IUPAC Name and Formula of Cations

Naming chemical compounds can be a bit tricky. One of the biggest problems is that people started naming compounds before they understood what they were! And, the problem just gets bigger as we discover new classes of compounds.
Even naming simple binary inorganic ionic compounds (well ... salts!) can produce enormous headaches.
Well, we've started sorting through some of the mess, starting with a whole let new set of resources for writing the formula of cations and naming cations using the current IUPAC recommendations.
Members should log-in to AUS-e-TUTE to use the new resources, but if you are not a member you can go to the "free-to-view tutorial" at https://www.ausetute.com.au/cations.html

Formula for Hydrogen?

I admit it. I love TV game shows. Last Friday I watched one of my favourite shows while eating my (late) lunch. I was even moderately successful at answering some of the questions, until the Host asked The Chaser what the chemical formula for hydrogen was. This led to the following exchange:
Chaser: H
Host: Incorrect
Contestants: H one (we will assume they meant H₁)
Host: Incorrect. The correct answer is H two (we will assume he meant H₂)

So, who was right?

Let's take the Host's "correct" answer first.
The Earth's atmosphere contains small amounts of diatomic molecules of hydrogen gas. "Di" means two and "atomic" refers to atoms so hydrogen gas in the atmosphere is made up of molecules in which 2 atoms of hydrogen are bonded together. When we make hydrogen gas in the laboratory we are making these H₂ molecules. So it seems that the Host got it right ..... except ..... the question didn't ask for the formula of hydrogen gas found in the atmosphere!

So let's turn our attention to the Contestants' response.
Is H₁ a plausible chemical formula for hydrogen?
Not really. If there is only 1 atom of an element in the chemical formula, the "1" is trivial and not included in the formula, so H₁ is the same as H which was the Chaser's response!

So, was the Chaser right?
Is H a valid chemical formula for hydrogen?
Hydrogen is a strange atom. It has 1 proton in its nucleus, and 1 electron "orbiting" that nucleus. In fact, this 1 so-called "valence electron" is a feature common to all Group 1 metals (alkali metals), but other properties of hydrogen suggest it is more like a non-metal than a metal. This similarity to the Group 1 metals led to the prediction that it should be possible to create metallic hydrogen. This would be a solid in which the hydrogen atoms (protons in effect) would be held in a 3-dimensional array with delocalised electrons acting as the metallic bonds holding the array together. This metallic hydrogen would, in theory, be an excellent conductor, indeed it would be a "superconductor", which is why the race has been on to create it!

A chemical formula of a covalent molecule tells us how many atoms of each element are covalently bonded together, H₂ has 2 atoms of hydrogen with a covalent bond between them.
But the chemical formula for a 3-dimensional metallic array refers to the ratio of atoms of each element, if only 1 element is present in a metallic array, like that of sodium metal, then the chemical formula is just the symbol for the element, Na, in this case, or H if you are referring to metallic hydrogen.
So, H is a valid chemical formula for metallic hydrogen, if it exists.
But does metallic hydrogen exist?

In January 2017, researchers at Harvard University announced that they had produced metallic hydrogen in the laboratory using immense pressure. So metallic hydrogen, H, can exist.

Back to the game show.
The Host was right, H₂ is the chemical formula for gaseous hydrogen in the atmosphere.
The Chaser was right, H is the chemical formula for metallic hydrogen.
The Contestants were almost right: Chemists don't write H₁ they just write H.

There is a moral to this story.
Be careful when writing questions. The question should not be ambiguous unless you are prepared to accept multiple different answers that are correct.
Be even more careful when answering test and exam questions. If you need to make assumptions to answer the question you MUST state what those assumptions are when you write your answer.

Reference:

1. Ranga P. Dias, Isaac F. Silvera. Observation of the Wigner-Huntington Transition to Metallic Hydrogen. Science, 2017 DOI: 10.1126/science.aal1579

Tutorials Relevant to this Post

Periodic Table of the Elements
Elements and Compounds
Metals and Nonmetals
Molecular Formula

Naming Covalent Compounds
Empirical Formula and Molecular Formula
Trends in Group 1 Elements
Metallic Bonding

