Talk:Crotonaldehyde

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Safety

Why are so many of the articles regarding highly hazardous chemicals missing a safety / toxicity section, whilst virtually harmless things have paragraphs? —Preceding unsigned comment added by 82.24.47.178 (talk) 16:42, 8 July 2010 (UTC)[reply]

Synthesis

Does anyone know the synthesis of this chemical?—Preceding unsigned comment added by Douglas Bradford Oliver (talk • contribs)

Wrong?

In my opinion crotonaldehyde structure is wrong. Crotonaldehyde structure is CH3-CH-COH. —The preceding unsigned comment was added by 84.81.161.35 (talk) 16:14, 26 January 2007 (UTC).[reply]

The image and structural data in the article are correct and match information given in the references. Written out in text, the structure would be CH₃-CH=CH-COH. --Ed (Edgar181) 16:23, 26 January 2007 (UTC)[reply]

Why is it not CH3CH=CHCH=O instead of CH3CH=CHCHO? Is it correct? --Minihaa (talk) 15:42, 31 August 2012 (UTC)[reply]

Either way is correct. The double bond is just explicit in the first and implied in the second. -- Ed (Edgar181) 17:17, 31 August 2012 (UTC)[reply]

Use?

Does this chemical have any application? -- Avocado (talk) 20:28, 2 January 2008 (UTC)[reply]

The article has a section called "Production and uses," where the main applications are described - the vitamin E and sorbitol are economically significant applications. It turns out that many chemicals are made as precursors to others, since the fine chemical business relies on multistep processes.--Smokefoot (talk) 23:11, 2 January 2008 (UTC)[reply]

So it's used in synthesizing other chemicals but not indpendently? Just curious -- thanks for the help! -- Avocado (talk) 23:16, 2 January 2008 (UTC)[reply]

"crotonic conensation" ??

thefreedictionary.com gives the following:

Cro`ton´ic (kr?-t?n´?k) a. 1. Of or pertaining to, or derived from, a plant of the genus Croton, or from croton oil. Crotonic acid (Chem.) a white crystalline organic acid, C3H5.CO2H, of the ethylene, or acrylic acid series. It was so named because formerly supposed to exist in croton oil. Also, any acid metameric with crotonic acid proper.

This doesn't look to me like an adjective that would normally apply to condensation. Or is there some family of things which condense in a number of ways, some of which resemble croton oil? If so, what is this family and how does it relate to the subject crotonaldehyde?

DavidLJ (talk) 08:01, 1 September 2013 (UTC)[reply]

I fixed it to aldol condensation 24.148.80.51 (talk) 16:04, 6 January 2014 (UTC)[reply]

Ethanol -> Acetaldehyde -> Crotonaldehyde

Why is nothing written about the metabolism of Ethanol into Acetaldehyde and Acetaldehyde into Crotonaldehyde in the human body?

Reference:
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1156964/

--193.154.238.59 (talk) 19:12, 2 October 2013 (UTC)[reply]

TMBDA

I remember the reaction product of crotonaldehyde and dimethylamine as N,N,N',N'-tetramethyl-1,4-butenediamine. However, it could be N,N,N',N'-tetramethyl-1,3-butenediamine or a mixture of both. Union Carbide produced a urethane catalyst (tetramethylbutanediamine known as NIAX TMBDA) by hydrogenating the reaction product. Any ideas as to the correct structure?Sandcherry (talk) 23:33, 6 March 2018 (UTC)[reply]

I can not figure out how crotonaldehyde could give a 1,4-butanediamine The conversion would require that the methyl group be activated. More likely to me would be the conversion of crotonaldehyde to a 1,3-diaminobutane (N-C-C-C(Me)-N. But industry employs all sorts of surprising reactions --Smokefoot (talk) 01:46, 7 March 2018 (UTC)[reply]

There may have been two simultaneous reactions before hydrogenation – 1. nucleophilic addition followed by the elimination of water and 2. hydroamination reaction of an alkene. ^[1] A refrigeration unit was needed as the reaction was conducted at a low temperature. I remember the final product as a straight chain, namely (CH3)2N(C4H8)N(CH3)2. However, this may be incorrect as it could have been branched or a mixture.Sandcherry (talk) 22:08, 18 March 2018 (UTC)[reply]

I removed that part. doesnt make sense.--Smokefoot (talk) 02:36, 31 December 2020 (UTC)[reply]

I removed the intermediate from the sentence as it may not be correct. I will ask the production engineer to confirm the reactions. TMBDA may no longer be produced by this route. Sandcherry (talk) 17:10, 31 December 2020 (UTC)[reply]

References

^ http://www.chem.ucalgary.ca/courses/350/Carey5th/Ch17/ch17-3-3-3.html

[1] ttp://www.chem.ucalgary.ca/courses/350/Carey5th/Ch17/ch17-3-3-3.html

[1]