Questions tagged [nomenclature]

This tag should be used for questions about the naming of compounds and elements, usually using systematic names according to IUPAC recommendations, but also using retained traditional names.

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Is prefixes such as di-, tri-, etc. considered for alphabetical order in IUPAC nomenclature?

The correct IUPAC name of a compound was: 4-(1,1-dimethylethyl)-5-ethyloctane. my question is why not 4-ethyl-5-(1,1-dimethylethyl)octane? Are prefixes such as di-, tri-, etc. considered for ...
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How to decide whether to pick 4-bromo-2-methoxyphenol or 4-bromo-6-methoxyphenol as the name for the compound?

Why is the following compound named as 4-bromo-2-methoxyphenol and not 4-bromo-6-methoxyphenol? Shouldn't the substituents be numbered according to their alphabetical order?
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What is “super” in superphosphate?

This question is inspired from a previous question(marked unclear). I don't know about the context of that question but I was intrigued by a statement in that question: Superphosphate is used ...
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3answers
872 views

What does a comma signify in inorganic chemistry?

$\ce{(Ca{,}Co)CO3}$ I have never ever seen this before. What does this mean exactly?
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What does a simple or a complex substituent mean? [duplicate]

I am reading rules for IUPAC Nomenclature. The following statement is from my book. Prefixes di, tri, tetra, etc., are not considered in deciding alphabetical order for simple substituents but ...
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1answer
48 views

What is a “ynoate” in the context of alkynes?

In the literature, I have read the term, "ynoate" refer to a sort of alkyne. Searching through the IUPAC gold book and Google has failed to return an explicit definition.
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Use IUPAC system to name the structural diagram below

Can someone break down the steps for naming $\ce{CH3-C(Cl)=C(Cl)-CH2-CH3}$?
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2answers
955 views

How do you name this compound using IUPAC system (including steps)?

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 ...
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1answer
133 views

Is chlorophenylmethane the correct IUPAC name rather than chloromethylbenzene?

I thought that the correct IUPAC name for the molecule below (benzyl chloride) would be chloromethylbenzene because the ring always gets priority over the chain unless a primary functional group is ...
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2answers
231 views

Prime in substituted benzene

I was sent data for a molecule referred to as 1,2'-bis(4-aminophenoxy)benzene. I haven't been able to figure out if that is a real molecule. If I drop the prime, I know 1,2-bis(4-aminophenoxy)benzene ...
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1answer
134 views

Difference between oxo and formyl

What is the difference between oxo and formyl? both represent aldehyde when used as a substituent(correct me if I am wrong). But when should I use formyl and when oxo? This answers my problem and ...
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Priority to longest carbon chain or double bond? [duplicate]

Priority to longest carbon chain or double bond? Above structure and its nomenclature is given in my notes. However, I suspect it is wrong because the Carbon chain of 8 instead of 7 is available. So ...
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1answer
28 views

Synthases vs Lyases - nomenclature

Lyases are a class of enzymes that break down (lyase: ly- = lysis, -ase = enzyme) bonds like $\ce{C-C, C-S}$ and so on (except hydrolysis), and can eliminate molecules like $\ce{H2O}$ or $\ce{CO2}$. ...
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4answers
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What is “dot” sign in •NO?

What is "dot" sign in •NO? I know that it is radical nitric oxide, but I don't know if it is necessary to put the "dot". Is there any difference between •NO and NO?
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1answer
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Cahn–Ingold–Prelog Rules, cyclic structures, and breaking ties

(3S,5R)-3-ethyl-5-methylcyclohex-1-ene Does anyone know how one reaches the conclusion that the 5C is R? I tried using the Cahn–Ingold–Prelog priority rules but kept getting confused. From chem....
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1answer
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Why should ether O be named as OXA in a bicyclo ring when it is a substituent?

I was asked to name the molecule below . For the following molecule, since ether is a substituent here (keto is more prior group) my answer was: 3-methoxy-6-methy-7-oxy bicyclo[2.2.1]hept-5-en-2-one ...
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1answer
95 views

Nomenclature of simple molecules [closed]

I'm from Slovakia, 16, and I'm really confused about the English simple molecule (oxides, hydroxides, salts, acids) nomenclature. I guess we do it differently. To sum it up: we have suffixes from 1-8 ...
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1answer
82 views

Naming this iron complex: Fe2Cl6[H2O]5

This is the iron complex in question: $\ce{Fe2Cl6[H2O]5}$ I'm pretty sure according to the nomenclature it should be: pentaaquahexachloroiron(III) but I wanted to check somewhere to be sure.
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1answer
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Butanone or butan-2-one?

