66546-92-7

Basic information

• Product Name: METHYL 2-CYANO-2-PROPYLPENTANOATE
• Synonyms: Dipropyl cyanoacetic acid methyl ester;2-Cyano-2-propylpentanoic acid methyl ester;Methyl 2-cyano-2-cyclohexylideneacetate;METHYL 2-CYANO-2-PROPYLPENTANOATE
• CAS NO: 66546-92-7
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.25
• EINECS: 200-589-5
• Mol File: 66546-92-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 225℃
• Flash Point: 96℃
• Appearance: /
• Density: 0.961
• Vapor Pressure: 0.0871mmHg at 25°C
• Refractive Index: 1.4294
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL 2-CYANO-2-PROPYLPENTANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-CYANO-2-PROPYLPENTANOATE(66546-92-7)
• EPA Substance Registry System: METHYL 2-CYANO-2-PROPYLPENTANOATE(66546-92-7)

Safety Data

• Hazardous Substances Data: 66546-92-7(Hazardous Substances Data)

Usage

General Description

Methyl 2-cyano-2-propylpentanoate is a chemical compound also known as ethyl 2-cyano-2-propylpentanoate. It is a colorless to pale yellow liquid with a fruity odor. METHYL 2-CYANO-2-PROPYLPENTANOATE is primarily used as a flavoring agent in the food industry, adding a fruity and sweet note to various products. It is also used in the production of perfumes and other fragrance products. Additionally, it has applications in the pharmaceutical and agrochemical industries, where it is utilized as an intermediate in the synthesis of various compounds. Methyl 2-cyano-2-propylpentanoate is considered to be a relatively safe and low-toxicity compound, though proper handling and storage procedures should be followed to ensure safety.

InChI:InChI=1/C10H17NO2/c1-4-6-10(8-11,7-5-2)9(12)13-3/h4-7H2,1-3H3

Upstream product

• 106-94-5 propyl bromide 
• 105-56-6 ethyl 2-cyanoacetate 
• 107-08-4 1-iodo-propane 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 13310-75-3 di-N-propyl acetonitrile 
• 99-66-1 valproic acid 

Relevant articles and documents

Triazacyclohexane chromium triflate complexes as precursors for the catalytic selective olefin trimerisation and its investigation by mass spectrometry

A novel set of linear α-olefin trimerisation pre-catalysts is presented. The R3TACCr(OTf)3 (R3TAC = 1,3,5-trialkyl-1,3,5-triazacyclohexane) complexes produce an active system after facile activation with less than 10 equivalents of trialkylaluminium. Isomerisation was observed in many cases, which is proposed to occur via the π-allyl complex mechanism, though this was minimised by optimisation of the reaction conditions. The pre-catalysts can be synthesised from R3TACCrCl3 in neat TfOH or by addition of R3TAC to Cr(OTf)3 or better Cr(OTf)3(THF)3, the synthesis and structure of which is presented here. The use of this highly defined system allowed the identification of 2-methyl-1-hexene as a side product of activation with AlMe3, in agreement with the proposed metallacyclic mechanism. Isomer distribution of the trimer product is similar to R3TACCrCl3/MAO activated systems and depends mostly on the ligand substituent R. ESI mass spectrometry of an ortho-difluorobenzene solution of the activated catalyst was analysed at different stages of reaction. A series of signals was observed that matched those expected for cationic chromium species predicted by the metallacyclic mechanism. In particular, [R3TACCrMe2]+ was observed to form immediately after alkylation with AlMe3, while [R3TACCr(olefin)n]+ (n = 0, 1, 2, 3, 4 and olefin = 1-hexene or 1-octene) formed after addition of 1-hexene. Absence of any detected tetramer and observation of [R3TACCr(olefin)4]+ leads to the conclusion that a metallacycloheptane-olefin complex may lead to β-H abstraction rather than insertion and may even be required to avoid formation of [R3TACCr(olefin)1]+ which is observed in only very small amounts indicating a low stability. Chromium(I) complexes [R3TACCr(arene)]+ with the arene solvent can also be observed and their signal intensity indicate a relative stability of o-C6H4F2 cymene benzene PhF, toluene p-xylene.