1,4-Dioxaspiro[4.5]decane

Base Information

• Chemical Name: 1,4-Dioxaspiro[4.5]decane
• CAS No.: 177-10-6
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 2932990090
• European Community (EC) Number: 205-867-0
• NSC Number: 87562
• UNII: YY2BN9VJ8R
• DSSTox Substance ID: DTXSID20170234
• Nikkaji Number: J42.120K
• Wikidata: Q83040130
• Mol file: 177-10-6.mol

Synonyms:1,4-Dioxaspiro[4.5]decane;177-10-6;2,2-PENTAMETHYLENE-1,3-DIOXOLANE;Cyclohexanone ethylene ketal;Cyclohexanone ethylene acetal;1,4-Dioxaspiro(4.5)decane;(Ethylenedioxy)cyclohexane;EINECS 205-867-0;Spiro(cyclohexane-1,2'-(1,3)dioxolane);AI3-22536;NSC 87562;YY2BN9VJ8R;BRN 0104573;MFCD00005409;NSC-87562;5-19-01-00222 (Beilstein Handbook Reference);Spiro[cyclohexane-1,2'-[1,3]dioxolane];UNII-YY2BN9VJ8R;Cyclohexanone ethlyene ketal;SCHEMBL60409;1,4-dioxa-spiro[4,5]decan;1,4-dioxa-spiro[4,5]decane;1,4-dioxa-spiro[4.5]decane;1,4-dioxaspiro[4,5]-decane;DTXSID20170234;Spiro[cyclohexane-1,3]dioxolane];WLN: T5OXOTJ B-& AL6XTJ;NSC87562;AKOS015906440;AB89980;s10583;CS-11870;LS-62392;SY032073;CS-0155307;FT-0631857;A812235

Chemical Property of 1,4-Dioxaspiro[4.5]decane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.03mmHg at 25°C
• Melting Point: 176-180 °C
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 184 °C at 760 mmHg
• Flash Point: 68.9 °C
• PSA: 18.46000
• Density: 1.04 g/cm³
• LogP: 1.69360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99%, ^*data from raw suppliers

1,4-Dioxaspiro[4.5]decane ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)OCCO2

Technology Process of 1,4-Dioxaspiro[4.5]decane

There total 28 articles about 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: 100.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + ethylene glycol (107-21-1) → 1,3-dioxolane-2-spirocyclohexane (177-10-6)

Guidance literature:

With zeolite HSZ-360; In toluene; for 3h; Heating;

DOI:10.1016/S0040-4039(97)10831-0

Reference yield: 98.0%

cyclohexenone (930-68-7) + ethylene glycol (107-21-1) → 1,3-dioxolane-2-spirocyclohexane (177-10-6)

Guidance literature:

With triethylsilane; palladium dichloride; tricyclohexylphosphine; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1002/chem.201100655

Reference yield: 96.0%

2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane (7381-30-8) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1,3-dioxolane-2-spirocyclohexane (177-10-6)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 4h;

DOI:10.1016/S0040-4039(00)74575-8

upstream raw materials:

cyclohexanone

toluene-4-sulfonic acid

ethylene glycol

benzene

Downstream raw materials:

methyl heptanoate

6-(2,4,5-Tricyano-phenyl)-hexanoic acid methyl ester

6-[2,4-Dicyano-5-(5-methoxycarbonyl-pentyl)-phenyl]-hexanoic acid methyl ester

6-[2,5-Dicyano-4-(5-methoxycarbonyl-pentyl)-phenyl]-hexanoic acid methyl ester

Refernces

• 1、 Wang, Wei,Zhuang, Xin,Zhao, Qingfei,Wan, Ying. "Self-assembly synthesis of a high-content sulfonic acid group functionalized ordered mesoporous polymer-based solid as a stable and highly active acid catalyst". . p. 15874 - 15886. Retrieved 2012.
• 2、 Kalita, Dipok J.,Borah, Ruli,Sarma, Jadab C.. "A new selective catalytic acetalization method promoted by microwave irradiation". . p. 4573 - 4574. Retrieved 1998.
• 3、 Li, Ruiyun,Song, Heyuan,Wang, Guoqin,Chen, Jing. "Efficient and reusable SBA-15-immobilized Br?nsted acidic ionic liquid for the ketalization of cyclohexanone with glycol". . p. 7179 - 7185. Retrieved 2018.
• 4、 Xu, Li,Lu, Ying,Huang, Liping,Li, Xiaohui,Wang, Shuang,Zhang, Zhong,Liu, Shuxia. "Synthesis and properties of a POM-based trinuclear copper(II) triazole framework". . p. 2034 - 2040. Retrieved 2018.
• 5、 Ma, Hong-Xin,Du, Jing,Zhu, Zai-Ming,Lu, Ting,Su, Fang,Zhang, Lan-Cui. "Controllable assembly, characterization and catalytic properties of a new Strandberg-type organophosphotungstate". . p. 1631 - 1637. Retrieved 2016.
• 6、 Du, Jing,Cao, Mei-Da,Zhu, Zai-Ming,Su, Fang,Zhang, Lan-Cui. "Synthesis and catalytic activities of two new extended Preyssler–type tungstophosphates with different cavity centers". . p. 119 - 123. Retrieved 2016.
• 7、 Sang, Xiao-Jing,Feng, Shu-Li,Lu, Ying,Zhang, Yue-Xian,Su, Fang,Zhang, Lan-Cui,Zhu, Zai-Ming. "A new hexamolybdate-based coppera€“2,2a€2-biimidazole coordination polymer serving as an acid catalyst and support for enzyme immobilization". . p. 1362 - 1369. Retrieved 2018.
• 8、 Erigoni, Andrea,Paul, Geo,Meazza, Marta,Hernández-Soto, María Consuelo,Miletto, Ivana,Rios, Ramon,Segarra, Candela,Marchese, Leonardo,Raja, Robert,Rey, Fernando,Gianotti, Enrica,Díaz, Urbano. "Acid properties of organosiliceous hybrid materials based on pendant (fluoro)aryl-sulfonic groups through a spectroscopic study with probe molecules". . p. 6308 - 6317. Retrieved 2019.
• 9、 Cheng, Shengxian,Feng, Weijin,Gao, Wenpei,He, Jun,Hu, Jieying,Pan, Xiaoqing,Tieu, Peter,Xu, Zhengtao. "Crystallinity after decarboxylation of a metal-carboxylate framework: indestructible porosity for catalysis". . p. 11902 - 11910. Retrieved 2020/09/21.
• 10、 Shi, Yingxia,Liang, Xuezheng. "Robust acidic pseudo-ionic liquid catalyst with self-separation ability for esterification and acetalization". . p. 1413 - 1421. Retrieved 2019/05/04.