How to make formic acid (from oxalic acid)

00:05:05
https://www.youtube.com/watch?v=Rps1-l83v8U

Resumo

TLDRIn this video, the presenter demonstrates how to synthesize formic acid from oxalic acid using glycerin as a catalyst. The process begins with measuring 100g of oxalic acid dihydrate and 50g of glycerin, along with sand for even boiling. A simple distillation setup is created, and the mixture is heated to around 110°C, resulting in the release of CO2 gas and the formation of formic acid. The reaction mechanism involves the formation of an ester that decomposes into glycerin and formic acid. The distillation yields approximately 57g of crude formic acid, which is about 57% of the initial oxalic acid used. The presenter notes that further purification will be done in a future video.

Conclusões

  • 🔬 Formic acid is synthesized from oxalic acid.
  • ⚗️ Glycerin acts as a catalyst in the reaction.
  • 🌡️ Temperature control is crucial during distillation.
  • 💨 CO2 gas is released during the reaction.
  • 🧪 The distillate indicates the presence of formic acid.
  • 📏 The yield of crude formic acid is about 57%.
  • 🧊 Cooling water should be monitored to maintain yield.
  • 🧪 Purification will be done using lead nitrate later.
  • ⏳ The distillation process takes approximately 30 minutes.
  • ⚠️ Safety precautions are necessary to avoid contamination.

Linha do tempo

  • 00:00:00 - 00:05:05

    The video demonstrates the process of synthesizing formic acid from oxalic acid, highlighting its various applications in organic chemistry. The presenter notes the unavailability of commercial formic acid, prompting the need for a DIY approach using readily available and inexpensive oxalic acid dihydrate. The preparation involves weighing 100g of oxalic acid dihydrate and adding 50g of recycled glycerin as a catalyst, along with sand to ensure even boiling. The setup for simple distillation is established, with a thermometer and Liebig condenser in place, and a sodium hydroxide solution is prepared to react with the CO2 produced during the reaction. As the mixture is heated to 110°C, CO2 gas is released, indicating the reaction's progress. The mechanism involves the formation of an ester between glycerin and oxalic acid, leading to the production of formic acid and CO2. The distillation process takes about half an hour, yielding approximately 57g of crude 52% formic acid, representing a 57% yield relative to the oxalic acid used. The presenter acknowledges the inefficiency of the method due to CO2 loss and plans to purify the acid in a future video.

Mapa mental

Vídeo de perguntas e respostas

  • What is formic acid used for?

    Formic acid has various applications in organic chemistry, including the formation of esters.

  • Why is oxalic acid used instead of other acids?

    Oxalic acid is more readily available and cheaper compared to other acids.

  • What role does glycerin play in the reaction?

    Glycerin acts as a catalyst in the synthesis of formic acid.

  • What is the significance of the temperature during the reaction?

    The temperature needs to be monitored to ensure the reaction proceeds correctly and to avoid dangerous side products.

  • How is the purity of formic acid improved?

    Purification can be done using lead nitrate in a later step.

  • What safety precautions should be taken?

    Care should be taken to avoid pulling the hydroxide solution into the formic acid during cooling.

  • What is the yield of formic acid in this experiment?

    The yield of crude formic acid is approximately 57% based on the oxalic acid used.

  • What happens if water-free oxalic acid is used?

    Using water-free oxalic acid would lead to the decomposition of the ester, resulting in unwanted byproducts.

  • How long does the distillation process take?

    The distillation process takes about half an hour.

  • What is the boiling point of the distillate?

    The distillate boils at about 100°C, indicating the presence of formic acid.

