How do you name this compound using IUPAC system (including steps)?Functional group naming order?Why is this organic compound trans, and not cis?Nomenclature with Complex SubstituentsGeometrical IsomerizationIUPAC name of this compoundHow do you identify parent chain of molecule?Nomenclature of Halogen substituted Alcohol and longest chainHow did they assign absolute configuration to these cis and trans 2-methylcyclohexanols?Do we prefer the substituent or the longest chain in IUPAC nomenclature?Assigning locants when both unsaturation and substituents are present in a hydrocarbon
Unknown indication below upper stave
Positioning cards labeled with numbers from 0-9
Why put copper in between battery contacts and clamps?
Semen retention is a important thing in Martial arts?
Is it unprofessional to mention your cover letter and resume are best viewed in Chrome?
Rampant sharing of authorship among colleagues in the name of "collaboration". Is not taking part in it a death knell for a future in academia?
How to have poached eggs in "sphere form"?
Composing fill in the blanks
What are the cons of stateless password generators?
What force enables us to walk? Friction or normal reaction?
Does dual boot harm a laptop battery or reduce its life?
Newton's cradles
Who said "one can be a powerful king with a very small sceptre"?
8086 stack segment and avoiding overflow in interrupts
Argand formula and more for quaternions?
Is there a word to describe someone who is, or the state of being, content with hanging around others without interacting with them?
Scam? Checks via Email
How to efficiently shred a lot of cabbage?
How to season a character?
Exploiting the delay when a festival ticket is scanned
Why is it "on the inside" and not "in the inside"?
Why tantalum for the Hayabusa bullets?
Is it safe if the neutral lead is exposed and disconnected?
If you inherit a Roth 401(k), is it taxed?
How do you name this compound using IUPAC system (including steps)?
Functional group naming order?Why is this organic compound trans, and not cis?Nomenclature with Complex SubstituentsGeometrical IsomerizationIUPAC name of this compoundHow do you identify parent chain of molecule?Nomenclature of Halogen substituted Alcohol and longest chainHow did they assign absolute configuration to these cis and trans 2-methylcyclohexanols?Do we prefer the substituent or the longest chain in IUPAC nomenclature?Assigning locants when both unsaturation and substituents are present in a hydrocarbon
.everyoneloves__top-leaderboard:empty,.everyoneloves__mid-leaderboard:empty,.everyoneloves__bot-mid-leaderboard:empty margin-bottom:0;
$begingroup$
And including stereochemistry (cis trans or R S )
I know you start numbering from the double bond because there are no functional groups like -OH, you take the longest carbon chain which is six carbons in this question, so now it should be 3-bromo-3-methyl-1-hexene. My quarrel is with the stereochemistry and how do you name the compound regarding the widge and the dash (cis and trans or R and S)
I also know CIP priorities, it's just the widge and the dash being at the middle of the compound that confuses me.
trans-2-bromo-2-vinyl-pentane ?
R-2-bromo-2-vinyl-pentane ?
organic-chemistry nomenclature
edited Jul 20 at 14:17
Community♦
1
asked Jul 19 at 18:55
ALPHAz CoCALPHAz CoC
544 bronze badges
$endgroup$
add a comment |
$begingroup$
And including stereochemistry (cis trans or R S )
I know you start numbering from the double bond because there are no functional groups like -OH, you take the longest carbon chain which is six carbons in this question, so now it should be 3-bromo-3-methyl-1-hexene. My quarrel is with the stereochemistry and how do you name the compound regarding the widge and the dash (cis and trans or R and S)
I also know CIP priorities, it's just the widge and the dash being at the middle of the compound that confuses me.
trans-2-bromo-2-vinyl-pentane ?
R-2-bromo-2-vinyl-pentane ?
organic-chemistry nomenclature
edited Jul 20 at 14:17
Community♦
1
asked Jul 19 at 18:55
ALPHAz CoCALPHAz CoC
544 bronze badges
$endgroup$
2
$begingroup$
Cis/trans is irrelevant; no stereochemistry on the double bond. Apply CIP rules to get R-configuration at C-3.
