Butyraldehyde

Base Information

• Chemical Name: Butyraldehyde
• CAS No.: 123-72-8
• Molecular Formula: C4H8O
• Molecular Weight: 72.1069
• Hs Code.: 2912.13 Oral rat LD50: 2490 mg/kg
• European Community (EC) Number: 204-646-6
• ICSC Number: 0403
• NSC Number: 62779
• UN Number: 1129
• UNII: H21352682A
• DSSTox Substance ID: DTXSID8021513
• Nikkaji Number: J2.501A
• Wikipedia: Butyraldehyde
• Wikidata: Q410603
• Metabolomics Workbench ID: 38357
• ChEMBL ID: CHEMBL1478334
• Mol file: 123-72-8.mol

Synonyms:1-butanal;butanal;butyraldehyde

Chemical Property of Butyraldehyde

Chemical Property:

• Appearance/Colour: colourless liquid with a very unpleasant smell
• Vapor Pressure: 90 mm Hg ( 20 °C)
• Melting Point: -96 °C
• Refractive Index: 1.3790
• Boiling Point: 77.6 °C at 760 mmHg
• Flash Point: 12°F
• PSA: 17.07000
• Density: 0.784 g/cm³
• LogP: 0.98540
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Solubility.: water: soluble50g/L at 20°C
• Water Solubility.: 7.1 g/100 mL (25 ºC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 72.057514874
• Heavy Atom Count: 5
• Complexity: 24.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

Butanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11-R11
• Safety Statements: 9-29-33-S9-S33-S29-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CCCC=O
• 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 irritating to the eyes, skin and respiratory tract.
• Description: Butanal (N-butyraldehyde) is an organic compound which is the aldehyde derivative of butane. It appeases as a clear liquid. Butyraldehye is used mainly as an intermediate in the production of synthetic resins, rubber vulcanization accelerators, solvents, and plasticizers. It is also an intermediate for the manufacture of pharmaceuticals, crop protection products, pesticides, antioxidants, tanning auxiliaries, and perfumes. Butyraldehyde has a characteristic pungent odor and it is used as a food additive. Butyraldehyde (butanal, IUPAC) is a water-white liquid with a pungent aldehyde odor. Butyraldehyde is a dangerous fire risk, with a flammable range of 2.5%–12.5% in air. Boiling point is 168°F (75°C), flash point is 10°F (?12°C), and ignition temperature is 446°F (230°C). It is slightly soluble in water, with a specific gravity of 0.8, which is lighter than water. Vapor density is 0.804, which is lighter than air. In addition to flammability, butyraldehyde is corrosive and causes severe eye and skin burns. It may be harmful if inhaled. The four-digit UN identification number is 1129. The NFPA 704 designation is health 3, flammability 3, and reactivity 2. The primary uses of butyraldehyde are in plastics and rubber and as a solvent.
• Uses: n-Butyraldehyde is used to make rubberaccelerators, synthetic resins, and plasticizers;and as a solvent. Butanal is used in the manufacture of rubber accelerators, synthetic resins, solvents, and plasticizers. n-Butyraldehyde is used as an intermediate in the manufacturing of plasticizers, alcohols, solvents, and polymers (such as 2-ethylhexanol, n-butanol, trimethylolpropane, n-butyric acid, polyvinyl butyral, and methyl amyl ketone). It is also used as an intermediate to make pharmaceuticals, agrochemicals, antioxidants, rubber accelerators, textile auxiliaries, perfumery, and flavors. It has no therapeutic use at the present time. 1. Butyraldehyde is an important intermediate. n-Butanol can be prepared by hydrogenation of n-butyraldehyde; 2-ethylhexanol can be prepared by condensation dehydration and then hydrogenation, and n-butanol and 2-ethylhexanol are the main raw materials of plasticizer. Oxidation of n-butyraldehyde can produce n-butyric acid; condensation with formaldehyde can produce trimethylolpropane, which is a plasticizer for synthesizing alkyd resin and raw material for air drying oil; condensation with phenol to produce oil-soluble resin; and urea Condensation can produce alcohol-soluble resin; the products condensed with polyvinyl alcohol; butylamine; The condensate is used as celluloid; resin; solvent for rubber and pharmaceutical products; pharmaceutical industry is used to make "Mianertong"; "pyrimethamine"; methamphetamine, etc. Plasticizers, synthetic resins, rubber accelerators, pesticides and other important intermediate raw materials. 2. Butyraldehyde is an important chemical raw material. It is also used in the preparation of flavors and fragrances. It is contained in various essential oils such as flowers, leaves, fruits, grasses, dairy products, and alcohol in nature. [Food additive usage limit (mg/kg): soft drink 0.71; cold drink 4.8; Candy 2.9; baked goods 5.4; alcohol 0.50; sugar 0.25. ]. It is usually diluted before adding the essence, which has a certain effect on coordinating and increasing the elegance of the top fragrance. 3. Can be used as anesthetic and stimulant. Chiefly in the manufacture of rubber accelerators, synthetic resins, solvents, plasticizers.

