82297-04-9

Basic information

• Product Name: Propanedioic acid, (1-methylpentyl)-, diethyl ester
• CAS NO: 82297-04-9
• Molecular Formula: C13H24O4
• Molecular Weight: 244.331
• Mol File: 82297-04-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, (1-methylpentyl)-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (1-methylpentyl)-, diethyl ester(82297-04-9)
• EPA Substance Registry System: Propanedioic acid, (1-methylpentyl)-, diethyl ester(82297-04-9)

Safety Data

• Hazardous Substances Data: 82297-04-9(Hazardous Substances Data)

Upstream product

• 592-41-6 1-hexene 
• 996-82-7 sodium diethylmalonate 
• 109-72-8 n-butyllithium 
• 1462-12-0 diethyl ethylidenemalonate 
• 917-65-7 methylaluminum dichloride 
• 88626-90-8 BuMnCl 
• 62485-87-4 butyl-iodo-manganese 

Downstream Products

• 17013-40-0 5-i-Propyl-5-n-propylbarbitursaeure 
• 53663-30-2 3-methylheptanoic acid 

Relevant articles and documents

Mixed Dialkylaluminum Chlorides and Mixed Trimethylorganoaluminates in Chemoselective 1,4 Addition Reactions to Alkylidene Malonic Acid Diethyl Ester

Mixed alkyl-methyl- and aryl-methylorganoaluminum chlorides 6 were formed by reaction of methylaluminum dichloride with organolithium or Grignard compounds and used for chemoselective 1,4 addition of higher alkyl, aryl, alkenyl and alkinyl groups to alkylidine malonic esters 1 and 2. As an alternative, mixed trimethylorganoaluminates 7 can also be applied for these Michael addition reactions. For conjugate addition of alkenyl groups to alkylidene malonates 1 and 2, alkenyl diisopropylalanes 10 obtained from alkynes and diisopropylaluminum hydride proved the most efficient reagents. Using these novel mixed organoaluminum compounds, β-branched malonic (carboxylic) acid derivatives 3c, 8, 9 and 11 were obtained in good yields. The method offers a general access to β-branched carboxylic derivatives of quite diverse structure not dependent on the commercial availability of the organoluminum chlorides.

170. Asymmetric Palladium-Assisted Alkylation of Alkenes

Palladium-promoted alkylation of alkenes using chiral sulfoxide-containing carbanions and chiral lithiated oxazolines results in asymmetric induction (AI) ranging from 3-5 percent (1,5 induction), 20-40 percent (1,3 induction) to 44-52 percent (1,4 induction).No general trend allowing predictions of results was found.With 1-hexene, attack at C(1) is almost exclusive but propene gives a mixture of attack at C(1) and C(2).The use of a chiral ligand together with malonate anion also leads to some asymmetric induction (ca. 20 percent).