$endgroup$
– user55119
Jul 19 at 19:37
add a comment |
$begingroup$
And including stereochemistry (cis trans or R S )
I know you start numbering from the double bond because there are no functional groups like -OH, you take the longest carbon chain which is six carbons in this question, so now it should be 3-bromo-3-methyl-1-hexene. My quarrel is with the stereochemistry and how do you name the compound regarding the widge and the dash (cis and trans or R and S)
I also know CIP priorities, it's just the widge and the dash being at the middle of the compound that confuses me.
trans-2-bromo-2-vinyl-pentane ?
R-2-bromo-2-vinyl-pentane ?
organic-chemistry nomenclature
edited Jul 20 at 14:17
Community♦
1
asked Jul 19 at 18:55
ALPHAz CoCALPHAz CoC
544 bronze badges
$endgroup$
And including stereochemistry (cis trans or R S )
I know you start numbering from the double bond because there are no functional groups like -OH, you take the longest carbon chain which is six carbons in this question, so now it should be 3-bromo-3-methyl-1-hexene. My quarrel is with the stereochemistry and how do you name the compound regarding the widge and the dash (cis and trans or R and S)
I also know CIP priorities, it's just the widge and the dash being at the middle of the compound that confuses me.
trans-2-bromo-2-vinyl-pentane ?
R-2-bromo-2-vinyl-pentane ?
organic-chemistry nomenclature
organic-chemistry nomenclature
edited Jul 20 at 14:17
Community♦
1
asked Jul 19 at 18:55
ALPHAz CoCALPHAz CoC
544 bronze badges
edited Jul 20 at 14:17
Community♦
1
asked Jul 19 at 18:55
ALPHAz CoCALPHAz CoC
544 bronze badges
edited Jul 20 at 14:17
Community♦
1
edited Jul 20 at 14:17
Community♦
1
edited Jul 20 at 14:17
Community♦
1
1
asked Jul 19 at 18:55
ALPHAz CoCALPHAz CoC
544 bronze badges
asked Jul 19 at 18:55
ALPHAz CoCALPHAz CoC
544 bronze badges
asked Jul 19 at 18:55
ALPHAz CoCALPHAz CoC
544 bronze badges
544 bronze badges
2
$begingroup$
Cis/trans is irrelevant; no stereochemistry on the double bond. Apply CIP rules to get R-configuration at C-3.
$endgroup$
– user55119
Jul 19 at 19:37
add a comment |
2
$begingroup$
Cis/trans is irrelevant; no stereochemistry on the double bond. Apply CIP rules to get R-configuration at C-3.
$endgroup$
– user55119
Jul 19 at 19:37
2
2
$begingroup$
Cis/trans is irrelevant; no stereochemistry on the double bond. Apply CIP rules to get R-configuration at C-3.
$endgroup$
– user55119
Jul 19 at 19:37
$begingroup$
Cis/trans is irrelevant; no stereochemistry on the double bond. Apply CIP rules to get R-configuration at C-3.
$endgroup$
– user55119
Jul 19 at 19:37
add a comment |
2 Answers
2
active
oldest
votes
$begingroup$
Identify the parent chain. In this case you have a 6-carbon chain starting at the alkene, wrapping through the chiral center and ending off to the right. 6 makes the prefix 'hex'; the alkene starts at the '1' position; thus, hex-1-ene.
Substituents. In this case they're both at the 3-position so they'll be listed in alphabetical order: 3-bromo-3-methyl
Chiral Center at the 3 position. Numbering the legs of the center according to IUPAC rules gives (1) to the bromine atom, (2) to the carbon atom double bonded to the next carbon atom, (3) the carbon atom single-bound to the next carbon atom, and (4) the methyl group. Rotate this tetrahedral image in our head to where you're looking at the molecule with numbers 1-3 towards you. The numbers rotate clockwise, thus the chiral center is (3R)
String it all together.
