26254-92-2

Basic information

• Product Name: 2-ethyl-3-methylbutyraldehyde
• Synonyms: 2-ethyl-3-methylbutyraldehyde;2-Ethyl-3-methylbutanal;2-Isopropylbutanal;2-Ethyl-3-methylbutanal,97%;Butanal, 2-ethyl-3-Methyl-;2-ETHYLISOVALERALDEHYDE;α-ethylisovaleraldehyde
• CAS NO: 26254-92-2
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.18546
• EINECS: 247-551-5
• Mol File: 26254-92-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 128-132 °C
• Boiling Point: 134 ºC
• Flash Point: 33 ºC
• Appearance: /
• Density: 0.803
• Vapor Pressure: 8.08mmHg at 25°C
• Refractive Index: 1.401
• CAS DataBase Reference: 2-ethyl-3-methylbutyraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethyl-3-methylbutyraldehyde(26254-92-2)
• EPA Substance Registry System: 2-ethyl-3-methylbutyraldehyde(26254-92-2)

Safety Data

• Hazardous Substances Data: 26254-92-2(Hazardous Substances Data)

Usage

General Description

2-Ethyl-3-methylbutyraldehyde is a chemical compound with the molecular formula C8H16O. It is a colorless liquid with a fruity aroma and is commonly used as a flavoring agent in the food and beverage industry. It is also utilized as a fragrance in the cosmetics and perfume industries. This aldehyde is synthetically produced through the oxidation of 2-Ethyl-3-methylbutanol and is often used as a precursor in the production of various chemicals and pharmaceuticals.

InChI:InChI=1/C7H14O/c1-4-7(5-8)6(2)3/h5-7H,4H2,1-3H3

Synthetic route

methoxymethyl-ethyl-isopropyl-carbinol (855742-28-8) → α-ethylisovaleraldehyde (26254-92-2)

Conditions	Yield
With oxalic acid at 100 - 105℃;

2-ethyl-3-methyl-butyryl chloride (51760-89-5) → α-ethylisovaleraldehyde (26254-92-2)

Conditions	Yield
Hydrogenation;

methoxymethyl-ethyl-isopropyl-carbinol (855742-28-8) + oxalic acid (144-62-7) → α-ethylisovaleraldehyde (26254-92-2)

Conditions	Yield
at 100 - 105℃;

ethyl iodide (75-03-6) + isovaleraldehyde (590-86-3) → α-ethylisovaleraldehyde (26254-92-2)

Conditions	Yield
(i) nBu3SnOMe, Et2O, (ii) /BRN= 505934/; Multistep reaction;

ethanol (64-17-5) + (22E)-stigmasta-4,22-dien-3-one (20817-72-5, 55722-32-2, 83603-21-8) → α-ethylisovaleraldehyde (26254-92-2) + (20S)-3-oxopregn-4-ene-20-carboxaldehyde (3986-89-8) + 3-Oxobisnor-4-cholenaldehyde diethyl acetal (76692-30-3)

Conditions	Yield
With dimethylsulfide; ozone Solvent Red 23 (Table 2), CH2Cl2; Yield given. Multistep reaction. Yields of byproduct given;

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Ethoxy-6-((E)-(S)-4-ethyl-1,5-dimethyl-hex-2-enyl)-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene → α-ethylisovaleraldehyde (26254-92-2) + (20 S)-6β-ethoxy-3α,5-cyclo-5α-pregnane-20-carbaldehyde

Conditions	Yield
With diphenylphosphinopolystyrene; oxygen; ozone; triphenylphosphine 1.) CH2Cl2, -78 deg C, 3 min, 2.) -> RT; RT, 30 min; Yield given. Multistep reaction;
With diphenylphosphinopolystyrene; oxygen; ozone; triphenylphosphine Product distribution; 1.) CH2Cl2, -78 deg C, 2.) RT;

ethylisopropylacetyl chloride → α-ethylisovaleraldehyde (26254-92-2)

Conditions	Yield
Hydrogenation.katalytische Hydrierung;

1-methoxy-3-methyl-butan-2-one (65857-35-4) → α-ethylisovaleraldehyde (26254-92-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether 2: oxalic acid / 100 - 105 °C View Scheme

