1-Isopropenyladamantane

Base Information

• Chemical Name: 1-Isopropenyladamantane
• CAS No.: 773-33-1
• Molecular Formula: C₁₃H₂₀
• Molecular Weight: 176.302
• DSSTox Substance ID: DTXSID70379790
• Nikkaji Number: J1.824.605H
• Wikidata: Q82169750
• Mol file: 773-33-1.mol

Synonyms:1-isopropenyladamantane;773-33-1;2-(1-adamantyl)propene;DTXSID70379790;IATJIZFUHGLZBF-UHFFFAOYSA-N;AKOS006345014;AKOS009158034

Chemical Property of 1-Isopropenyladamantane

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 176.156500638
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C12CC3CC(C1)CC(C3)C2

Technology Process of 1-Isopropenyladamantane

There total 1 articles about 1-Isopropenyladamantane 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:

2-nitropropane (79-46-9) + 1-iodoadamantane (768-93-4) → adamantane (281-23-2) + 2-(1-adamantyl)propane (773-32-0) + adamantyl isopropene (773-33-1)

Guidance literature:

With potassium tert-butylate; acetone; In dimethyl sulfoxide; for 6h; UV-irradiation;

DOI:10.1039/b418305c

Reference yield: 90.0%

adamantyl isopropene (773-33-1) + N,N-dibenzyl-O-benzoylhydroxylamine (52742-32-2) → (S)-2-((3S,5S,7S)-adamantan-1-yl)-N,N-dibenzylpropan-1-amine

Guidance literature:

With diethoxymethylane; (R)-DTBM-SEGPHOS; copper diacetate; In tetrahydrofuran; at 40 ℃; for 36h; enantioselective reaction; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/ja509786v

Reference yield: 74.0%

adamantyl isopropene (773-33-1) + diphenyldisulfane (882-33-7) → (1s,3s)-adamantan-1-yl(phenyl)sulfide (88459-01-2)

Guidance literature:

adamantyl isopropene; With ozone; In methanol; at -78 ℃;

diphenyldisulfane; In methanol; at -78 - 0 ℃; for 0.166667h; Inert atmosphere;

With ferrous(II) sulfate heptahydrate; In methanol; water; at 0 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03186

upstream raw materials:

2-nitropropane

1-iodoadamantane

Downstream raw materials:

5-adamantan-1-yl-5-methyl-3-phenyl-4,5-dihydro-isoxazole

5-adamantan-1-yl-5-methyl-3-(4-nitro-phenyl)-4,5-dihydro-isoxazole

benzyloxycarbonyl-L-leucine benzyl ester

benzyloxycarbonyl-L-leucine 2-(1-adamantyl)-2-propyl ester