(3R)-3-bromo-3-methylhex-1-ene.
answered Jul 19 at 20:05
Michael GreenMichael Green
1519 bronze badges
$endgroup$
add a comment |
$begingroup$
When I complete my reading, I guess, I understand your problem of imagine stereochemistry. When we draw a structure, three different lines we use to show stereochemistry of the bonds. They represent as follows:
- Solid lines are on plane of your paper;
- Wedges are above the paper; and
- Dashed lines are below the paper.
That means, $ce-Br$ (highest priority group) is coming out of the paper towards you. Ethylene group (second priotity) is going out inside of the paper away from you. Methyl (least priority) and propyl (third priority) groups are on the paper. Thus, if you look towards methyl group from chiral carbon, you see rotation go from $ce-Br$ to ethylene group to propyl group, making it clockwise rotation. Thus stereoconfiguration is (R)-. The rest is according to the answer by Michael Green and comments by orthocresol. Hope this help you understand the stereochemistry.
answered Jul 19 at 20:48
Mathew MahindaratneMathew Mahindaratne
10.7k1 gold badge12 silver badges38 bronze badges
$endgroup$
add a comment |
Your Answer
StackExchange.ready(function()
var channelOptions =
tags: "".split(" "),
id: "431"
;
initTagRenderer("".split(" "), "".split(" "), channelOptions);
StackExchange.using("externalEditor", function()
// Have to fire editor after snippets, if snippets enabled
if (StackExchange.settings.snippets.snippetsEnabled)
StackExchange.using("snippets", function()
createEditor();
);
else
createEditor();
);
function createEditor()
StackExchange.prepareEditor(
heartbeatType: 'answer',
autoActivateHeartbeat: false,
convertImagesToLinks: false,
noModals: true,
showLowRepImageUploadWarning: true,
reputationToPostImages: null,
bindNavPrevention: true,
postfix: "",
imageUploader:
brandingHtml: "Powered by u003ca class="icon-imgur-white" href="https://imgur.com/"u003eu003c/au003e",
contentPolicyHtml: "User contributions licensed under u003ca href="https://creativecommons.org/licenses/by-sa/3.0/"u003ecc by-sa 3.0 with attribution requiredu003c/au003e u003ca href="https://stackoverflow.com/legal/content-policy"u003e(content policy)u003c/au003e",
allowUrls: true
,
onDemand: true,
discardSelector: ".discard-answer"
,immediatelyShowMarkdownHelp:true
);
);
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%2f118256%2fhow-do-you-name-this-compound-using-iupac-system-including-steps%23new-answer', 'question_page');
);
Post as a guest
Required, but never shown
2 Answers
2
active
oldest
votes
2 Answers
2
active
oldest
votes
active
oldest
votes
active
oldest
votes
$begingroup$
Identify the parent chain. In this case you have a 6-carbon chain starting at the alkene, wrapping through the chiral center and ending off to the right. 6 makes the prefix 'hex'; the alkene starts at the '1' position; thus, hex-1-ene.
Substituents. In this case they're both at the 3-position so they'll be listed in alphabetical order: 3-bromo-3-methyl
Chiral Center at the 3 position. Numbering the legs of the center according to IUPAC rules gives (1) to the bromine atom, (2) to the carbon atom double bonded to the next carbon atom, (3) the carbon atom single-bound to the next carbon atom, and (4) the methyl group. Rotate this tetrahedral image in our head to where you're looking at the molecule with numbers 1-3 towards you. The numbers rotate clockwise, thus the chiral center is (3R)
String it all together.
