181-15-7

Usage

Uses

Used in Pharmaceutical Industry:
Spiro[5.6]dodecane is used as a building block for the synthesis of various pharmaceuticals due to its unique structure and stability. It plays a crucial role in the development of new drugs with potential therapeutic applications.
Used in Fragrance Industry:
Spiro[5.6]dodecane is used as a building block for the synthesis of various fragrances. Its unique structure and stability make it a valuable molecule for creating new and innovative scents.
Used in Organic Synthesis:
Spiro[5.6]dodecane is used as a valuable molecule for organic synthesis due to its unique structure and stability. It serves as a key intermediate in the synthesis of various organic compounds.
Used in Chemical Industry:
Spiro[5.6]dodecane is used in the chemical industry for the development of new products and processes. Its unique structure and stability make it an important molecule for various applications in the field of chemistry.

InChI:InChI=1/C12H22/c1-2-5-9-12(8-4-1)10-6-3-7-11-12/h1-11H2

Upstream product

• 4728-90-9 spiro[5.6]dodecan-7-one 
• 4728-93-2 spiro<5.6>dodecan-7-one 
• 88288-30-6 spiro<5.6>dodecane-1,9-dione 
• 108-94-1 cyclohexanone 
• 2888-11-1 1,1'-bicyclohexane-1,1'-diol 
• 111-24-0 1,5-dibromo-pentane 
• 502-42-1 cycloheptanone 
• 88288-23-7 (1S*,6R*,7S*)-7-Hydroxytricyclo<5.3.2.0^1,6>dodecan-6-yl Acetate 
• 88314-93-6 (1S*,6R*,7S*)-6-Hydroxytricyclo<5.3.2.0^1,6>dodecan-7-yl Acetate 
• 88314-92-5 (1S*,6R*,7S*)-Tricyclo<5.3.2.0^1,6>dodecane-6,7-diol 
• 42540-18-1 <5.3.2>propellanone 
• 344447-87-6 C₁₆H₂₆S₄ 

Relevant academic research and scientific papers

Novel Acid-catalysed Rearrangement of - and -Propellanones

The reactions of the - and -propellanones (1) and (2) with toluene-p-sulphonic acid in acetic acid or sulphuric acid in aqueous tetrahydrofuran led to the tricyclo1,5>undecane derivatives (5) or (6) and the tricyclo1,6>dodecane derivatives (7) or (8), respectively, by a novel rearrangement.

Renewable high-density spiro-fuels from lignocellulose-derived cyclic ketones

Renewable high-density spiro-fuels are synthesized from lignocellulose-derived cyclic ketones for the first time, which show higher density, higher neat heat of combustion and lower freezing point compared with other biofuels synthesized from the same feedstock, and thus represent a new type of renewable high-density fuel attractive for practical applications.

Acid-Catalyzed Rearrangement of Propellanones

The acid-catalyzed rearrangement of propellanones (m = 3-5, n = 3,4) was studied to ascertain the effect of ring size on the mode of rearrangement.Propellanones 9 and 10, containing a five-membered cycloalkanone ring, did not rearrange.Propellanones containing a six- or seven-membered cycloalkanone ring (11-14) rearranged smoothly to cyclopentanones 17a, 18, and 19 in a nonnucleophilic medium.In the presence of a nucleophile, the course of the rearrangement depended on wether the third cycloalkane ring contained three, four, or five carbon atoms.Thus propellanones 11 and 14 rearranged to (1S*,5R*,6S*)-tricyclo1,5>undecane derivatives 20a,b and -tricyclo1,6>dodecane derivatives 22a and 23 by an unusual 1,2 alkyl shift of the central propellane bond followed by nuleophilic attack.The structures of 20a,b, 22a, and 23 were established by chemical transformations (Scheme II).The stereochemistry of methyl substituents on the cyclobutane ring of dimethylpropellanones 15 and 16 influenced the course of rearrangement in the presence of a nucleophile.