117202-94-5

Basic information

• Product Name: (2E)-2,4,4-trimethylpent-2-enal
• CAS NO: 117202-94-5
• Molecular Weight: 126.199
• Mol File: 117202-94-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (2E)-2,4,4-trimethylpent-2-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-2,4,4-trimethylpent-2-enal(117202-94-5)
• EPA Substance Registry System: (2E)-2,4,4-trimethylpent-2-enal(117202-94-5)

Safety Data

• Hazardous Substances Data: 117202-94-5(Hazardous Substances Data)

Upstream product

• 107-39-1 2,4,4-trimethyl-1-pentene 
• 999-78-0 4,4-dimethyl-2-pentyne 
• 201230-82-2 carbon monoxide 
• 81171-61-1 methyl (E)-2,4,4-trimethylpent-2-enoate 
• 630-19-3 pivalaldehyde 
• 22147-70-2 ethyl (2E)-2,4,4-trimethyl-2-pentenoate 
• 147227-25-6 α,α-bis(trimethylsilyl)-tert-butylpropionaldimine 
• 107-40-4 2,4,4-trimethylpent-2-ene 
• 51483-32-0 (2E)-2,4,4-trimethylpent-2-en-1-ol 

Downstream Products

• 17414-46-9 2,4,4-trimethylpentanal 
• 272121-01-4 (6E,8E)-(3S,4R,5S)-5-(2-{(S)-2-[((S)-2-Allyloxycarbonylamino-propionyl)-methyl-amino]-3-methyl-butyrylamino}-acetoxy)-4,6,8,10,10-pentamethyl-3-phenylselanylmethyl-undeca-6,8-dienoic acid allyl ester 
• 272121-08-1 (6E,8E)-(4S,5S)-5-(2-{(S)-2-[((S)-2-Allyloxycarbonylamino-propionyl)-methyl-amino]-3-methyl-butyrylamino}-acetoxy)-4,6,8,10,10-pentamethyl-3-phenylselanylmethyl-undeca-6,8-dienoic acid allyl ester 
• 272121-04-7 (1R,2S)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl(2R,3R,4E,6E)-3-triethylsiloxy-2,4,6,8,8-pentamethyl-4,6-nonadienoate 
• 272120-89-5 (1S,2R)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl(2S,3S,4E,6E)-3-triethylsiloxy-2,4,6,8,8-pentamethyl-4,6-nonadienoate 
• 272121-00-3 (3S,4R,5S)-5-((1E,3E)-1,3,6,6-tetramethyl-1,3-hexadienyl)-4-methyl-3-(phenylseleno)methyl-5-pentenolide 
• 222547-87-7 (6E,8E)-(4R,5R)-5-(2-{(S)-2-[((S)-2-Allyloxycarbonylamino-propionyl)-methyl-amino]-3-methyl-butyrylamino}-acetoxy)-4,6,8,10,10-pentamethyl-3-phenylselanylmethyl-undeca-6,8-dienoic acid allyl ester 
• 222547-85-5 (4R,5R)-5-((1E,3E)-1,3,6,6-tetramethyl-1,3-hexadienyl)-4-methyl-3-(phenylseleno)methyl-5-pentenolide 
• 218778-75-7 (6E,8E)-(3R,4S,5R)-5-(2-{(S)-2-[((S)-2-Allyloxycarbonylamino-propionyl)-methyl-amino]-3-methyl-butyrylamino}-acetoxy)-4,6,8,10,10-pentamethyl-3-phenylselanylmethyl-undeca-6,8-dienoic acid allyl ester 
• 1026867-78-6 (6E,8E)-(3R,4S,5R)-5-Hydroxy-4,6,8,10,10-pentamethyl-3-phenylselanylmethyl-undeca-6,8-dienoic acid allyl ester 
• 218778-52-0 [4R,3(2R,3R)]-4-benzyl-3-(3-hydroxy-2,4,6,8,8-pentamethyl-4,6-nonadienoyl)-2-oxazolidinone 
• 218778-72-4 (3R,4S,5R)-5-((1E,3E)-1,3,6,6-tetramethyl-1,3-hexadienyl)-4-methyl-3-(phenylseleno)methyl-5-pentenolide 

Relevant articles and documents

Studies towards total synthesis of antillatoxin: Synthesis of C1-C11 fragment

Synthesis of the key intermediate (5) of Antillatoxin (1) is presented. The synthesis is based on the indium-mediated allylation of 2,4,6,6-tetramethyl-2,4-heptadienal (3) and methyl (Z)-2-(bromomethyl)-2-butenoate (4) in saturated ammonium chloride catalyzed by lanthanide triflate which afforded the corresponding product 2 in good yield and high syn selectivity.

Selective palladium-catalyzed hydroformylation of alkynes to α,β-Unsaturated Aldehydes

Atom-efficient: A selective palladium catalyst system is used for the hydroformylation of alkynes (see picture). In this syngas reaction, various alkynes were smoothly transformed to synthetically interesting α,β-unsaturated aldehydes in good yields with high regio- and stereoselectivity. Copyright

A general route to α-alkyl (E)-α,β-unsaturated aldehydes

Bis(trimethylsilyl)-tert-butylaldimines 3 react with aldehydes in the presence of zinc bromide at room temperature to give, after hydrolysis, the desired α-alkyl α,β-ethylenic aldehydes in good yield and with very high E stereoselectivity. The reaction was believed to proceed via the α-silyl β-siloxyimines 4.