(3R)-3-bromo-3-methylhex-1-ene.
answered Jul 19 at 20:05
Michael GreenMichael Green
1519 bronze badges
$endgroup$
add a comment |
$begingroup$
Identify the parent chain. In this case you have a 6-carbon chain starting at the alkene, wrapping through the chiral center and ending off to the right. 6 makes the prefix 'hex'; the alkene starts at the '1' position; thus, hex-1-ene.
Substituents. In this case they're both at the 3-position so they'll be listed in alphabetical order: 3-bromo-3-methyl
Chiral Center at the 3 position. Numbering the legs of the center according to IUPAC rules gives (1) to the bromine atom, (2) to the carbon atom double bonded to the next carbon atom, (3) the carbon atom single-bound to the next carbon atom, and (4) the methyl group. Rotate this tetrahedral image in our head to where you're looking at the molecule with numbers 1-3 towards you. The numbers rotate clockwise, thus the chiral center is (3R)
String it all together.
(3R)-3-bromo-3-methylhex-1-ene.
answered Jul 19 at 20:05
Michael GreenMichael Green
1519 bronze badges
$endgroup$
add a comment |
$begingroup$
Identify the parent chain. In this case you have a 6-carbon chain starting at the alkene, wrapping through the chiral center and ending off to the right. 6 makes the prefix 'hex'; the alkene starts at the '1' position; thus, hex-1-ene.
Substituents. In this case they're both at the 3-position so they'll be listed in alphabetical order: 3-bromo-3-methyl
Chiral Center at the 3 position. Numbering the legs of the center according to IUPAC rules gives (1) to the bromine atom, (2) to the carbon atom double bonded to the next carbon atom, (3) the carbon atom single-bound to the next carbon atom, and (4) the methyl group. Rotate this tetrahedral image in our head to where you're looking at the molecule with numbers 1-3 towards you. The numbers rotate clockwise, thus the chiral center is (3R)
String it all together.
(3R)-3-bromo-3-methylhex-1-ene.
answered Jul 19 at 20:05
Michael GreenMichael Green
1519 bronze badges
$endgroup$
Identify the parent chain. In this case you have a 6-carbon chain starting at the alkene, wrapping through the chiral center and ending off to the right. 6 makes the prefix 'hex'; the alkene starts at the '1' position; thus, hex-1-ene.
Substituents. In this case they're both at the 3-position so they'll be listed in alphabetical order: 3-bromo-3-methyl
Chiral Center at the 3 position. Numbering the legs of the center according to IUPAC rules gives (1) to the bromine atom, (2) to the carbon atom double bonded to the next carbon atom, (3) the carbon atom single-bound to the next carbon atom, and (4) the methyl group. Rotate this tetrahedral image in our head to where you're looking at the molecule with numbers 1-3 towards you. The numbers rotate clockwise, thus the chiral center is (3R)
String it all together.
(3R)-3-bromo-3-methylhex-1-ene.
answered Jul 19 at 20:05
Michael GreenMichael Green
1519 bronze badges
edited Jul 19 at 20:44
answered Jul 19 at 20:05
Michael GreenMichael Green
1519 bronze badges
answered Jul 19 at 20:05
Michael GreenMichael Green
1519 bronze badges
answered Jul 19 at 20:05
Michael GreenMichael Green
1519 bronze badges
1519 bronze badges
add a comment |
add a comment |
$begingroup$
When I complete my reading, I guess, I understand your problem of imagine stereochemistry. When we draw a structure, three different lines we use to show stereochemistry of the bonds. They represent as follows:
- Solid lines are on plane of your paper;
- Wedges are above the paper; and
- Dashed lines are below the paper.
