Succinic semialdehyde

Base Information

• Chemical Name: Succinic semialdehyde
• CAS No.: 692-29-5
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Hs Code.: 2918300090
• European Community (EC) Number: 627-360-7
• UNII: M73BX3CPMU
• DSSTox Substance ID: DTXSID00219231
• Nikkaji Number: J61.361D
• Wikipedia: Succinic_semialdehyde
• Wikidata: Q4602542
• Metabolomics Workbench ID: 3516
• ChEMBL ID: CHEMBL1615238
• Mol file: 692-29-5.mol

Synonyms:gamma-oxybutyric acid;succinic semialdehyde;succinic semialdehyde, calcium salt

Chemical Property of Succinic semialdehyde

Chemical Property:

• Vapor Pressure: 0.00768mmHg at 25°C
• Melting Point: 202-203 °C(Solv: methanol (67-56-1))
• Refractive Index: 1.429
• Boiling Point: 248.6 °C at 760 mmHg
• PKA: 4.69±0.17(Predicted)
• Flash Point: 118.4 °C
• PSA: 54.37000
• Density: 1.18 g/cm³
• LogP: 0.05010
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 77

Purity/Quality:

99% ^*data from raw suppliers

β-FormylpropionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(=O)O)C=O
• Uses: β-Formylpropionic Acid is used in the synthesis of potent and orally available nonpeptide antagonist of human gonadotropin-releasing hormone receptor. It is also a reagent in the synthesis of human melanocortin-4 receptor antagonists with a pyrrolidinone moiety.

Technology Process of Succinic semialdehyde

There total 17 articles about Succinic semialdehyde 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: 35.0%

furfural (98-01-1) → 2-furanoic acid (88-14-2) + Succinic semialdehyde (692-29-5) + succinic acid (110-15-6) + 2-buten-4-olide (497-23-4) + maleic acid (110-16-7,26099-09-2) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2)

Guidance literature:

With oxovanadium(IV) sulfate; dihydrogen peroxide; sodium acetate; In water; at 60 ℃; for 24h; Product distribution; depending on the presence or absence of sodium acetate and the vanadium catalyst;

DOI:10.1007/BF02252269

Reference yield: 17.05%

cyclohexene (110-83-8) → pentanal (110-62-3) + Succinic semialdehyde (692-29-5) + malonic acid (141-82-2) + oxalic acid (144-62-7,97993-78-7)

Guidance literature:

With ozone; at 24.85 ℃; Product distribution; in dark;

DOI:10.1021/es001180f

Reference yield:

furfural (98-01-1) → 5-hydroxy-2-(5H)-furanone (14032-66-7) + 2-furanoic acid (88-14-2) + formic acid (64-18-6) + furfural α-hydroxyhydroperoxide (55790-00-6) + 2(3H)-furanone (20825-71-2) + Succinic semialdehyde (692-29-5) + succinic acid (110-15-6) + 2-buten-4-olide (497-23-4) + maleic acid (110-16-7,26099-09-2) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2)

Guidance literature:

With dihydrogen peroxide; In water; at 60 ℃; for 3h; Solvent;

DOI:10.1134/S1070363218080030

upstream raw materials:

Glutamic acid

N-bromoacetamide

N-chlorobenzamide

N-chloro-L-glutamic acid

Downstream raw materials:

ethyl 4-oxobutanoate

succinic acid

methyl 2-(5-fluoro-1H-indol-3-yl)acetate

(R)-4-((2-(1'-(3-chlorobenzyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H, 4H, 7H)-yl)-1-phenylethyl)amino)butanoic acid

Refernces

• 1、 Manley, David W.,Buzzetti, Luca,MacKessack-Leitch, Andrew,Walton, John C.. "Hydrogenations without hydrogen: Titania photocatalyzed reductions of maleimides and aldehydes". . p. 15324 - 15338. Retrieved 2015/01/16.
• 2、 Pandey, Ekta,Grover, Neeti,Kambo, Neelu,Upadhyay, Santosh K.. "Aggregation in oxidation of aspartic and glutamic acids by chloramine-T in presence of surfactants: A kinetic study". . p. 1186 - 1192. Retrieved 2007/10/03.