2,2-Dimethylhex-5-yn-3-ol

Base Information

• Chemical Name: 2,2-Dimethylhex-5-yn-3-ol
• CAS No.: 53723-35-6
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.199
• DSSTox Substance ID: DTXSID001312282
• Nikkaji Number: J1.266.319F
• Mol file: 53723-35-6.mol

Synonyms:2,2-dimethylhex-5-yn-3-ol;53723-35-6;5,5-dimethyl-1-hexyn-4-ol;2,2-Dimethyl-5-hexyn-3-ol;SCHEMBL8427040;LXTKFMYMEUWRJA-UHFFFAOYSA-N;DTXSID001312282;AKOS011517572;CS-0233710;EN300-135563;Z969111588

Chemical Property of 2,2-Dimethylhex-5-yn-3-ol

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(CC#C)O

Technology Process of 2,2-Dimethylhex-5-yn-3-ol

There total 3 articles about 2,2-Dimethylhex-5-yn-3-ol 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:

allenyltributylstannane (53915-69-8) + pivalaldehyde (630-19-3) → (+/-)-2,2-dimethyl-5-hexyn-3-ol (53723-35-6) + 2,2-dimethyl-4,5-hexadien-3-ol (52547-77-0)

Guidance literature:

With methyllithium; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1) THF, -95 deg C, 10 min 2) -95 deg C, 20 min;

DOI:10.1021/jo00289a013

Reference yield:

(+/-)-B-allenyl-10-trimethylsilyl-9-borabicyclo[3.3.2]decane (848617-96-9) + rac-pseudoephedrine (90-82-4,299-42-3,321-97-1,321-98-2,4125-58-0,34783-90-9,38732-95-5,53214-57-6,90-81-3,7009-81-6,90-83-5,6912-63-6) + pivalaldehyde (630-19-3) → Methyl-[(1R,2R)-1-methyl-2-phenyl-2-((R)-10-trimethylsilanyl-9-bora-bicyclo[3.3.2]dec-9-yloxy)-ethyl]-amine + (+/-)-2,2-dimethyl-5-hexyn-3-ol (53723-35-6)

Guidance literature:

(+/-)-B-allenyl-10-trimethylsilyl-9-borabicyclo[3.3.2]decane; pivalaldehyde; In diethyl ether; at -78 ℃;

rac-pseudoephedrine; In acetonitrile; for 4h; Heating;

DOI:10.1021/ol0476164

Reference yield:

(10S)-B-allenyl-10-trimethylsilyl-9-borabocyclo[3.3.2]decane (848617-98-1) + pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) + pivalaldehyde (630-19-3) → Methyl-[(1S,2S)-1-methyl-2-phenyl-2-((S)-10-trimethylsilanyl-9-bora-bicyclo[3.3.2]dec-9-yloxy)-ethyl]-amine + (+)-(R)-2,2-dimethyl-5-hexyn-3-ol (53723-35-6,83816-44-8,133869-23-5,124601-02-1) + (-)-(S)-2,2-dimethyl-5-hexyn-3-ol (83816-44-8)

Guidance literature:

(10S)-B-allenyl-10-trimethylsilyl-9-borabocyclo[3.3.2]decane; pivalaldehyde; In diethyl ether; at -78 ℃;

pseudoephedrine; In acetonitrile; for 4h; Title compound not separated from byproducts; Heating;

DOI:10.1021/ol0476164

upstream raw materials:

allenyltributylstannane

pivalaldehyde

(+/-)-B-allenyl-10-trimethylsilyl-9-borabicyclo[3.3.2]decane

rac-pseudoephedrine