2-(2-Nitroethyl)-1,3-dioxolane

Base Information

• Chemical Name: 2-(2-Nitroethyl)-1,3-dioxolane
• CAS No.: 82891-99-4
• Molecular Formula: C5H9 N O4
• Molecular Weight: 147.131
• Hs Code.: 29329990
• DSSTox Substance ID: DTXSID30447121
• Nikkaji Number: J329.368H
• Wikidata: Q72494688
• Mol file: 82891-99-4.mol

Synonyms:82891-99-4;2-(2-nitroethyl)-1,3-dioxolane;2-(2-Nitroethyl)[1,3]dioxolane;2-(2-nitro-ethyl)-[1,3]dioxolane;2-(2-Nitroethyl)-[1,3]dioxolane;MFCD00040621;1,3-Dioxolane, 2-(2-nitroethyl)-;AMY879;SCHEMBL1476006;DTXSID30447121;ZYXOSRQIZOOVTN-UHFFFAOYSA-N;AKOS006227597;GS-4141;SY033058;3-Nitropropionaldehyde ethylene glycol acetal;CS-0197446;FT-0641887;A840472;A847168;J-505681;2-[4-[(2-chloro-4-nitrophenyl)azo]-N-(2-cyanoethyl)anilino]ethylacetate;2-(2-Nitroethyl)-1,3-dioxolane

Chemical Property of 2-(2-Nitroethyl)-1,3-dioxolane

Chemical Property:

• Appearance/Colour: White powder
• Boiling Point: 68 °C(Press: 0.25 Torr)
• PKA: 8.47±0.58(Predicted)
• PSA: 64.28000
• Density: 1.214±0.06 g/cm3(Predicted)
• LogP: 0.54930
• Storage Temp.: Store below +30°C.
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Nitroethyl)[1,3]dioxolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)CC[N+](=O)[O-]

Technology Process of 2-(2-Nitroethyl)-1,3-dioxolane

There total 2 articles about 2-(2-Nitroethyl)-1,3-dioxolane 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: 76.0%

2-bromo-2-(2-ethyl)dioxolane (18742-02-4) → ethylene ketal of 3-nitropropanal (82891-99-4)

Guidance literature:

With Amberlite IR-900 (nitrite form); In benzene; at 20 ℃; for 36h;

DOI:10.1021/jo00142a008

Reference yield: 71.0%

3-nitropropionaldehyde (58657-26-4) + ethylene glycol (107-21-1) → ethylene ketal of 3-nitropropanal (82891-99-4)

Guidance literature:

toluene-4-sulfonic acid; In benzene; for 3.5h; Heating;

Reference yield: 85.0%

benzyl allyl ether (14593-43-2) + ethylene ketal of 3-nitropropanal (82891-99-4) → (5RS)-5-<(phenylmethoxy)methyl>-3-<(1,3-dioxolan-2-yl)methyl>-4,5-dihydroisoxazole (94371-02-5)

Guidance literature:

With phenyl isocyanate; triethylamine; In benzene; Ambient temperature;

DOI:10.1021/jo00206a010

upstream raw materials:

2-bromo-2-(2-ethyl)dioxolane

3-nitropropionaldehyde

ethylene glycol

Downstream raw materials:

(5RS)-5-<(phenylmethoxy)methyl>-3-<(1,3-dioxolan-2-yl)methyl>-4,5-dihydroisoxazole

2-[1,3]dioxolan-2-yl-ethylamine

5-(4-bromo-phenyl)-3-[1,3]dioxolan-2-ylmethyl-isoxazole

4-(3-[1,3]dioxolan-2-ylmethyl-isoxazol-5-yl)-benzoic acid methyl ester

Refernces

• 1、 Wang, Xiaohua,Yang, Liu,Xue, Pingping,Ruan, Jinlan. "Studies on synthesis of a novel, broad-spectrum antitumor compound 2-(1-hydroxy-4-oxo-cyclohexa-2, 5-dienyl)-pyran-4-one". . p. 39 - 42. Retrieved 2017/03/08.
• 2、 Yuan, Qianying,Liu, Ziwei,Xiong, Chaomei,Wu, Liqian,Wang, Jianping,Ruan, Jinlan. "A novel, broad-spectrum antitumor compound containing the 1-hydroxycyclohexa-2,5-dien-4-one group: The disclosure of a new antitumor pharmacophore in protoapigenone 1". scheme or table. p. 3427 - 3430. Retrieved 2011/07/07.