7-Norbornyl t-butyl ether

Base Information

• Chemical Name: 7-Norbornyl t-butyl ether
• CAS No.: 3391-07-9
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.279
• Hs Code.: 2909209000
• DSSTox Substance ID: DTXSID90187531
• Wikidata: Q72510596
• Mol file: 3391-07-9.mol

Synonyms:3391-07-9;7-Norbornyl t-butyl ether;7-(tert-butoxy)bicyclo[2.2.1]heptane;7-Norbornyl tert-butyl ether;7-tert-Butoxynorbornane;7-[(2-methylpropan-2-yl)oxy]bicyclo[2.2.1]heptane;DTXSID90187531;XFWPUNKKVHXJGD-UHFFFAOYSA-N;AKOS006272452;AKOS016014115;FT-0621475;FT-0621483;(1s,4s)-7-tert-butoxybicyclo[2.2.1]heptane;Bicyclo[2.2.1]hept-7-yl tert-butyl ether #

Chemical Property of 7-Norbornyl t-butyl ether

Chemical Property:

• Boiling Point: 200.1±8.0℃ (760 Torr)
• Flash Point: 66.9±14.2℃
• PSA: 9.23000
• Density: 0.92±0.1 g/cm3 (20 ºC 760 Torr)
• LogP: 2.99010
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 168.151415257
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98%Min ^*data from raw suppliers

7-(tert-Butoxy)bicyclo[2.2.1]heptane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC1C2CCC1CC2

Technology Process of 7-Norbornyl t-butyl ether

There total 3 articles about 7-Norbornyl t-butyl ether 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: 85.0%

7-tert-butoxynorbornadiene (877-06-5) → 7-tert.-Butoxy-norbornan (3391-07-9)

Guidance literature:

With hydrogen; palladium diacetate; pyrographite; In tetrahydrofuran; methanol; at 25 ℃; for 12h; under 760.051 Torr;

DOI:10.1002/chem.201001377

Reference yield:

2,3-dibromo-anti-7-tert-butoxynorbornane (82521-65-1) → 7-tert.-Butoxy-norbornan (3391-07-9) + 2-bromo-anti-7-tert-butoxynorbornene (82521-66-2)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 19h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1021/jo00140a026

Reference yield:

→ 7-tert.-Butoxy-norbornan (3391-07-9)

Guidance literature:

neben 7-anti-tert.-Butyloxy-norbornen-(2) u. wenig 7-syn-tert.-Butyloxy-norbornen-(2) aus 7-tert.-Butyloxy-norbornadien-(2.5) u. Diimid;

DOI:10.1021/ja00978a043

upstream raw materials:

7-tert-butoxynorbornadiene

2,3-dibromo-anti-7-tert-butoxynorbornane

Refernces

• 1、 Felpin, Francois-Xavier,Fouquet, Eric. "A useful, reliable and safer protocol for hydrogenation and the hydrogenolysis of o-benzyl groups: The in situ preparation of an active Pd 0/C catalyst with well-defined properties". supporting information; experimental part. p. 12440 - 12445. Retrieved 2011/01/05.
• 2、 Wilt, James W.,Curtis, Veronica A.,O-Yang, Counde. "Effect of Remote Substituents upon the Long-Range Aryl Migration and Electrocyclic Ring Opening of exo-3,3-Diaryltricyclo2,4>octan-anti-8-yl Tosylates in Solvolysis". . p. 3721 - 3730. Retrieved 2007/10/02.