Succinaldehyde

Base Information

• Chemical Name: Succinaldehyde
• CAS No.: 638-37-9
• Molecular Formula: C4H6O2
• Molecular Weight: 86.0904
• Hs Code.: 2912190090
• European Community (EC) Number: 211-333-8
• NSC Number: 11057
• UNII: 0503177591
• DSSTox Substance ID: DTXSID3021514
• Nikkaji Number: J6.923J
• Wikipedia: Succinaldehyde
• Wikidata: Q4864618
• Mol file: 638-37-9.mol

Synonyms:1,4-butane dialdehyde;butanedial;succindialdehyde

Chemical Property of Succinaldehyde

Chemical Property:

• Vapor Pressure: 3.22mmHg at 25°C
• Refractive Index: 1.386
• Boiling Point: 154.1 °C at 760 mmHg
• Flash Point: 50.4 °C
• PSA: 34.14000
• Density: 0.965 g/cm³
• LogP: 0.16440
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 86.036779430
• Heavy Atom Count: 6
• Complexity: 41.5

Purity/Quality:

99% ^*data from raw suppliers

SUCCINALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC=O)C=O

Technology Process of Succinaldehyde

There total 74 articles about Succinaldehyde 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: 98.0%

cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) → butanedial (638-37-9)

Guidance literature:

cyclo-octa-1,5-diene; With ozone; In ethanol; dichloromethane; at -78 ℃;

With triphenylphosphine; In ethanol; dichloromethane; at -78 - 20 ℃;

DOI:10.3987/COM-07-S(U)56

Reference yield: 90.0%

cyclohexane (110-82-7,25012-93-5) + percarbonate de O,O-t-butyle et O-vinyle (85684-59-9) → 3-oxobutyraldehyde (625-34-3) + butanedial (638-37-9) + cyclohexylcyclohexane (92-51-3) + cyclohexylacetaldehyde (5664-21-1) + acetone (67-64-1) + tert-butyl alcohol (75-65-0)

Guidance literature:

at 140 ℃; for 3.5h; Product distribution; Mechanism; sealed tube;

Reference yield: 88.6%

Butane-1,4-diol (110-63-4) → butanedial (638-37-9)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In dichloromethane; water; at 0 - 10 ℃; for 1h;

upstream raw materials:

tetrahydrofuran

2,5-diethoxytetrahydrofurane

1,4-butenediol

succinaldehyde dioxime

Downstream raw materials:

succinaldehyde bis(dimethyl acetal)

tropinone

2-[1-methyl-5-(2-oxopropyl)pyrrolidin-2-yl]acetone

methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate

Refernces

Facile synthesis of α,α′ disubstituted N-hydroxypyrrolidines and N-hydroxypiperidines via double 1,4-addition of hydroxylamine

10.1016/j.tetlet.2006.03.064

The research presents a versatile and efficient method for synthesizing α,α'-disubstituted N-hydroxypiperidines and N-hydroxypyrrolidines through a double 1,4-addition of hydroxylamine to bis α,β-unsaturated diesters. The synthesis occurs in an environmentally friendly ethanol/water system at room temperature. Key chemicals involved include octa-2,6-dienedioic acid diethyl ester and nona-2,6-dienedioic acid diethyl ester, which are synthesized from succinaldehyde or glutaraldehyde. Hydroxylamine is used for the double 1,4-addition, yielding N-hydroxypyrrolidines and N-hydroxypiperidines with good selectivity for the cis isomers. The study also explores the behavior of the double 1,4-addition in systems containing a ketone, revealing that the keto group can be selectively converted to either an oxime or an N-hydroxy compound by adjusting the amount of hydroxylamine.

SOME ASPECTS OF THE ISOPROPYLIDENATION OF D-GLUCITOL UNDER NEUTRAL CONDITIONS

10.1016/S0008-6215(00)81892-3

The research investigates the isopropylidenation of D-glucitol under neutral conditions, aiming to study the reaction mechanism and improve the isolation procedure for the main equilibrium product, 1,2:5,6-di-O-isopropylidene-D-glucitol. The findings reveal that the reaction produces various products, including the major diacetal 6, and that the presence of water can inhibit the reaction. The research concludes that the acetal-exchange reaction under neutral conditions is similar to zinc chloride catalysis in terms of product distribution but differs from acid-catalysed isopropylidenation. An improved isolation procedure involving crystallisation or formation of the 3,4-dibenzoate followed by debenzoylation is described, yielding the diacetal 6 with higher efficiency.

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