Aldol

Base Information

• Chemical Name: Aldol
• CAS No.: 107-89-1
• Deprecated CAS: 115827-11-7
• Molecular Formula: C4H8O2
• Molecular Weight: 88.1063
• Hs Code.: 2912491000
• European Community (EC) Number: 203-530-2
• NSC Number: 7610
• UN Number: 2839
• UNII: 8C6G962B53
• DSSTox Substance ID: DTXSID2050407
• Nikkaji Number: J4.066E
• Wikipedia: 3-Hydroxybutanal
• Wikidata: Q223087
• Mol file: 107-89-1.mol

Synonyms:3-hydroxybutanal;3-hydroxybutyraldehyde;acetaldol;aldol

Chemical Property of Aldol

Chemical Property:

• Appearance/Colour: White crystals
• Vapor Pressure: 3.276mmHg at 25°C
• Melting Point: <25 °C
• Refractive Index: 1.41
• Boiling Point: 162.2°Cat760mmHg
• PKA: 14.50±0.20(Predicted)
• Flash Point: 58.7°C
• PSA: 37.30000
• Density: 0.981g/cm³
• LogP: -0.04380
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 88.052429494
• Heavy Atom Count: 6
• Complexity: 42.8
• Transport DOT Label: Poison

Purity/Quality:

98%min ^*data from raw suppliers

3-HYDROXYBUTYRALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 24-36
• Safety Statements: 26-28-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CC(CC=O)O
• Uses: manufacture of rubber vulcanizers, accelerators and age resisters; in perfumes; ore flotation. Acetaldol is manufactured by condensing of acetaldehyde in aqueous NaOH and is used to produce rubber vulcanizers, accelerators and age retardants, perfumes, and in ore flotation. It is a hypnotic and sedative.

Technology Process of Aldol

There total 85 articles about Aldol 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: 39.0%

(E/Z)-2-buten-1-ol (6117-91-5,542-72-3) → acetaldol (107-89-1) + 1-Hydroxy-3-butanone (590-90-9) + 1-Hydroxy-2-butanone (5077-67-8) + crotonaldehyde (123-73-9,4170-30-3)

Guidance literature:

hydrogenchloride; lithium tetrachloropalladate(II); p-benzoquinone; In water; at 25 ℃; for 0.5h; Further byproducts given;

DOI:10.1021/jo00293a031

Reference yield: 39.0%

(E/Z)-2-buten-1-ol (6117-91-5,542-72-3) → acetaldol (107-89-1) + 1-Hydroxy-3-butanone (590-90-9) + methyl vinyl ketone (78-94-4,25038-87-3) + 1-Hydroxy-2-butanone (5077-67-8) + crotonaldehyde (123-73-9,4170-30-3)

Guidance literature:

With hydrogenchloride; lithium tetrachloropalladate(II); p-benzoquinone; In water; at 25 ℃; for 0.5h; Rate constant; Mechanism; Kinetics; equilibrium constants;

DOI:10.1021/jo00293a031

Reference yield: 8.0%

2-hydroxy-3-butene (598-32-3) → acetaldol (107-89-1) + 1-Hydroxy-3-butanone (590-90-9) + 3-hydroxy-2-butanon (513-86-0,52217-02-4,51555-24-9) + crotonaldehyde (123-73-9,4170-30-3)

Guidance literature:

hydrogenchloride; lithium tetrachloropalladate(II); p-benzoquinone; In water; at 25 ℃; for 0.5h; Further byproducts given;

DOI:10.1021/jo00293a031

upstream raw materials:

piperidine

acetic acid

crotonaldehyde

ethanol

Downstream raw materials:

4-hydroxypentan-2-one

1,1-dimethoxybutan-3-ol

pentane-1,3-diol

Pentaerythritol

Refernces

• 1、 Painter, Ron M.,Pearson, David M.,Waymouth, Robert M.. "Selective catalytic oxidation of glycerol to dihydroxyacetone". . p. 9456 - 9459. Retrieved 2010.
• 2、 Bell,Smith. "-". . p. 1691. Retrieved 1958.
• 3、 Torresi,Díez,Luggren,Di Cosimo. "Conversion of diols by dehydrogenation and dehydration reactions on silica-supported copper catalysts". . p. 119 - 129. Retrieved 2013.
• 4、 Euler,Lindberg. "-". . p. 417. Retrieved 1912.
• 5、 Rao, P. Surya Chandra,Suri, Deepa,Kothari, Seema,Banerji, Kalyan K.. "Kinetics and Mechanism of the Oxidation of Diols by Pyridinium Bromochromate". . p. 285 - 290. Retrieved 1998.
• 6、 Baker, Jillian,Arey, Janet,Atkinson, Roger. "Rate constants for the gas-phase reactions of OH radicals with a series of hydroxyaldehydes at 296 ± 2 K". . p. 7032 - 7037. Retrieved 2004.
• 7、 Durrwachter, John R.,Wong, Chi-Huey. "Fructose 1,6-Diphosphate Aldolase Catalyzed Stereoselective Synthesis of C-Alkyl and N-Containing Sugars: Thermodynamically Controlled C-C Bond Formations.". . p. 4175 - 4181. Retrieved 1988.
• 8、 Mathur, Abha,Banerji, Kalyan K.. "Kinetic Study of Oxidation of Diols by Sodium N-Bromobenzenesulphonamide". . p. 1645 - 1648. Retrieved 1987.
• 9、 Koenigsmann, Martin,Donati, Nicola,Stein, Daniel,Schoenberg, Hartmut,Harmer, Jeffrey,Sreekanth, Anandaram,Gruetzmacher, Hansjoerg. "Metalloenzyme-inspired catalysis: Selective oxidation of primary alcohols with an iridium-aminyl-radical complex". . p. 3567 - 3570. Retrieved 2007.
• 10、 Kuehnau. "-". . p. 46,51. Retrieved 1928.