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Rolagem automática:
  • 00:00:05
    today I'll be making formic acid from
  • 00:00:08
    oxalic Acid formic acid has a variety of
  • 00:00:11
    uses in organic chemistry like forming
  • 00:00:14
    Esters unfortunately I didn't find a
  • 00:00:17
    source where I could buy it so I have to
  • 00:00:20
    make it myself oxalic acid is much more
  • 00:00:23
    available and it's also quite cheap so
  • 00:00:26
    we are going to need about 100 G of oxyc
  • 00:00:30
    acid
  • 00:00:31
    dihydrate some glycerin since it's just
  • 00:00:34
    a catalyst I use recycled glycerin which
  • 00:00:37
    I got from my first try of making formic
  • 00:00:40
    acid we start by weighting out 100 G of
  • 00:00:43
    oxalic acid
  • 00:00:45
    dihydrate note that you can't use
  • 00:00:47
    waterfree oxyc acid since water is
  • 00:00:50
    needed in the reaction to this we add
  • 00:00:53
    about 50 g of Glycerin looks nice
  • 00:00:57
    doesn't it I also add some sand which
  • 00:01:00
    will lead to even boiling and also helps
  • 00:01:03
    the reaction forming our acid then set
  • 00:01:06
    up for simple
  • 00:01:07
    destillation we are going to desle the
  • 00:01:10
    weak formic acid off the mixture I know
  • 00:01:13
    my background doesn't look nice the
  • 00:01:15
    table is quite old and the heating plate
  • 00:01:17
    also isn't new but everything works
  • 00:01:20
    quite well and it's the inside that
  • 00:01:22
    matters isn't it on top I added a
  • 00:01:26
    thermometer to see the temperature of my
  • 00:01:28
    distal 8 I also attached a leig
  • 00:01:31
    condenser and turned on the water
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    cooling since the mixture is going to
  • 00:01:35
    boil at about 100° C you don't need ice
  • 00:01:39
    cold water room temperature works very
  • 00:01:42
    well as you can see I also attached a
  • 00:01:45
    beaker with some sodium hydroxide
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    solution which is blue due to some
  • 00:01:49
    bromothymol blue indicator in this
  • 00:01:52
    reaction lots of CO2 gas will be
  • 00:01:55
    released so I want to react some of it
  • 00:01:57
    with the hydroxide just for fun but
  • 00:02:01
    it'll also help us telling when the
  • 00:02:03
    reaction is over because there won't be
  • 00:02:05
    any CO2 anymore so let's start by
  • 00:02:09
    heating the mixture on a hot plate
  • 00:02:12
    slowly this brown mass starts to melt
  • 00:02:14
    and as you can see it'll also start
  • 00:02:16
    boiling after some time heat the mixture
  • 00:02:19
    to 110° C you might as well see that CO2
  • 00:02:25
    gas is coming off the hose which is a
  • 00:02:27
    sign that the reaction has started a few
  • 00:02:30
    minutes later we'll even start getting
  • 00:02:32
    some of our formic acid product this is
  • 00:02:35
    what victory looks like isn't it the
  • 00:02:38
    mechanism of this reaction is very
  • 00:02:41
    simple first the glycerin which is an
  • 00:02:44
    alcohol forms an ester with oxalic acid
  • 00:02:48
    in contact with water this Ester again
  • 00:02:50
    forms glycerin and formic acid the
  • 00:02:53
    oxalic acid also decomposes into formic
  • 00:02:56
    acid and carbon dioxide gas which
  • 00:02:58
    explains the bubbling
  • 00:03:00
    if we didn't use dihydrate oxalic acid
  • 00:03:03
    the Esther would decompose into Aly
  • 00:03:05
    alcohol CO2 and water this Aly alcohol
  • 00:03:09
    is the reason why our acid has to be
  • 00:03:12
    purified there shouldn't be much in our
  • 00:03:14
    formic acid but there will be some you
  • 00:03:17
    can't just desle it off since it boils
  • 00:03:19
    at 97° C so we have to use a lead salt
  • 00:03:24
    the total destillation took about half
  • 00:03:26
    an hour there is a lot of CO2 gas
  • 00:03:29
    reduced our distillate boils at about
  • 00:03:32
    100° C which also is a good sign that we
  • 00:03:36
    are getting formic acid after some time
  • 00:03:39
    the cooling water starts warming up it
  • 00:03:42
    doesn't have to be super cold but make
  • 00:03:45
    sure it also doesn't get too hot since
  • 00:03:47
    this could lower the yield after some
  • 00:03:50
    time the CO2 production almost stops the
  • 00:03:54
    mixture also doesn't boil that much
  • 00:03:56
    anymore when this happens it's time to
  • 00:03:59
    stop stop
  • 00:04:00
    destillation it could be that dangerous
  • 00:04:02
    side products like a clean form so pay
  • 00:04:05
    attention on the thermometer you can
  • 00:04:08
    also see that the temperature rises so
  • 00:04:11
    stop heating the flask and let
  • 00:04:13
    everything cool down don't forget to
  • 00:04:16
    disconnect the hose from the vacuum
  • 00:04:17
    adapter because as everything cools down
  • 00:04:20
    the pressure lowers and it could happen
  • 00:04:22
    that your hydroxide solution or whatever
  • 00:04:25
    you are using is being pulled into the
  • 00:04:27
    formic acid this would be very sad and
  • 00:04:31
    here we have it we got about 57a 43 G of
  • 00:04:35
    crude 52% formic acid this represents a
  • 00:04:39
    yield of about
  • 00:04:41
    57% in relation to the oxalic acid we
  • 00:04:44
    used this method isn't very good since a
  • 00:04:47
    lot of the oxalic acid is converted into
  • 00:04:49
    CO2 gas but it does work in a later
  • 00:04:54
    video I'll purify my acid using lead
  • 00:04:56
    nitrate but since I don't have any on
  • 00:04:59
    hand
  • 00:05:00
    I'll keep it for a later video keep
  • 00:05:03
    doing chemistry
Etiquetas
  • formic acid
  • oxalic acid
  • glycerin
  • synthesis
  • distillation
  • organic chemistry
  • catalyst
  • yield
  • purification
  • reaction mechanism