Spiro[1,3-benzodioxole-2,1'-cyclohexane]

Base Information

• Chemical Name: Spiro[1,3-benzodioxole-2,1'-cyclohexane]
• CAS No.: 182-55-8
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Hs Code.: 2932999099
• European Community (EC) Number: 205-873-3
• NSC Number: 25097
• UNII: N979VA5PEP
• DSSTox Substance ID: DTXSID5059749
• Nikkaji Number: J193.668I
• Wikidata: Q81988949
• Mol file: 182-55-8.mol

Synonyms:Spiro[1,3-benzodioxole-2,1'-cyclohexane];182-55-8;Spiro(1,3-benzodioxole-2,1'-cyclohexane);N979VA5PEP;Spiro[1,3-benzodioxole-2,1/'-cyclohexane];EINECS 205-873-3;NSC 25097;NSC-25097;AI3-06452;NSC25097;Spiro[1,1'-cyclohexane];UNII-N979VA5PEP;SCHEMBL368479;DTXSID5059749;HMS1783O19;2,2-Pentamethylene-1,3-benzodioxole;AKOS003367965;FT-0740686;spiro[1,3-benzodioxole-2,1\'-cyclohexane];spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane];Z56926529

Chemical Property of Spiro[1,3-benzodioxole-2,1'-cyclohexane]

Chemical Property:

• Boiling Point: 284.6 °C at 760 mmHg
• Flash Point: 131.7 °C
• PSA: 18.46000
• Density: 1.16 g/cm³
• LogP: 3.11820
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)OC3=CC=CC=C3O2

Technology Process of Spiro[1,3-benzodioxole-2,1'-cyclohexane]

There total 5 articles about Spiro[1,3-benzodioxole-2,1'-cyclohexane] 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: 98.1%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane] (182-55-8)

Guidance literature:

With Cu(II) impregnated sulfated MCM-41; In toluene; benzene; for 1h; Reflux;

DOI:10.1080/15533174.2010.538018

Reference yield: 75.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + (3R,4S)-4-((S)-3-Benzyl-1-oxa-4-aza-spiro[4.5]decane-4-sulfonyl)-3-trifluoromethyl-cyclohexanone (220350-18-5) → spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane] (182-55-8) + (1S,4S,7S,8R)-4-Benzyl-8-trifluoromethyl-2-oxa-6-thia-5-aza-tricyclo[5.2.2.01,5]undecane 6,6-dioxide

Guidance literature:

toluene-4-sulfonic acid; In benzene; Heating;

DOI:10.3987/COM-98-S(H)26

Reference yield: 4.0%

cis-2-(2-hydroxyphenoxy)-1-mesyloxycyclohexane (119657-54-4) → trans-1,2,3,4,4a,10a-hexahydrodibenzo<1,4>dioxin (75768-17-1) + spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane] (182-55-8)

Guidance literature:

With sodium methylate; In methanol; for 2h; Heating;

upstream raw materials:

cyclohexanone

benzene-1,2-diol

cis-2-(2-hydroxyphenoxy)-1-mesyloxycyclohexane

(3R,4S)-4-((S)-3-Benzyl-1-oxa-4-aza-spiro[4.5]decane-4-sulfonyl)-3-trifluoromethyl-cyclohexanone

Downstream raw materials:

3-Dodecyl-brenzcatechin

cyclohexanol

phenol

3,6-Didodecylbrenzcatechin

Refernces

• 1、 -. "PROCESS FOR PRODUCTION OF HYDROXYTYROSOL USING ORGANOMETALLIC COMPOUNDS". Page/Page column 16-17. . Retrieved 2012/02/02.
• 2、 Pingali, Subramanya R.K.,Jursic, Branko S.. "Microwave-assisted synthesis of 1,3-benzodioxole derivatives from catechol and ketones or aldehydes". experimental part. p. 4371 - 4374. Retrieved 2011/09/19.