3-Methyl-2-butenal

Base Information

• Chemical Name: 3-Methyl-2-butenal
• CAS No.: 107-86-8
• Deprecated CAS: 1428758-13-7
• Molecular Formula: C5H8O
• Molecular Weight: 84.1179
• Hs Code.: 29121900
• European Community (EC) Number: 203-527-6
• ICSC Number: 1294
• NSC Number: 149164
• UN Number: 1989
• UNII: 2JZ2B60W76
• DSSTox Substance ID: DTXSID8029606,DTXSID30756462
• Nikkaji Number: J9.338F
• Wikidata: Q27098245
• Metabolomics Workbench ID: 41876
• ChEMBL ID: CHEMBL453815
• Mol file: 107-86-8.mol

Synonyms:3-methyl-2-butenal

Chemical Property of 3-Methyl-2-butenal

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 7 mm Hg ( 20 °C)
• Melting Point: -20 °C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 134 °C at 760 mmHg
• Flash Point: 33.9 °C
• PSA: 17.07000
• Density: 0.826 g/cm³
• LogP: 1.15150
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: soluble
• Water Solubility.: soluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 68

Purity/Quality:

98% ^*data from raw suppliers

3-Methyl-2-butenal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xn,Xi,C
• Statements: 10-22-37/38-41-43-36/37/38-34-20/22-20/21/22
• Safety Statements: 26-36-37/39-16-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CC(=CC=O)C
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the skin. The substance is severely irritating to the eyes. The vapour is irritating to the respiratory tract. Exposure could cause lowering of consciousness.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the respiratory tract. This may result in tissue lesions.
• Description: 3-Methyl-2-butenal has an almond odor.
• Uses: 3-Methyl-2-butenal is used in small quantities as food flavor in alcoholic beverages, chewing gums, confection frosting, frozen dairy, fruit ice, gelatin pudding, hard and soft candy and jam jelly. Used in daily flavor, and cosmetic flavor in perfumes. A starting material for the synthesis of vitamin A.

Technology Process of 3-Methyl-2-butenal

There total 154 articles about 3-Methyl-2-butenal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

3-methyl-2-buten-1-ol (556-82-1) → 3-Methylbutenoic acid (541-47-9) + 3,3-dimethyl acrylaldehyde (107-86-8)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium acetate; 4,7-di-(NaSO₃Ph)-[1.10]phenanthroline-Pd(OAc)2; In water; at 100 ℃; for 10h; under 22502.3 Torr; pH=6.5 - 11.5;

DOI:10.1002/1615-4169(200206)344:3/4<355::AID-ADSC355>3.0.CO;2-S

Reference yield: 84.0%

3-methyl-2-buten-1-ol (556-82-1) → 3,3-dimethyl acrylaldehyde (107-86-8) + 3,3-dimethyl-allyl chloride (503-60-6)

Guidance literature:

With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium nitrite; In dichloromethane; water; at 20 ℃; for 32h; under 760.051 Torr; in air;

DOI:10.1002/chem.200701818

Reference yield: 53.06%

2-methyl-1-buten-4-ol (763-32-6) → 3,3-dimethyl acrylaldehyde (107-86-8) + 3-methyl-2-buten-1-ol (556-82-1)

Guidance literature:

With 5%-palladium/activated carbon; oxygen; at 80 ℃; for 5h; under 3750.38 Torr; Reagent/catalyst; Time; Concentration;

upstream raw materials:

quinoline

3,3-Dimethylacryloyl chloride

hydrogen cyanide

benzene

Downstream raw materials:

all-trans-Retinal

3-methyl-2-buten-1-ol

4,6,6-trimethyl-1,3-cyclohexadiene-1-carboxaldehyde

isovaleraldehyde

Refernces

• 1、 Karimi, Babak,Farhangi, Elham,Vali, Hojatollah,Vahdati, Saleh. "SBA-15-Functionalized 3-Oxo-ABNO as Recyclable Catalyst for Aerobic Oxidation of Alcohols under Metal-Free Conditions". . p. 2735 - 2741. Retrieved 2014.
• 2、 Karimi, Babak,Zamani, Asghar,Abedi, Sedigheh,Clark, James H.. "Aerobic oxidation of alcohols using various types of immobilized palladium catalyst: The synergistic role of functionalized ligands, morphology of support, and solvent in generating and stabilizing nanoparticles". . p. 109 - 119. Retrieved 2009.
• 3、 Bernhauer,Woldan. "-". . p. 207. Retrieved 1932.
• 4、 Johnston,J.C. et al.. "-". . p. 2611 - 2614. Retrieved 1976.
• 5、 Aellig, Christof,Scholz, David,Conrad, Sabrina,Hermans, Ive. "Intensification of TEMPO-mediated aerobic alcohol oxidations under three-phase flow conditions". . p. 1975 - 1980. Retrieved 2013.
• 6、 Tatsumi, Takashi,Jappar, Nizamidin. "Properties of Ti-beta zeolites synthesized by dry-gel conversion and hydrothermal methods". . p. 7126 - 7131. Retrieved 1998.
• 7、 Jacobs,Mihailovski. "-". . p. 2607. Retrieved 1967.
• 8、 Hasty,N.M.,Kearns,D.R.. "". . p. 3380 - 3381. Retrieved 1973.
• 9、 Erman et al.. "-". . p. 2981. Retrieved 1976.
• 10、 Feng, Bo,Hou, Zhenshan,Yang, Hanmin,Wang, Xiangrui,Hu, Yu,Li, Huan,Qiao, Yunxiang,Zhao, Xiuge,Huang, Qingfa. "Functionalized poly(ethylene glycol)-stabilized water-soluble palladium nanoparticles: Property/activity relationship for the aerobic alcohol oxidation in water". . p. 2505 - 2513. Retrieved 2010.