What is so special about benzaldehyde?

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Discussion Overview

The discussion centers around the unique characteristics and applications of benzaldehyde, exploring its chemical properties, uses in organic synthesis, and sensory attributes. Participants touch on its significance in both theoretical and practical contexts, including laboratory demonstrations and industrial applications.

Discussion Character

  • Exploratory
  • Technical explanation
  • Conceptual clarification
  • Debate/contested

Main Points Raised

  • Some participants note that the carbonyl group in benzaldehyde is well stabilized by the benzene ring.
  • Several participants highlight its almond-like smell as a notable characteristic.
  • One participant mentions that benzaldehyde is the simplest aromatic aldehyde and is widely used in industrial applications, particularly in organic synthesis.
  • Another participant discusses its use in educational settings for demonstrating chemical reactions, such as the formation of 2,4-DNP crystals and Tollen's test, while noting its non-toxic nature.
  • There is a mention of benzaldehyde's ability to be oxidized to benzoic acid and its use in food preservation as sodium benzoate.
  • One participant expresses confusion regarding the mention of cyanide, which also has an almond smell, but points out that benzaldehyde does not contain nitrogen.
  • A humorous remark is made about the knowledge of certain experiences, comparing it to extreme situations.

Areas of Agreement / Disagreement

Participants generally agree on the aromatic and industrial significance of benzaldehyde, but there are differing views on its sensory properties and the relevance of related compounds like cyanide. The discussion remains somewhat unresolved regarding the implications of its smell and safety concerns.

Contextual Notes

Some statements rely on specific chemical knowledge and assumptions about the audience's familiarity with organic chemistry concepts. The discussion includes both anecdotal and technical perspectives, which may not fully align.

Who May Find This Useful

This discussion may be of interest to students and educators in chemistry, organic chemists, and individuals curious about the properties and applications of aromatic compounds.

ssb
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Someone asked me this today and I didnt know what to tell them other than the carbonyl group is stabelized really well with the benzene ring. Anything else really special about it?
 
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It's special because it smells like almonds.
 
ShawnD said:
It's special because it smells like almonds.


Uh oh i always run out of the lab when I smell that! I am afraid of C tripple bond N groups
 
Why does this silly thing do a double post when ever I come back to check for replies? dang nabit
 
It is the simplest representative of the aromatic aldehydes and one of the most industrially used members of this family of compounds. It is used chiefly in the synthesis of other organic compounds
 
ssb said:
Uh oh i always run out of the lab when I smell that! I am afraid of C tripple bond N groups

Huh? I don't think benzaldehyde even has a nitrogen :confused:
 
But cyanide (HCN) does smell like almonds as well...
 
I always wonder how people know things like that. It's like asking "how does it feel to have your face run over by a lawn mower?" The only guy who knows is the guy who can't tell you... because he's dead :wink:
 
One fairly common use for benzaldehyde is to make benzoic acid. The sodium salt is sodium benzoate, a food preservative in almost every low pH prepared food (including soda).

In a school teaching lab it can be used as an example of an aldehyde that makes wonderful 2,4-DNP crystals and beautiful silver mirrors (Tollen's test) but does not give an iodoform reaction. The carbonyl is present (by IR test) but it is different in position from ketones and carboxylic acids. It can be oxidized to benzoic acid in one lab session and recrystallized in another demonstrating a common chemical transformation and a useful purification methodology. It is fairly non-toxic, always a plus, so is appropriate for use in a lab full of first time organic chemists. It has a UV chromophore enabling its use to demonstrate thin layer chromatography with UV visualization (vs iodine or acid char - DANGEROUS!). And it smells nice and won't empty out the building in the event of a spill.

That's all pretty special in my opinion...
 

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