Suggested Study Questions

1. Use the Periodic Table of the Elements to find the chemical symbol for each of the following atoms:
• hydrogen
• helium
• carbon
• nitrogen
• oxygen
• chlorine
2. Write a molecular formula for each of the following diatomic gas molecules:
• hydrogen
• nitrogen
• oxygen
• chlorine
3. Give the number of atoms of each element present in the molecular formulae below:
• H₂O
• H₂O₂
• CO
• CO₂
• NH₃
• NO
• NO₂
• N₂O₂
4. Let M represent an atom of an element. Circle the elements below for which the molecular formula of the element at room temperature and pressure could be represented by M
• helium
• sodium
• oxygen
• iron
• gold
• neon
• chlorine
• nitrogen
• hydrogen
5. For the description of each molecule below, write the molecular formula
• one carbon atom and four hydrogen atoms
• one nitrogen atom and three chlorine atoms
• two nitrogen atoms and one oxygen atom
• one nitrogen atom and five oxygen atoms
• two chlorine atoms and two oxygen atoms
• one carbon atom, one hydrogen atom and three chlorine atoms
6. Given the name of each molecule below, write the molecular formula:
• hydrogen chloride
• carbon monoxide
• carbon dioxide
• sulfur dioxide
• sulfur trioxide
• sulfur dichloride
7. Consider the list of compounds with a possible molecular formulae below. Circle the incorrect formulae and justify your answer:
• water, 2HO
• carbon monoxide, C₁O₁
• hydrogen peroxide, H2O₂
• sulfur trioxide: SO₂
• ammonia, NH3
• hydrogen sulfide, H₂S
• carbon dioxide, C₂O
• sulfur dichloride, S₁Cl₂
8. From the list below, circle the elements that belong to Group 1 of the Periodic Table of the Elements:
• sodium
• helium
• oxygen
• lithium
• chlorine
• nitrogen
• carbon
• potassium
• calcium
9. Draw a table with the headings "metal" and "nonmetal". Place each of the following elements in the correct column:
• hydrogen
• helium
• calcium
• carbon
• nitrogen 
• potassium
• oxygen
• chlorine
• sodium
10. From the list below, circle the elements that would exist at room temperature and pressure as an array of "atoms" help together by delocalised electrons:
• hydrogen
• carbon
• sodium
• lithium
• nitrogen
• chlorine
• iron
• gold
• oxygen

Acenes

Acenes are molecules in which benzene rings, shown below, are fused together.

 

Researchers are very keen on making acenes because of their interesting properties.

Naphthalene, produced from the distillation of coal tar in the nineteenth century and traditionally used in mothballs, is a molecule in which 2 benzene rings are fused:

 

 Anthracene, a component of coal tar that is used to make dyes, has 3 fused benzene rings:

Tetracene (or naphthacene), is a semiconductor used to make organic light-emitting diodes (OLEDs) and organic field-transmitters (OFETs), has 4 fused benzene rings:

Pentacene is a semiconductor relevant to the building of photoelectronic devices. It oxidises when exposed to UV and visible light. It has 5 fused benzene rings:

The longer the acene molecule is, the less stable it is so the longer acenes are so unstable they do not occur in nature. Indeed, nonacene, in which 9 benzene rings are fused together was only detected recently, in 2010. Yet researchers are still interested in developing longer acenes because of their unique electronic properties.

In 2017, researchers from the Institute for Materials Science and Center for Advancing Electronics at Technische Universität of Dresden (TUD) and the research center CiQUS (University of Santiago de Compostela) were able to make the elusive decacene in which 10 benzene rings are fused together.
Individual decacene molecules were visualised by high-resolution Scanning Tunneling Microscopy (STM):

The decacene molecule is so reactive that it had to be prepared on a gold surface under a high vacuum in order to stabilise it.

Reference

Technische Universität Dresden. "Researchers obtain decacene, the largest acene synthesized ever." ScienceDaily. ScienceDaily, 14 August 2017. .

Further Reading

Benzene: Structure and Properties

Introduction to IUPAC Nomenclature of Organic Compounds

Empirical Formula

Molecular Formula

2-Dimensional Structural Formula

Condensed Structural Formula

Skeletal Structural Formula

Suggested Study Questions:

