Bicyclo[2.2.1]heptane-2,7-diol

Base Information

• Chemical Name: Bicyclo[2.2.1]heptane-2,7-diol
• CAS No.: 5888-34-6
• Molecular Formula: C7H12 O2
• Molecular Weight: 128.171
• European Community (EC) Number: 227-562-1
• DSSTox Substance ID: DTXSID80875692
• Nikkaji Number: J218.122C
• Mol file: 5888-34-6.mol

Synonyms:bicyclo[2.2.1]heptane-2,7-diol;5888-34-6;EINECS 227-562-1;Bicyclo(2.2.1)heptane-2,7-diol;2,7-norbornanediol;SCHEMBL241062;DTXSID80875692

Chemical Property of Bicyclo[2.2.1]heptane-2,7-diol

Chemical Property:

• Vapor Pressure: 0.000114mmHg at 25°C
• Boiling Point: 300°C at 760 mmHg
• Flash Point: 153.6°C
• PSA: 40.46000
• Density: 1.292g/cm³
• LogP: 0.13810
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(CC1C2O)O

Technology Process of Bicyclo[2.2.1]heptane-2,7-diol

There total 23 articles about Bicyclo[2.2.1]heptane-2,7-diol 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: 86.0%

exo-2,3-epoxynorbornane (844874-18-6) → (2RS,7SR)-bicyclo<2.2.1>heptane-2,7-diol (5888-34-6,17289-99-5,17366-25-5,34299-94-0,34299-95-1,129760-86-7,129760-87-8,129830-63-3,129830-64-4,129830-65-5,129830-66-6)

Guidance literature:

With dipotassium peroxodisulfate; ruthenium trichloride; In tetrachloromethane; acetonitrile; at 60 ℃; for 48h; and H₂O;

DOI:10.1016/S0040-4039(00)88751-1

Reference yield: 25.0%

norborn-2-ene (498-66-8) → (2RS,7SR)-bicyclo<2.2.1>heptane-2,7-diol (5888-34-6,17289-99-5,17366-25-5,34299-94-0,34299-95-1,129760-86-7,129760-87-8,129830-63-3,129830-64-4,129830-65-5,129830-66-6) + (2RS,7RS)-bicyclo<2.2.1>heptane-2,7-diol (5888-34-6,17289-99-5,17366-25-5,34299-94-0,34299-95-1,129760-86-7,129760-87-8,129830-63-3,129830-64-4,129830-65-5,129830-66-6)

Guidance literature:

With sodium hydroxide; formic acid; dihydrogen peroxide; Yield given. Multistep reaction; 1) 40 - 45 deg C, 3 h, 2) r.t., 12 h;

DOI:10.1246/bcsj.63.1010

Reference yield: 25.0%

norborn-2-ene (498-66-8) → (2RS,7SR)-bicyclo<2.2.1>heptane-2,7-diol (5888-34-6,17289-99-5,17366-25-5,34299-94-0,34299-95-1,129760-86-7,129760-87-8,129830-63-3,129830-64-4,129830-65-5,129830-66-6) + (2RS,7RS)-bicyclo<2.2.1>heptane-2,7-diol (5888-34-6,17289-99-5,17366-25-5,34299-94-0,34299-95-1,129760-86-7,129760-87-8,129830-63-3,129830-64-4,129830-65-5,129830-66-6)

Guidance literature:

With sodium hydroxide; formic acid; dihydrogen peroxide; Yield given. Multistep reaction; 1) 40 - 45 deg C, 3 h, 2) r.t., 12 h;

DOI:10.1246/bcsj.63.1010

upstream raw materials:

norborn-2-ene

norbornene

2-exo-bromonorbornan-7-syn-ol

(2RS,7SR)-2,7-diacetoxybicyclo<2.2.1>heptane

Downstream raw materials:

(+/-)-2exo,7syn-bis-benzoyloxy-norbornane

(2RS,7RS)-2,7-diacetoxybicyclo<2.2.1>heptane

butane-1,2,4-tricarboxylic acid

succinic acid

Refernces

• 1、 ?elik, Murat,Alp, Cemalettin,Co?kun, Betül,Gültekin, M. Serdar,Balci, Metin. "Synthesis of diols using the hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate)". . p. 3659 - 3663. Retrieved 2007/10/03.
• 2、 Naemura,Takahashi,Tanaka,Ueno,Chikamatsu. "Enzyme-catalyzed enantioselective and regioselective hydrolyses of (2RS,7RSR)-2,7-diacetoxybicyclo[2.2.1]heptane and (2RS,7RS)-2,7-diacetoxybicyclo[2.2.1]heptane". . p. 1010 - 1014. Retrieved 2007/10/02.