1-hexene (592-41-6) + carbon monoxide (201230-82-2) → heptanal (111-71-7) + 5-methylhexanal (1860-39-5) + 2-methylhexanal (925-54-2) + α-ethylisovaleraldehyde (26254-92-2)

Conditions	Yield
With hydrogen In Tridecane; toluene at 80℃; Kinetics; Temperature; Pressure; Autoclave;

1-hexene (592-41-6) + carbon monoxide (201230-82-2) → heptanal (111-71-7) + 3-hexene (592-47-2) + α-ethylisovaleraldehyde (26254-92-2) + 2-hexene (592-43-8)

Conditions	Yield
With hydrogen In toluene at 100℃; under 30003 Torr; Autoclave;

α-ethylisovaleraldehyde (26254-92-2) → 2-ethyl-3-methyl-butyric acid (56006-49-6, 32444-32-9)

Conditions	Yield
With potassium permanganate
With potassium permanganate; sulfuric acid

α-ethylisovaleraldehyde (26254-92-2) + acetone (67-64-1) → (R,S)-5-ethyl-6-methyl-(3E)-hepten-2-one (50767-76-5, 51729-97-6)

Conditions	Yield
With potassium hydroxide Heating;

α-ethylisovaleraldehyde (26254-92-2) → 2-ethyl-3-methyl-butyryl chloride (51760-89-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium permanganate 2: thionyl chloride View Scheme
Multi-step reaction with 2 steps 1: KMnO4, aq. H2SO4 2: SOCl2 View Scheme

α-ethylisovaleraldehyde (26254-92-2) → (+/-)-3-Hydroxy-3-methyl-6-isopropyl-4-octensaeure-methylester (41654-25-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. KOH / Heating 2: Zn / benzene / Heating View Scheme

α-ethylisovaleraldehyde (26254-92-2) + 1-amino-3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-2(1H)-quinolinone (686267-68-5) → 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-1-{[2-ethyl-3-methylbutylidene]amino}-4-hydroxyquinolin-2(1H)-one

Conditions	Yield
In N,N-dimethyl acetamide at 110℃; for 0.583333h; Microwave irradiation;

Upstream product

• 855742-28-8 methoxymethyl-ethyl-isopropyl-carbinol 
• 51760-89-5 2-ethyl-3-methyl-butyryl chloride 
• 144-62-7 oxalic acid 
• 75-03-6 ethyl iodide 
• 590-86-3 isovaleraldehyde 
• 64-17-5 ethanol 
• 20817-72-5 (22E)-stigmasta-4,22-dien-3-one 
• 592-41-6 1-hexene 
• 201230-82-2 carbon monoxide 
• 50-00-0 formaldehyd 
• 4461-48-7 4-methyl-2-pentene 
• 65857-35-4 1-methoxy-3-methyl-butan-2-one 

Downstream Products

• 56006-49-6 2-ethyl-3-methyl-butyric acid 
• 41654-25-5 (+/-)-3-Hydroxy-3-methyl-6-isopropyl-4-octensaeure-methylester 

Relevant articles and documents

RhCl(TPPTS)3 encapsulated into the hexagonal mesoporous silica as an efficient heterogeneous catalyst for hydroformylation of vinyl esters

RhCl(TPPTS)3 (TPPTS = m-trisulphonato triphenyl phosphine) was in situ encapsulated into the mesopores of hexagonal mesoporous silica (HMS) by in situ method. The catalyst was characterized by P-XRD, 31P-CPMAS NMR, FT-IR, N2 adsorption, TGA, TEM and ICP techniques. These characterization confirmed the encapsulation and heterogenization of RhCl(TPPTS)3. The synthesized heterogeneous catalyst evaluated for hydroformylation of vinyl esters gave 100% conversion and high selectivity to iso-aldehyde. Vinyl acetate was subjected as a representative vinyl ester for detailed investigations. The performance of the catalyst in terms of conversion and selectivity depended on the studied parameters: amount of the catalyst, substrate, partial pressure of CO and H2, and temperature. Recyclability aspects of the heterogenized catalyst are investigated.

REDUCTION OF OZONIDES BY MEANS OF POLYMERIC TRIPHENYLPHOSPHINE: SIMPLIFIED SYNTHESIS OF CARBONYL COMPOUNDS FROM ALKENES

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