There is an excellent introduction to the use of abbreviations in general at http://www.chem.qmul.ac.uk/iupac/misc/symbols.html. We probably want to steal some of it.
Other lists of abbreviations: http://www.chem.qmul.ac.uk/iupac/AminoAcid/A1819.html, http://www.27eps.unina.it/manuscripts3.htm, http://themerckindex.cambridgesoft.com/TheMerckIndex/AdditionalTables/pdfs/AbbreviationsandSelectedDefinitions.pdf, http://scooter.cyto.purdue.edu/pucl_cd/flow/vol4/4_teach/data/acronyms/acron.htm, http://www.chem.ucalgary.ca/courses/551/listofabbreviations.pdf, http://www.users.totalise.co.uk/~tbroom/acrobat/chem.pdf, http://www.galchimia.com/downloads/files/200Problems.pdf, https://paragon.acs.org/paragon/ShowDocServlet?contentId=paragon/menu_content/authorchecklist/jo_authguide.pdf
The following nicknames (with capitalization as shown) may be used without further explanation to refer to the structures shown. In all cases, the nicknames should be used to refer only to the specific structures shown, without further substitution and without the presence of further charges, radicals, or non-natural isotopy.
Authors are welcome to create their own abbreviations as well, but any abbreviations not included in the list below should be defined clearly when they are used. When creating new abbreviations, it is recommended that an all-caps style be used for abbreviations that are formed as acronyms (BOM = Benzyl Oxy Methyl), while an initial-caps style should be used for abbreviations that are formed simply by shortening a longer word (Ac = Acetyl).
Several of the abbreviations listed below include portions of the text in italics. The italicization shown is the preferred formatting of those abbreviations. However, the corresponding forms without capitalization are also acceptable. [Yes? Or should we recommend only one or the other?]
The first column in the table below indicates whether it is listed at http://www.chem.qmul.ac.uk/iupac/misc/symbols.html. The second column indicates whether we want to continue to recommend that that abbreviation can be used without further explanation..
Listed? | Recommend? | Abbreviation | Other Abbreviations |
Full structure |
yes | yes | Ac | ||
yes? | Acm | |||
yes | ? | Act | ||
yes? | 9-BBN | |||
yes? | Bn | |||
yes | yes | Boc BOC |
t-BOC | |
yes? | BOM | |||
yes? | BPOC | |||
yes? | Bs | |||
yes? | Bt | |||
yes | yes | BTM | ||
yes | yes | Bu (recommended) | Bun n-Bu |
|
yes? | Bui | i-Bu (recommended) iBu |
||
yes? | Bun | Bu (recommended) n-Bu nBu |
||
yes? | Bus |
s-Bu (recommended) sBu |
||
yes | yes | But | t-Bu (recommended) tBu |
|
yes | yes | Bz | ||
yes | ? | Bza | ||
yes | ? | Cam | ||
yes | ? | Cbm | ||
yes? | Cbz CBZ |
|||
yes | yes | cHx | Cy (recommended) | |
yes | ? | Cm | ||
yes | Cp | |||
yes | yes | cPe | ||
yes | Cy (recommended) | cHx | ||
yes? | Ddz | |||
yes | yes | DEAE | ||
yes | yes | DNP | ||
yes | yes | Dns | ||
yes | yes | Et | ||
yes? | FMOC | |||
yes? | i-Bu (recommended) | Bui iBu |
||
yes? | i-Pr (recommended) | iPr Pri |
||
yes? | iBu | Bui i-Bu (recommended) |
||
yes? | iPr | i-Pr (recommended) Pri |
||
yes | ? | Ips | ||
yes | ? | Mal | ||
yes | yes | Me | ||
yes? | MEM | |||
yes? | Mes | |||
yes? | MOM | |||
yes? | Ms | |||
yes | ? | Mtc | ||
yes? | MTM | |||
yes | ? | Mz | ||
yes? | n-Bu | Bu (recommended) Bun nBu |
||
yes? | n-Pr | nPr Pr (recommended) Prn |
||
yes? | nBu | Bu (recommended) Bun n-Bu |
||
yes? | nPr | n-Pr Pr (recommended) Prn |
||
yes? | Nb | |||
yes | ? | Nbs | ||
yes | ? | NSu | ||
yes? | PCP | |||
yes | ? | Pe | ||
yes | yes | Ph | ||
yes | yes | Pht | ||