1. Draw the 2-dimensional structural formula for each of the following molecules:
• benzene
• naphthalene
• anthracene
• tetracene
• pentacene
2. Draw the condensed structural formula for each of the following molecules:
• benzene
• naphthalene
• anthracene
• tetracene
• pentacene
3. Give the molecular formula for each of the following molecules:
• benzene
• naphthalene
• anthracene
• tetracene
• pentacene
4. Give the empirical formula for each of the following molecules:
• benzene
• naphthalene
• anthracene
• tetracene
• pentacene
5. Name the following molecules found in the acene series:
• 6 benzene rings fused together
• 7 benzene rings fused together
• 8 benzene rings fused together
• 9 benzene rings fused together
6. Consider the structure of the molecules in the acene series. Explain why Chemists use the term "fused" rather than "bonded" or "linked" to refer to how the benzene rings are joined together to make the acene molecules.
7. Place the molecules in the acene series from benzene to decacene in order of increasing reactivity.
8. What feature of the molecules in the acene series makes them useful semiconductors?
9. Explain why the reactivity of the molecules in the acene series increases as the number of benzene rings fused together increases.
10. Explain why decacene had to be prepared under a high vacuum.

The Smell of Freshness

Organic compounds are added to cleaning products and air fresheners to make the air smell fresh and clean. Scientists are taking a closer look at the chemistry behind the use of these compounds to determine whether they are hazardous to human health.

One of the organic compounds that is widely used to provide the "smell of freshness" is a molecule known as limonene (1-methyl-4-(1-methylethenyl)-cyclohexene). The 2-dimensional structural formula of limonene is shown on the right.

Limonene is a colourless liquid at room temperature and pressure and is found naturally in the rind of citrus fruits such as lemons. It is one of the compounds that contributes to the typical odour of citrus fruit.
Commercial quantities of limonene are produced from citrus fruits using centrifugal separation or steam distillation.

Scientists are studying the reactions of limonene closely because the chemical reactions of this molecule with the ozone in the air in your home are the same as the chemical reactions that occur in the atmosphere that produce secondary organic aerosols (SOAs), microscopic particles suspended in the air, which contribute to the visible haze known as smog in densely populated areas.

The researchers tested various different scenarios for the production of SOAs in the home from limonene and found that the concentration of SOAs produced was between 5μg/cm³ and 100μg/cm³. The acceptable level of aerosols in breathable air is about 12μg/cm³.

The researchers suggest that the best way to reduce SOAs in your home is to either use unscented cleaners or to keep windows open while cleaning. 

Reference:
Somayeh Youssefi, Michael S. Waring. Transient Secondary Organic Aerosol Formation from Limonene Ozonolysis in Indoor Environments: Impacts of Air Exchange Rates and Initial Concentration Ratios. Environmental Science & Technology, 2014; 48 (14): 7899 DOI: 10.1021/es5009906

Further Reading:
Empirical Formula
Molecular Formula
2-Dimensional Structural Formula
Condensed Structural Formula
Skeletal Structural Formula
Percentage Composition
Parts Per Million (ppm) Concentration
Molar Mass

Suggested Study Questions:

1. Write the molecular formula for limonene.
2. Give the empirical formula for limonene.
3. Calculate the percentage of
   • carbon in a molecule of limonene
   • hydrogen in limonene
4. Draw a skeletal structural formula for limonene.
5. Limonene has the IUPAC name 1-methyl-4-(1-methylethenyl)-cyclohexene. Draw the 2-dimensional structural formula for limonene and circle each of the following groups:
   • cyclohexene parent hydrocarbon in red
   • methylethenyl branch in blue
   • methyl branch in black
6. Would you classify limonene as a saturated or unsaturated hydrocarbon? Explain your answer.
7. Convert these concentrations in μg/cm³ to concentrations in parts per million (ppm)
• 5μg/cm³
• 12μg/cm³
• 100μg/cm³
8. Calculate the molar mass of limonene.
9. Calculate the mass of limonene in 100 L of air at 25^oC and 100 kPa for each of the following concentrations:
   • 5μg/cm³
   • 12μg/cm³
   • 100μg/cm³

Chemical Formula

What's the difference between a molecular formula, structural formula, condensed structural formula and semi-structural formula?
I'm glad you asked :)
AUS-e-TUTE has uploaded new resources on all these topics!
AUS-e-TUTE Members should log-in to the Test Centre to use the new tutorials, games, tests etc
(The syllabus guides for all Australian States/Territories: QLD, NSW, ACT, VIC, TAS, SA and WA have been updated to include these new resources, and the USA's SAT and AP syllabus guides have also been updated).

Not an AUS-e-TUTE Member?
There are free versions of the new tutorials available to you.
Follow the links from
http://www.ausetute.com.au