6-Bromo-1,4-dioxaspiro[4.5]decane

Base Information

• Chemical Name: 6-Bromo-1,4-dioxaspiro[4.5]decane
• CAS No.: 1728-15-0
• Molecular Formula: C8H13BrO2
• Molecular Weight: 221.094
• Hs Code.: 2932999099
• European Community (EC) Number: 653-501-7
• DSSTox Substance ID: DTXSID70403064
• Nikkaji Number: J1.722.329A
• Mol file: 1728-15-0.mol

Synonyms:6-bromo-1,4-dioxaspiro[4.5]decane;1728-15-0;1,4-Dioxaspiro[4.5]decane, 6-bromo-;DTXSID70403064;HIZCXYHMIUSAOV-UHFFFAOYSA-N;AKOS015836054;CS-0448371;FT-0685795;W-206037

Chemical Property of 6-Bromo-1,4-dioxaspiro[4.5]decane

Chemical Property:

• Vapor Pressure: 0.0123mmHg at 25°C
• Boiling Point: 269oC at 760 mmHg
• Flash Point: 119.1oC
• PSA: 18.46000
• Density: 1.46g/cm3
• LogP: 2.06700
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 220.00989
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

98%min ^*data from raw suppliers

6-BROMO-1,3-DIOXASPIRO(4.5)DECANE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2(C(C1)Br)OCCO2

Technology Process of 6-Bromo-1,4-dioxaspiro[4.5]decane

There total 9 articles about 6-Bromo-1,4-dioxaspiro[4.5]decane 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: 99.0%

ethylene glycol (107-21-1) + cyclohexanol (108-93-0) → (R,S)-6-bromo-1,4-dioxaspiro<4.5>decane (1728-15-0)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; at 20 ℃; for 24h; Reagent/catalyst;

DOI:10.1080/00397911.2017.1378681

Reference yield: 97.0%

2-bromocyclohexanone (1056477-06-5,822-85-5) + 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane (7381-30-8) → (R,S)-6-bromo-1,4-dioxaspiro<4.5>decane (1728-15-0)

Guidance literature:

With Nafion-TMS; In chloroform; for 21h; Heating;

DOI:10.1002/1615-4169(200201)344:1<57::AID-ADSC57>3.0.CO;2-0

Reference yield: 96.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + ethylene glycol (107-21-1) → (R,S)-6-bromo-1,4-dioxaspiro<4.5>decane (1728-15-0)

Guidance literature:

With N-Bromosuccinimide; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2016.05.064

upstream raw materials:

1,3-dioxolane-2-spirocyclohexane

cyclohexanone

ethylene glycol

2-bromocyclohexanone

Downstream raw materials:

2-<(cyclohex-1-enyl)oxy>ethanol

(+)-(R)-4-hydroxycyclohex-2-enone

2-(1-cyclohexen-1-yloxy)ethyl benzoate

cyclohexenone

Refernces

• 1、 Carlson, Rolf,Gautun, Hanna,Westerlund, Andreas. "A Convenient Procedure for the Synthesis of Acetals from α-Halo Ketones". . p. 57 - 60. Retrieved 2002.
• 2、 Zheng, Zubiao,Han, Bingbing,Wu, Fang,Shi, Tengfei,Liu, Jie,Zhang, Yong,Hao, Jialong. "One-step for the preparation of α-haloacetal of ketones with N-bromosuccinimide/N-chlorosuccinimide (NBS/NCS) and ethylene glycol". . p. 7738 - 7743. Retrieved 2016/11/17.