According to IUPAC rules, am I right in assuming that butanone is sufficient, because there's only one possible molecule? I keep noticing butan-2-one, so I want to make sure.
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Do alkenes have priority over alkynes in R/S naming?

I am studying for an upcoming exam and I came upon a confusing question for the drawing of the molecule (3⁠R)-hex-1-en-5-yn-3-ol. Why is the stereocenter (3-carbon) R? Shouldn't it be S? After ...
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1answer
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Why is 5-chloro-1-methylcyclopentene not named 3-chloro-2-methylcyclopentene? [duplicate]

Why is the ring numbered the way it is? What is it about the double bond that makes it so? source
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1answer
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Names of NAD+ and NADH

As part of the biochemical process of glycolysis, NAD+ is reduced to NADH. In other words, nicotinamide adenine dinucleotide is reduced to... nicotinamide adenine dinucleotide? Everywhere I look ...
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2answers
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What is the IUPAC preferred name of this tetracyclic natural product?

On page 819 of Vollhardt, Organic Chemistry 7th Ed., the following "subunit of the antibacterial platensimycin" appears. I have attempted to apply von Baeyer and skeletal replacement ('a') ...
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1answer
169 views

Naming ester as a substituent to carboxylic acid

Can carboxylic acid functional group -COOH and ester's functional group R-COO-R' be in one structure? If yes, carboxylic acid will be the parent chain and ester will be the substituent as c.a. is ...
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1answer
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Origin of the name of barbituric acid

Recently, I have encountered two different accounts explaining the origins of the name "barbituric acid". Both accounts do mention that the name of this compound was given by the famous organic ...
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1answer
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What does the slash in polymer nomenclature, e.g. Acrylates/ Beheneth-25 Methacrylate Copolymer, mean?

I was given a task to find SDS-Sheets for polymers/microplastic particles in cosmetics and I am confused, since there are often two chemicals divided by "/", e.g. Acrylates/ Beheneth-25 Methacrylate ...
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1answer
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IUPAC nomenclature of organic compound

I strongly feel that the answer should be option (1) as the ester functional group has a greater preference over the double bond and hence it should get a lower locant. But the source of the question ...
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1answer
35 views

Numbering starts from the side that has more locants or from the side that has a more preferable group?

I came across this question while practicing iupac nomenclature. Should we number the parent chain from left to right (shown in blue) because there are three cholrine atoms attached to C1 while ...
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1answer
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CIP Rules - How to deal with a double bonded nitrogen? [closed]

If a substituent were to exist, how will one deal with the doubly bonded nitrogen? In the tree will the nitrogen with the double bond have (C,C) or (C,C,C) or (C,C,lone pair)? I could not find this ...
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1answer
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Chemical Formulae and the Periodic Table of Elements

Reading about heavy water, I have found that the chemical formula for it can be written 2H2O or D2O. Deuterium is an isotope of hydrogen that is found in large quantities in water, more than one ...
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1answer
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Why is ethoxyethane the preferred IUPAC name for diethyl ether rather than 1,1'-oxydiethane?

Diethyl ether has a few systematic names. Its preferred IUPAC name is generated using substitutive nomenclature: ethoxyethane. But multiplicative nomenclature could be used, in the symmetric spirit of ...
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1answer
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What are the conditions for using skeletal replacement ('a') nomenclature?

The Blue Book 2013 in P-63.2.4.1 gives “1-methoxy-2-(2-methoxyethoxy)ethane” as the IUPAC preferred name for $\ce{CH3OCH2CH2OCH2CH2OCH3}$ and comments, Skeletal replacement (‘a’) nomenclature [...
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1answer
147 views

Naming Alkenes with double bond branches?

This has confused me for so long, after reading the IUPAC rules over and over, I found the parent chain to be from the the CH2 numbered 1 to the one numbered 9, and I considered both CH3's as branches,...
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1answer
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Why acyl halides are not named as 1-substituted aldehydes?