That means, $ce-Br$ (highest priority group) is coming out of the paper towards you. Ethylene group (second priotity) is going out inside of the paper away from you. Methyl (least priority) and propyl (third priority) groups are on the paper. Thus, if you look towards methyl group from chiral carbon, you see rotation go from $ce-Br$ to ethylene group to propyl group, making it clockwise rotation. Thus stereoconfiguration is (R)-. The rest is according to the answer by Michael Green and comments by orthocresol. Hope this help you understand the stereochemistry.
answered Jul 19 at 20:48
Mathew MahindaratneMathew Mahindaratne
10.7k1 gold badge12 silver badges38 bronze badges
$endgroup$
add a comment |
$begingroup$
When I complete my reading, I guess, I understand your problem of imagine stereochemistry. When we draw a structure, three different lines we use to show stereochemistry of the bonds. They represent as follows:
- Solid lines are on plane of your paper;
- Wedges are above the paper; and
- Dashed lines are below the paper.
That means, $ce-Br$ (highest priority group) is coming out of the paper towards you. Ethylene group (second priotity) is going out inside of the paper away from you. Methyl (least priority) and propyl (third priority) groups are on the paper. Thus, if you look towards methyl group from chiral carbon, you see rotation go from $ce-Br$ to ethylene group to propyl group, making it clockwise rotation. Thus stereoconfiguration is (R)-. The rest is according to the answer by Michael Green and comments by orthocresol. Hope this help you understand the stereochemistry.
answered Jul 19 at 20:48
Mathew MahindaratneMathew Mahindaratne
10.7k1 gold badge12 silver badges38 bronze badges
$endgroup$
add a comment |
$begingroup$
When I complete my reading, I guess, I understand your problem of imagine stereochemistry. When we draw a structure, three different lines we use to show stereochemistry of the bonds. They represent as follows:
- Solid lines are on plane of your paper;
- Wedges are above the paper; and
- Dashed lines are below the paper.
That means, $ce-Br$ (highest priority group) is coming out of the paper towards you. Ethylene group (second priotity) is going out inside of the paper away from you. Methyl (least priority) and propyl (third priority) groups are on the paper. Thus, if you look towards methyl group from chiral carbon, you see rotation go from $ce-Br$ to ethylene group to propyl group, making it clockwise rotation. Thus stereoconfiguration is (R)-. The rest is according to the answer by Michael Green and comments by orthocresol. Hope this help you understand the stereochemistry.
answered Jul 19 at 20:48
Mathew MahindaratneMathew Mahindaratne
10.7k1 gold badge12 silver badges38 bronze badges
$endgroup$
When I complete my reading, I guess, I understand your problem of imagine stereochemistry. When we draw a structure, three different lines we use to show stereochemistry of the bonds. They represent as follows:
- Solid lines are on plane of your paper;
- Wedges are above the paper; and
- Dashed lines are below the paper.
That means, $ce-Br$ (highest priority group) is coming out of the paper towards you. Ethylene group (second priotity) is going out inside of the paper away from you. Methyl (least priority) and propyl (third priority) groups are on the paper. Thus, if you look towards methyl group from chiral carbon, you see rotation go from $ce-Br$ to ethylene group to propyl group, making it clockwise rotation. Thus stereoconfiguration is (R)-. The rest is according to the answer by Michael Green and comments by orthocresol. Hope this help you understand the stereochemistry.
answered Jul 19 at 20:48
Mathew MahindaratneMathew Mahindaratne
10.7k1 gold badge12 silver badges38 bronze badges
answered Jul 19 at 20:48
Mathew MahindaratneMathew Mahindaratne
10.7k1 gold badge12 silver badges38 bronze badges
answered Jul 19 at 20:48
Mathew MahindaratneMathew Mahindaratne
10.7k1 gold badge12 silver badges38 bronze badges
answered Jul 19 at 20:48
Mathew MahindaratneMathew Mahindaratne
10.7k1 gold badge12 silver badges38 bronze badges
10.7k1 gold badge12 silver badges38 bronze badges
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.
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%2f118256%2fhow-do-you-name-this-compound-using-iupac-system-including-steps%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
$begingroup$
Cis/trans is irrelevant; no stereochemistry on the double bond. Apply CIP rules to get R-configuration at C-3.
$endgroup$
– user55119
Jul 19 at 19:37