yes | ? | Pip | ||
yes? | Piv | |||
yes? | PMB | |||
yes | yes | POC | ||
yes | yes | Pr | n-Pr nPr (recommended) Prn |
|
yes? | Pri | i-Pr (recommended) iPr |
||
yes? | Prn | n-Pr nPr Pr (recommended) |
||
yes | ? | Ptc | ||
yes | ? | Pz | ||
yes | ? | Qu | ||
yes? | s-Bu (recommended) | Bus sBu |
||
yes? | sBu | Bus s-Bu (recommended) |
||
yes | ? | Suc | ||
yes? | t-BOC | BOC (recommended) Boc |
||
yes? | t-Bu (recommended) | But tBu |
||
yes? | tBu | But t-Bu (recommended) |
||
yes? | TBDMS (recommended) | TBS | ||
yes? | TBDPS | |||
yes? | TBS | TBDMS (recommended) | ||
yes? | TES | |||
yes? | Tf | |||
yes? | THP | |||
yes? | TIPS | |||
yes? | TMS | |||
yes | yes | Tos | Ts (recommended) | |
yes? | Tr | Trt (recommended) | ||
yes? | TROC | |||
yes | yes | Trt (recommended) | Tr | |
yes? | Ts (recommended) | Tos | ||
The following abbreviations have been used in some circumstances, but it is proposed that they no longer be recommended:
Listed? | Recommend? | Abbreviation | Other Abbreviations |
Full structure | Comments |
yes? | no? | Z | Cbz CBZ |
Andrey: I'd say No for "Z" (Cbz) seems
better as soon as Z has some meaning of variable group, as X, Y, Z... Jonathan: I've also seen it used in circumstances where it can be confused with a stereochemical indicator SUGGESTED: The use of the abbreviation "Z", for benzoxycarbonyl-, is not recommended. If an abbreviation for that structure is desired, "CBZ" should be used instead. [Note: this is a departure from the recommendations at http://www.chem.qmul.ac.uk/iupac/misc/symbols.html.] |
|
yes | no? | Bzl | Bn | Andrey: not sure that it is used often
and close to Bz -- benzoyl SUGGESTED: The use of the abbreviation "Bzl", for benzyl-, is not recommended, in large part because of its easy confusion with "Bz" for benzoyl-. If an abbreviation for that structure is desired, "Bn" should be used instead. [Note: this is a departure from the recommendations at http://www.chem.qmul.ac.uk/iupac/misc/symbols.html.]
|
|
yes | no? | Np | Andrey: I vote by two hands against Np and
Nps/NpS/SNp. The reason is that even for IUPAC page there are: -SNp for 4-nitrophenylthio and NpS-/Nps- for 2-nitrophenylthio If it is not a misprint, it is very bad that simple changes of direction lead to different structures. (Also in general case, abbreviation that imply but doesn't cite exact position of substitutent could be less preferred if we need reason for our decision about some of them.) |
||
yes | no? | Nps |
(see previous) |
||
yes | no? | Snp | (see previous) | ||
yes | yno? | Bzh | Andrey: Not sure about Bzh (benzhydryl) - quite
rare and may be simply drawn with common Ph labels. Jonathan: Yup: only five pages on google have "Bzh" and "benzhydryl" |
||
yes? | TCP | Andrey:
Keith: In the Auk,TCP is also an OTC antiseptic. Yes, the active ingredient is trichlorophenol. So best avoided. |
Should we list amino acids here or just reference the amino acids doc?
Ala, Arg, Asn, Asp, Cys, Gln, Glu, Gly, His, Ile, Leu, Lys, Met, Phe, Pro, Ser,
Thr, Trp, Tyr, Val (see longer list at
http://www.chem.qmul.ac.uk/iupac/misc/symbols.html)
How about inorganic ligands (cross-ref to the revised Red Book)?
Note: ChemDraw also has the following nicknames predefined. Should any of
them be included in the list above?
Ad, Alloc, Am, Bt, BzOM, c-C3H5, c-C4H7, c-C5H9, c-C6H11,
c-C7H13, c-C8H15, c-Hx, CoA, Cy, Dan, DEIPS, DMIPS, DMPM, DMPS, DMTr, DNS, DPIPS, DPTBS, DTBMS, DTBS, i-Am, Im, MDIPS, MDPS, MMTr, MPM, n-Am, neo-Am, PMBM, PNB, PPi, Pv, s-Am, SEM, SES,
t-Am, TBMPS, TDS, TFA, THF, TIPDS,
Xyl
What about ISIS/Draw, ChemSketch, etc?