Talk:Carbanion

message: "A compound is a carbon acid if deprotonation results in loss of a proton from a carbon atom." - with my very limited knowledge of chemistry this sentence sounds like nuclear reaction (atom losing proton), which is probably not what it's supposed to be.  — Preceding unsigned comment added by 121.219.113.230 (talk) 03:44, 2 February 2018 (UTC)
thread_title:  Wording 

message: The text says diphenylmethyl; the diagram shows triphenylmethyl. Which is correct?  —Preceding unsigned comment added by 68.107.60.161 (talk) 03:10, 17 July 2009 (UTC)
thread_title: Diphenylmethyl

message: Cyanide's a carbanion too? Or is there more favoured resonance forms? --83.100.0.5 (talk) 14:49, 7 June 2009 (UTC)
thread_title: Cyanide

message: The acid proton of the carborane acid is attached to chlorine (more precisely, bridging two chlorines) rather than to carbon (JACS article: 10.1021/ja058581l).  The H attached to C, as far as I'm aware, is not particularly acidic and is generally deprotonated with BuLi in many cases.  
Therefore, it is not a carbon acid.  If someone can provide a source for the DMSO pKa value, it is probably worth keeping on the table, to show a lower extreme for pKa values (in DMSO -- I've seen aqueous pKa's that are lower).
Ymwang42 (talk) 15:10, 30 July 2016 (UTC)
thread_title:  Carborane acid is a carbon acid?! 

message: There were two major problems with the pKa table:
-- The use of H2O pKa values in place of DMSO values, despite the title of the table.  I changed the numbers to reflect DMSO values in all cases.
-- Internal inconsistency in the highest pKa values.  This is tricky, since pKa values at the high end are notoriously uncertain, and even Bordwell has revised his estimations numerous times.  However, for this table to be of any use, the values need to be (somewhat) internally consistent and chemically reasonable.  For instance, anisole (ortho C-H) is certainly more acidic than benzene (induction), while cyclopentane is certainly less acidic than methane (secondary vs. primary), contrary to earlier versions of this table.  I have fixed what I can, but if others know more authoritative values, please change them!
Ymwang42 (talk) 16:53, 2 August 2016 (UTC)
thread_title:  pKa table 

message: Hey, i think the values for cyclopentane and methane are mixed up. They should be the other way around, cyclopentane is least acidic (highest pKa) according to the inductive effect and the source:
 
http://www.chem.wisc.edu/areas/reich/pkatable/
Go to the hydrocarbon tab and you will see!
84.210.215.47 (talk) 12:51, 11 October 2016 (UTC)
thread_title:  Mixed up values in pKa table 

message: I highly recommend editors to consider consulting the two books produced by Francis A. Carey and Richard J. Sundberg about Advanced Organic Chemsitry. The two books are split into two parts "Part A: Structure and Mechanisms" and "Part B: Reactions and Synthesis".
Zyvov 02:10, 28 October 2016 (UTC)
thread_title:  Carey and Sundberg 

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thread_title:  External links modified