waylander
5,1711719
answered Nov 23 at 16:26
Oscar Lanzi
14.1k12446
edited Nov 24 at 21:15
Waylander
5,1711719
edited Nov 24 at 21:15
Waylander
5,1711719
edited Nov 24 at 21:15
Waylander
5,1711719
5,1711719
answered Nov 23 at 16:26
Oscar Lanzi
14.1k12446
answered Nov 23 at 16:26
Oscar Lanzi
14.1k12446
answered Nov 23 at 16:26
Oscar Lanzi
14.1k12446
14.1k12446
add a comment |
add a comment |
Thanks for contributing an answer to Chemistry Stack Exchange!
- Please be sure to answer the question. Provide details and share your research!
But avoid …
- Asking for help, clarification, or responding to other answers.
- Making statements based on opinion; back them up with references or personal experience.
Use MathJax to format equations. MathJax reference.
To learn more, see our tips on writing great answers.
Some of your past answers have not been well-received, and you're in danger of being blocked from answering.
Please pay close attention to the following guidance:
- Please be sure to answer the question. Provide details and share your research!
But avoid …
- Asking for help, clarification, or responding to other answers.
- Making statements based on opinion; back them up with references or personal experience.
To learn more, see our tips on writing great answers.
Sign up or log in
StackExchange.ready(function () {
StackExchange.helpers.onClickDraftSave('#login-link');
});
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Post as a guest
Required, but never shown
StackExchange.ready(
function () {
StackExchange.openid.initPostLogin('.new-post-login', 'https%3a%2f%2fchemistry.stackexchange.com%2fquestions%2f104725%2fis-phosphorine-c%25e2%2582%2585h%25e2%2582%2585p-aromatic%23new-answer', 'question_page');
}
);
Post as a guest
Required, but never shown
Sign up or log in
StackExchange.ready(function () {
StackExchange.helpers.onClickDraftSave('#login-link');
});
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Post as a guest
Required, but never shown
Sign up or log in
StackExchange.ready(function () {
StackExchange.helpers.onClickDraftSave('#login-link');
});
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Post as a guest
Required, but never shown
Sign up or log in
StackExchange.ready(function () {
StackExchange.helpers.onClickDraftSave('#login-link');
});
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Post as a guest
Required, but never shown
Required, but never shown
Required, but never shown
Required, but never shown
Required, but never shown
Required, but never shown
Required, but never shown
Required, but never shown
Required, but never shown
2
Phosphinine is aromatic, but somewhat less than benzene.
– mykhal
Nov 23 at 16:23