25415-67-2

Basic information

• Product Name: ETHYL 4-METHYLVALERATE
• Synonyms: 4-methyl-pentanoicaciethylester;Ethyl isohexanoate;Pentanoic acid, 4-methyl-, ethyl ester;Valeric acid, 4-methyl-, ethyl ester;ETHYL 4-METHYLPENTANOATE;ETHYL 4-METHYLVALERATE;ETHYL ISOCAPROATE;ethylisohexanoate,4-methylpentanoicacidethylester
• CAS NO: 25415-67-2
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.21
• EINECS: 246-955-9
• Product Categories: Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks
• Mol File: 25415-67-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: -67°C (estimate)
• Boiling Point: 159-160 °C(lit.)
• Flash Point: 43 °C
• Appearance: Colorless clear liquid
• Density: 0.868 g/mL at 20 °C(lit.)
• Vapor Pressure: 2.91mmHg at 25°C
• Refractive Index: n20/D 1.406
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 1747377
• CAS DataBase Reference: ETHYL 4-METHYLVALERATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-METHYLVALERATE(25415-67-2)
• EPA Substance Registry System: ETHYL 4-METHYLVALERATE(25415-67-2)

Safety Data

• Statements: 10
• RIDADR: UN 3272 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 25415-67-2(Hazardous Substances Data)

Usage

Chemical Properties

Colorless clear liquid; fruity aroma.

Aroma threshold values

Medium strength odor.

InChI:InChI=1/C8H16O2/c1-4-10-8(9)6-5-7(2)3/h7H,4-6H2,1-3H3

Upstream product

• 542-54-1 isocapronitrile 
• 64-17-5 ethanol 
• 4548-78-1 (3-methylbutyl)magnesium bromide 
• 541-41-3 chloroformic acid ethyl ester 
• 42216-96-6 triethyl orthoacrylate 
• 1068-55-9 isopropylmagnesium chloride 
• 15790-86-0 ethyl-4-methyl-2-(E)-penteneoate 
• 62021-36-7 3-cyclopropyl propionic acid ethyl ester 
• 2351-97-5 ethyl 4-methylpent-2-enoate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 547-63-7 Methyl isobutyrate 
• 75-30-9 2-iodo-propane 
• 140-88-5 ethyl acrylate 
• 102488-94-8 4-Methyl-4-nitro-pentanoic acid 2-bromo-ethyl ester 

Downstream Products

• 55001-04-2 (+/-)-4-methyl-3-phenyl-1-pentanol 
• 858491-76-6 ethyl 2-benzyl-4-methyl-pentanoate 
• 177846-36-5 ethyl 2-(4-bromophenylacetyl)-4-methyl-3-oxopentanoate 
• 626-88-0 1-bromo-5-methylpentane 
• 113002-40-7 [(S)-6-(3-Methyl-butyl)-5-((S)-toluene-4-sulfinyl)-3,4-dihydro-2H-pyran-3-yl]-methanol 
• 113002-41-8 [(R)-6-(3-Methyl-butyl)-5-((S)-toluene-4-sulfinyl)-3,4-dihydro-2H-pyran-3-yl]-methanol 
• 113002-38-3 1-(2,2-Dimethyl-[1,3]dioxan-5-yl)-6-methyl-2-((R)-toluene-4-sulfinyl)-heptan-3-one 
• 113002-39-4 1-Hydroxy-2-hydroxymethyl-8-methyl-4-((R)-toluene-4-sulfinyl)-nonan-5-one 
• 113002-33-8 (S)-1-(3-Methyl-butyl)-7-((S)-toluene-4-sulfinyl)-2,6-dioxa-bicyclo[2.2.2]octane 
• 99212-62-1 (S)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-5-ethyl-heptanoic acid ethyl ester 
• 99212-60-9 (R)-2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-5-ethyl-heptanoic acid ethyl ester 
• 607715-30-0 (R)-2-[(Benzyloxy-formyl-amino)-methyl]-4-methyl-pentanoic acid ((S)-1-dimethylcarbamoyl-2,2-dimethyl-propyl)-amide 
• 607715-09-3 (R)-2-(Benzyloxyamino-methyl)-4-methyl-pentanoic acid ((S)-1-dimethylcarbamoyl-2,2-dimethyl-propyl)-amide 
• 607714-88-5 2-(Benzyloxyimino-methyl)-4-methyl-pentanoic acid ((S)-1-dimethylcarbamoyl-2,2-dimethyl-propyl)-amide 

Relevant articles and documents

Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents

An electrochemical ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermolecular ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promotor (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C-C bond forming processes.

Lewis Base Activation of Silyl Acetals: Iridium-Catalyzed Reductive Horner-Wadsworth-Emmons Olefination

A Lewis base promoted deprotonative pronucleophile addition to silyl acetals has been developed and applied to the iridium-catalyzed reductive Horner-Wadsworth-Emmons (HWE) olefination of esters and the chemoselective reduction of the resulting enoates. Lewis base activation of silyl acetals generates putative pentacoordinate silicate acetals, which fragment into aldehydes, silanes, and alkoxides in situ. Subsequent deprotonative metalation of phosphonate esters followed by HWE with aldehydes furnishes enoates. This operationally convenient, mechanistically unique protocol converts the traditionally challenging aryl, alkenyl, and alkynyl esters to homologated enoates at room temperature within a single vessel.

Ultrasound in organic syntheses. 19. Further studies on the conjugate additions to electron deficient olefins in aqeuous media

Alkyl halides add smoothly to a variety of olefinic bonds conjugated with electron withdrawing groups, in the presence of zinc-copper couple. Sonication enhances the efficiency of the process, which takes place in aqeuous media following, most probably, a radical pathway.