4-Methyl-2-pentyl-1,3-dioxolane

• CAS: 1599-49-1
• Catalog Number: ACM1599491
• Category: Main Products
• Molecular Weight: 158.24
• Molecular Formula: C9H18O2
• Synonyms: 4-Methyl-2-pentyl-1,3-dioxolane; 4-METHYL-2-PENTYL-1,3-DIOXOLANE
• IUPAC Name: 4-methyl-2-pentyl-1,3-dioxolane
• Canonical SMILES: CCCCCC1OCC(O1)C
• InChI Key: GWMSIWCZZKMUQM-UHFFFAOYSA-N
• Boiling Point: 186.4ºC at 760 mmHg
• Flash Point: 63.8ºC
• Density: 0.889 g/cm³
• Appearance: Colorless liquid
• EC Number: 216-489-0
• Exact Mass: 158.13100

Case Study

Altered Metabolism of 4-Methyl-2-Pentyl-1,3-Dioxolane Metabolites in PFOS Exposure

Yu, Guoqi, et al. Environment International, 2023, 173, 107851.

This work examined changes in glucose and lipid metabolism in pregnant rats treated with relatively low-dose PFOS by oral gavage during pregnancy. Differentially expressed genes and metabolites in maternal livers of the same comparison group were mapped to KEGG pathways to better understand their biological relationships. Altered metabolism of metabolites such as Amarin, Licoagrochalcone B, and 4-methyl-2-pentyl-1,3-dioxolane was found to be potentially involved in the hepatotoxicity of PFOS.
· The metabolites that showed differences in relation to both the differential genes and fasting blood glucose (FBG) include 20-Oxo-leukotriene E4, licoagrochalcone B, tobramycin, ajmaline, P,P-Dioctyldiphenylamine, 4-Methyl-2-pentyl-1,3-dioxolane, 3b,17a, 21-Trihydroxypregnenone, and total cholesterol (TG) which comprises 20:5(5Z,8Z,11Z,14Z,17Z), 22:6(4Z,7Z,10Z,13Z,16Z,19Z), and o-18:0.
· For the 0.3 mg/kg PFOS exposure group, 4-methyl-2-pentyl-1,3-dioxolane was strongly negatively correlated with Foxa3 differential genes.

Synthetic Use

Upstream Synthesis Route 1

• 57-55-6
• 66-25-1

• 1599-49-1

Reference: [1]Current Patent Assignee: SYMRISE AG - US2008/319232, 2008, A1
Location in patent: Page/Page column 4
[2]Sokolowski, Adam; Burczyk, Bogdan; Oles, Jan
[Journal of Physical Chemistry, 1984, vol. 88, # 4, p. 807 - 809]
[3]Current Patent Assignee: ARTSCI BIOLOGY TECHNOLOGIES ZHEJIANG - CN103554078, 2016, B
Location in patent: Paragraph 0017; 0018

Downstream Synthesis Route 1

• 67-56-1
• 1599-49-1

• 106-70-7
• 18545-45-4

Reference: [1]Bellesia, Franco; Boni, Monica; Ghelfi, Franco; Pagnoni, Ugo M.
[Tetrahedron Letters, 1994, vol. 35, # 18, p. 2961 - 2964]

Downstream Synthesis Route 2

• 1599-49-1

• 39556-41-7
• 39556-41-7

Reference: [1]Curini, Massimo; Epifano, Francesco; Marcotullio, Maria Carla; Rosati, Ornelio
[Synlett, 1999, # 6, p. 777 - 779]

* For details of the synthesis route, please refer to the original source to ensure accuracy.