Hexahydro-2,5-methanopentalene-3a(1H)-methanol

Base Information

• Chemical Name: Hexahydro-2,5-methanopentalene-3a(1H)-methanol
• CAS No.: 17471-43-1
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2912299000
• Mol file: 17471-43-1.mol

Synonyms:3-Noradamantanemethyl alcohol; 3-Hydroxymethylnoradamantane; Hexahydro-2,5-methanopentalene-3a(1H)-methanol

Chemical Property of Hexahydro-2,5-methanopentalene-3a(1H)-methanol

Chemical Property:

• Melting Point: 146℃
• Boiling Point: 245 ºC
• Flash Point: 114 ºC
• PSA: 20.23000
• Density: 1.127
• LogP: 2.19510

Purity/Quality:

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

3-NORADAMANTANEMETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Hexahydro-2,5-methanopentalene-3a(1H)-methanol

There total 9 articles about Hexahydro-2,5-methanopentalene-3a(1H)-methanol 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%

3-noradamantanecarboxylic acid (16200-53-6) → 3-noradamantane-methanol (17471-43-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1021/jp010907z

Reference yield: 78.0%

methyl tricyclo[3.3.1.0(3,7)]nonane-3-carboxylate (160943-32-8) → 3-noradamantane-methanol (17471-43-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.08333h;

Reference yield:

methanol (67-56-1) + 3-noradamantylmethoxychlorocarbene → 1-chloroadamantane (935-56-8) + 1-methoxyadamantane (6221-74-5) + 3-noradamantane-methanol (17471-43-1) + 7a-methoxy-octahydro-2,5-methano-indene

Guidance literature:

In 1,2-dichloro-ethane; at 25 ℃; for 1h; Further Variations:; Solvents; Product distribution; Photolysis;

DOI:10.1021/ja040146o

upstream raw materials:

tricyclo<3.3.1.0^3,7>nonane-3-carbaldehyde

3-Homoadamantyl Acetat

3-noradamantanecarboxylic acid

methanol

Refernces

• 1、 Moss, Robert A.,Zheng, Fengmei,Fede, Jean-Marie,Sauers, Ronald R.. "The carbene fragmentation - Ring expansion route to bridgehead carbocations". . p. 2341 - 2344. Retrieved 2002.
• 2、 Adams,B.L.,Kovacic,P.. "-". . p. 2829 - 2835. Retrieved 1975.
• 3、 Hare, Stephanie R.,Orman, Marina,Dewan, Faizunnahar,Dalchand, Elizabeth,Buzard, Camilla,Ahmed, Sadia,Tolentino, Julia C.,Sethi, Ulweena,Terlizzi, Kelly,Houferak, Camille,Stein, Aliza M.,Stedronsky, Alexandra,Thamattoor, Dasan M.,Tantillo, Dean J.,Merrer, Dina C.. "Experimental and Computational Mechanistic Investigation of Chlorocarbene Additions to Bridgehead Carbene-Anti-Bredt Systems: Noradamantylcarbene-Adamantene and Adamantylcarbene-Homoadamantene". . p. 5049 - 5065. Retrieved 2015/06/02.