Technology Process of Butyraldehyde

There total 732 articles about Butyraldehyde 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: 56.0%

chloro-trimethyl-silane (75-77-4) + 1,1-dimethoxybutane (4461-87-4) → Trimethylmethoxysilane (1825-61-2) + butyraldehyde (123-72-8) + methyl iodide (74-88-4)

Guidance literature:

With potassium iodide; In acetonitrile; at 45 - 50 ℃; for 2h;

Reference yield: 22.0%

C12H18O5 → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + Dimethyl 3-cyclopentene-1,1-dicarboxylate (84646-68-4) + butyraldehyde (123-72-8) + allyl alcohol (107-18-6)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; at 60 ℃; under 6.0006 - 10.5011 Torr;

DOI:10.1002/chem.201100271

Reference yield: 11.4%

ethanol (64-17-5) → diethyl ether (60-29-7,927820-24-4) + (E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + ethene (74-85-1) + acetaldehyde (75-07-0,9002-91-9) + butyraldehyde (123-72-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + butan-1-ol (71-36-3)

Guidance literature:

With stoichiometric carbonate-containing hydroxyapatites (Hap); at 400 ℃; Overall yield = 65.1 %; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c5cy00327j

upstream raw materials:

ethyloxirane

pyridine

tributyl-amine

dibenzoyl peroxide

Downstream raw materials:

1-(N-morpholino)-1-butene

(furan-2-yl)methyl butyrate

2-(2-furfurylmethyl)butyraldehyde

4-butylidene-2-phenyl-4H-oxazol-5-one

Refernces

• 1、 Chen, Stuart Tze-Jin,García-Muelas, Rodrigo,López, Núria,Martín, Antonio J.,Pérez-Ramírez, Javier,Pablo-García, Sergio,Peng, Yujie,Per, Edwin Yu Xuan,Ting, Louisa Rui Lin,Veenstra, Florentine L. P.,Yeo, Boon Siang. "Electrochemical Reduction of Carbon Dioxide to 1-Butanol on Oxide-Derived Copper". . p. 21072 - 21079. Retrieved 2020.
• 2、 Sushkevich, Vitaly L.,Ivanova, Irina I.,Taarning, Esben. "Mechanistic study of ethanol dehydrogenation over silica-supported silver". . p. 2367 - 2373. Retrieved 2013.
• 3、 Niki, H.,Maker, P. D.,Savage, C. M.,Breitenbach, L. P.. "An FT IR Study of the Isomerization and O2 Reaction of n-Butoxy Radicals". . p. 2698 - 2700. Retrieved 1981.
• 4、 Mane, Rajendra S.,Bhanage, Bhalchandra M.. "Palladium-Catalyzed Oxidative N-Dealkylation/Carbonylation of Tertiary Amines with Alkynes to α,β-Alkynylamides". . p. 4974 - 4980. Retrieved 2016.
• 5、 Hooz,Morrison. "-". . p. 868. Retrieved 1970.
• 6、 Magdesieva,Dolganov,Latyshev,Yakimanskii,Goikhman,Podeshvo,Lukashev. "Copper(I) complexes with polymeric 2,2′-biquinoline-containing ligands as electrocatalysts for selective oxidation of the secondary hydroxy group in 3,24-dihydroxy-5β-cholane with oxygen". . p. 62 - 65. Retrieved 2011.
• 7、 Patel, Anish,Patel, Anjali. "Synthesis and characterization of supported stabilized palladium nanoparticles for selective hydrogenation in water at low temperature". . p. 8218 - 8227. Retrieved 2021.
• 8、 Johnson,Degering. "-". . . Retrieved .
• 9、 Mardur,Gokavi. "Selective oxidation of alcohols to aldehydes by hydrogen peroxide using hexamolybdochromate(III) as catalyst". . p. 441 - 446. Retrieved 2010.
• 10、 Kagan,Ljubarski,Fedorow. "-". . . Retrieved 1935.