(E)-2-(3,3-Dimethylbicyclo[2.2.1]hept-2-ylidene)ethyl acetate

Base Information

• Chemical Name: (E)-2-(3,3-Dimethylbicyclo[2.2.1]hept-2-ylidene)ethyl acetate
• CAS No.: 58437-69-7
• Molecular Formula: C13H20 O2
• Molecular Weight: 208.301
• European Community (EC) Number: 218-754-6,261-250-6
• DSSTox Substance ID: DTXSID801153597
• Nikkaji Number: J296.935A,J299.187J
• Mol file: 58437-69-7.mol

Synonyms:(E)-2-(3,3-DIMETHYLBICYCLO[2.2.1]HEPT-2-YLIDENE)ETHYL ACETATE;58437-69-7;[(2E)-2-(3,3-dimethyl-2-bicyclo[2.2.1]heptanylidene)ethyl] acetate;2226-03-1;(E)-2-(3,3-Dimethylbicyclo(2.2.1)hept-2-ylidene)ethyl acetate;Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, acetate, (E)-;(E) - 2 - (3,3 - dimethylbicyclo(2.2.1)hept - 2 - ylidene)ethyl acetate;DTXSID801153597;2-(3,3-Dimethylbicyclo[2.2.1]heptan-2-ylidene)ethanol acetate;Ethanol, 2-(3,3-dimethylbicyclo[2.2.1]hept-2-ylidene)-, acetate, (2E)-;Acetic acid (E)-2-(3,3-dimethylbicyclo[2.2.1]heptan-2-ylidene)ethyl ester

Chemical Property of (E)-2-(3,3-Dimethylbicyclo[2.2.1]hept-2-ylidene)ethyl acetate

Chemical Property:

• Vapor Pressure: 0.00613mmHg at 25°C
• Boiling Point: 272.3°Cat760mmHg
• Flash Point: 103.1°C
• PSA: 26.30000
• Density: 1.055g/cm³
• LogP: 2.93200
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 208.146329876
• Heavy Atom Count: 15
• Complexity: 302

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC=C1C2CCC(C2)C1(C)C
• Isomeric SMILES: CC(=O)OC/C=C/1\C2CCC(C2)C1(C)C

Technology Process of (E)-2-(3,3-Dimethylbicyclo[2.2.1]hept-2-ylidene)ethyl acetate

There total 3 articles about (E)-2-(3,3-Dimethylbicyclo[2.2.1]hept-2-ylidene)ethyl acetate 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: 63.0%

camphene (79-92-5) + acetic acid (64-19-7,77671-22-8) → (E)-ω-Acetoxymethylcamphene (58437-69-7)

Guidance literature:

for 24h; Heating;

Reference yield: 20.0%

camphene (79-92-5) + manganese(II) acetate (638-38-0,993-02-2,2180-18-9,15411-95-7,22981-23-3,27004-39-3) → (E)-ω-Acetoxymethylcamphene (58437-69-7)

Guidance literature:

With potassium permanganate; potassium acetate; acetic anhydride; In acetic acid; at 150 ℃; for 1.5h;

Reference yield:

(+)-camphene (79-92-5) → (+)(1R)-2,2-dimethyl-3-(2-acetoxy-ethylidene)-norbornane (2226-03-1,22485-73-0,58437-69-7,58437-70-0,116947-99-0)

Guidance literature:

DOI:10.1021/ja01255a036

upstream raw materials:

camphene

acetic acid

manganese(II) acetate

(+)-camphene

Downstream raw materials:

1-(3,3-dimethylbicyclo[2.2.1]heptan-2-yl)ethanone

(E)-ω-Hydroxymethylcamphene

Refernces

• 1、 Goudgaon, N. M.,Nayak, U. R.. "Ectocyclic Methylene-Manganic Acetate Reaction: A Comparative Study with Camphene/Longifolene". . p. 955 - 956. Retrieved 2007/10/02.