1,4-DIHYDRO-1,4-METHANONAPHTHALENE-5,8-DIOL DIACETATE

Base Information

• Chemical Name: 1,4-DIHYDRO-1,4-METHANONAPHTHALENE-5,8-DIOL DIACETATE
• CAS No.: 7213-65-2
• Molecular Formula: C15H14 O4
• Molecular Weight: 258.27
• Mol file: 7213-65-2.mol

Synonyms:1,4-Methanonaphthalene-5,8-diol,1,4-dihydro-, diacetate (6CI,7CI,8CI,9CI); NSC 108092

Chemical Property of 1,4-DIHYDRO-1,4-METHANONAPHTHALENE-5,8-DIOL DIACETATE

Chemical Property:

• Vapor Pressure: 7.23E-05mmHg at 25°C
• Melting Point: 106-108 °C(lit.)
• Boiling Point: 343°C at 760 mmHg
• Flash Point: 167.7°C
• PSA: 52.60000
• Density: 1.268g/cm³
• LogP: 2.67790

Purity/Quality:

99%min ^*data from raw suppliers

3',6'-DIACETOXY-BENZONORBORNADIENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 1,4-DIHYDRO-1,4-METHANONAPHTHALENE-5,8-DIOL DIACETATE

There total 7 articles about 1,4-DIHYDRO-1,4-METHANONAPHTHALENE-5,8-DIOL DIACETATE 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: 75.0%

norbornenoquinone (51175-59-8) + acetic anhydride (108-24-7) → 5,8-diacetoxy-1,4-dihydro-1,4-methylenonaphthalene (7213-65-2)

Guidance literature:

With pyridine; at 20 ℃; for 168h;

DOI:10.1002/chem.200204619

Reference yield:

acetic anhydride (108-24-7) → 5,8-diacetoxy-1,4-dihydro-1,4-methylenonaphthalene (7213-65-2)

Guidance literature:

With hydrogenchloride; acetic acid;

DOI:10.1021/jo01352a002

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 5,8-diacetoxy-1,4-dihydro-1,4-methylenonaphthalene (7213-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / ethanol / 0 °C

2: 75 percent / pyridine / 168 h / 20 °C

With pyridine; In ethanol;

DOI:10.1002/chem.200204619

upstream raw materials:

(4arH.8acH)-1.2.3.4.4a.8a-hexahydro-1c.4c-methano-naphthalene-quinone-(5.8)

acetic anhydride

1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione

norbornenoquinone

Downstream raw materials:

p-dihydroxybenzonorbornadiene

8,11-dimethoxybenzonorbornadiene

(+/-)-4-nitro-benzoic acid-(3c,5,8-trimethoxy-1,2,3,4-tetrahydro-1r,4c-methano-naphthalen-2t-yl ester)

C₂₈H₂₇NO₈

Refernces

• 1、 Rathore, Rajendra,Abdelwahed, Sameh H.. "Soluble cycloannulated tetroxa[8]circulane derivatives: Synthesis, optical and electrochemical properties, and generation of their robust cation-radical salts". . p. 5267 - 5270. Retrieved 2007/10/03.
• 2、 Singh, Ashok Kumar,Yadav, Sudha. "Stereochemical assignments by PMR spectroscopy: Methoxybromination in norbornene systems". . p. 486 - 489. Retrieved 2007/10/02.