For acyl halides, IUPAC uses preferably the "acyl halide" type naming (e.g. acetyl chloride). But they can be theoretically named as aldehydes, where a hydrogen atom in the $\mathrm{CHO}$ group (...
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1answer
146 views

How are t-butyl substituents named according to IUPAC nomenclature?

What is the IUPAC name of this structure? I've actually came up with two names, the first one is "1-tert-butyl-5-heptyl-2-propylcyclononane" and the other one is "1-(1,1-dimethylethyl)-5-heptyl-2-...
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1answer
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Using Roman Numerals to indicate a compound

I don't completely understand it's use. Here's an example I don't understand: Shortly after discussing $\ce{[CuCl4]^2-}$, an exam paper asked a question about copper(II) chloride. I understand that ...
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When naming an organic molecule - which group has the highest priority: methyl or methylidene?

I have been tasked with naming Myrcene. (see image below) Which of the following names is correct? 7-methyl-3-methylidene-oct-1,6-diene or 3-methylidene-7-methyl-oct-1,6-diene Thank you in ...
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1answer
345 views

What is the logical way to understand Iso, Sec, Tert and Neo prefixes?

I'm only familiar with Alkanes at a basic level currently. What seems logical to me is that an Alkyl molecule with the: "iso" prefix means its an isomer of that alkyl, the usual way i'd see it would ...
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1answer
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Imine as substituent nomenclature

I am trying to name the following compound: I thought the name would be: (E)-3-[(4-methylphenyl)methylideneamino]benzoic acid I stayed away from benzylidene since P-57.1.2 indicates no substitution ...
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1answer
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Naming this organic compound [duplicate]

What’s the name of the following compound? $$\ce{CH3C(p-ClC6H4)2CH(Br)CH3}$$ My teacher said that she strongly thinks( with another teacher) that it should be 3-bromo-2,2-bis-(4-chlorophenyl)butane, ...
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1answer
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Bibenzimidazole nomenclature: Indicated H and locants

I am trying to understand how the locants work for the following molecule (locants added by me). I added the locants following IUPAC Blue Book rules from 2013, P-14.4. Basically, first numbering ...
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1answer
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What is the nomenclature of this alkane?

In this alkane, the blue line is parent chain. It is 12 carbon based. I wonder why red line cannot be parent chain. It does not compete with blue line about the position of substitution. And also, i ...
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What would the chemical name be for C13H8Cl3NO

Formula C13H8Cl3NO SMILES C1=C(C(=CC(=C1)Cl)Cl)N(C(C2=CC=CC=C2)=O)Cl I found the diagram on the left in a book and drew the one on the right using https://pubchem.ncbi.nlm.nih.gov/...
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1answer
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Nomenclature of an organic compound with benzene and double bonds

How would the following compound be named? Attemp of solution I believe is 4-phenyl-1,2-pentadiene
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Which one has higher priority according to Cahn–Ingold–Prelog rules?

Which one has higher priority according to Cahn–Ingold–Prelog rules? (1) $\ce{-CH2OH}$ and $\ce{-CH=CH2}$ (2) $\ce{-CH2OH}$ and $\ce{-C(CH3)3}$ The answer says $\ce{-CH=CH2}$ has higher ...
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1answer
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How do I use the priority list of substituent groups to decide the parent chain for this compound?

I know that the -OH group has a higher priority than the -Cl group, but does that mean I should favour including it in my parent chain even if there's another chain that has a lower locant on the ...
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1answer
343 views

What would be the name of this compound? [closed]

Although I assume this compound is likely unable to be formed, my chemistry teacher put it up on the whiteboard to show the extent of what you can name using IUPAC nomenclature, out of interest I ...
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2answers
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Confusion in the name of this organic compound

I think the name of the above compound should be 3-Ethyl-2-methylcyclohex-1-ene. However, according to my book (Organic Chemistry Resonance DLPD, page #43, question #5), this organic compound is 6-...
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1answer
78 views

Why 1-ethenyl-3-ethyl-5-ethynylbenzene has that name?

I would priorized these funtional groups based on two options (following the ciclohexane rules): Molecular weight Representing each pi bond as a alkane branch. e.g. Ethenil as a isopropil backbone. ...
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1answer
62 views

Nomenclature of carbohydrates

In the chapter on Biomolecules in my book, the following points are given regarding carbohydrates. Numbering the C-chain with consecutive rank The C-atom present in the aldehyde group of ...