2-(4-Bromobutyl)-1,3-dioxolane

Base Information

• Chemical Name: 2-(4-Bromobutyl)-1,3-dioxolane
• CAS No.: 87227-41-6
• Molecular Formula: C7H13 Br O2
• Molecular Weight: 209.083
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40549241
• Nikkaji Number: J2.642.270A
• Wikidata: Q82428226
• Mol file: 87227-41-6.mol

Synonyms:2-(4-Bromobutyl)-1,3-dioxolane;87227-41-6;5-Bromovaleraldehyde Ethylene Acetal;2-(4-Bromo-butyl)-[1,3]dioxolane;MFCD02093454;SCHEMBL1061060;DTXSID40549241;UQTZEBQZCBQLAN-UHFFFAOYSA-N;CS-D0360;AKOS015840994;SB39241;AS-60068;SY052815;B2128;2-(4-Bromobutyl)-1,3-dioxolane, AldrichCPR;A862713

Chemical Property of 2-(4-Bromobutyl)-1,3-dioxolane

Chemical Property:

• Refractive Index: 1.473
• Boiling Point: 237.6±15.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.38
• LogP: 1.92450
• Storage Temp.: Refrigerator
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 208.00989
• Heavy Atom Count: 10
• Complexity: 81.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(4-Bromobutyl)-1,3-dioxolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)CCCCBr

Technology Process of 2-(4-Bromobutyl)-1,3-dioxolane

There total 5 articles about 2-(4-Bromobutyl)-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: 81.0%

5-bromopentanal (1191-30-6) + ethylene glycol (107-21-1) → 2-(4-bromobutyl)-1,3-dioxolane (87227-41-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 8h; Heating;

DOI:10.1021/jm00379a011

Reference yield:

5-bromopentan-1-nitrile (5414-21-1) → 2-(4-bromobutyl)-1,3-dioxolane (87227-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / 75percent HCOOH, Raney Ni / 6 h / 65 °C

2: 81 percent / p-CH₃-C₆H₄-SO₃H / benzene / 8 h / Heating

With formic acid; nickel; toluene-4-sulfonic acid; In benzene;

DOI:10.1021/jm00379a011

Reference yield:

5-bromopentan-1-ol (34626-51-2) → 2-(4-bromobutyl)-1,3-dioxolane (87227-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: PCC

2: (COOH)2

With oxalic acid; pyridinium chlorochromate;

upstream raw materials:

5-bromopentanal

ethylene glycol

5-bromopentan-1-nitrile

5-bromopentan-1-ol

Downstream raw materials:

5-valeraldehyde ethylene acetal

4-phenyl-1-(2,5-dioxacyclopentyl)butane

Refernces

• 1、 Liu, Jian-Hua,Jin, Yi,Long, Ya-Qiu. "Synthesis of the C5-C30 fragment of cyclodidemniserinol trisulfate via I2-mediated deprotection and ring closure tandem reaction". experimental part. p. 1267 - 1273. Retrieved 2010/04/02.
• 2、 Keinan,Sahai,Shvily. "Diiodosilane. 4. Direct reduction of ketals and acetals in the presence of unprotected carbonyls. A case of inverted chemoselectivity". . p. 641 - 643. Retrieved 2007/10/02.