1-Pentyn-3-ol, 3,4,4-trimethyl-, (S)-

Base Information

• Chemical Name: 1-Pentyn-3-ol, 3,4,4-trimethyl-, (S)-
• CAS No.: 38484-41-2
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• DSSTox Substance ID: DTXSID60426464
• Nikkaji Number: J78.270J
• Wikidata: Q82239374
• Mol file: 38484-41-2.mol

Synonyms:1-Pentyn-3-ol, 3,4,4-trimethyl-, (S)-;38484-41-2;DTXSID60426464;[S,(?)]-3,4,4-Trimethyl-1-pentyne-3-ol

Chemical Property of 1-Pentyn-3-ol, 3,4,4-trimethyl-, (S)-

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(C)(C#C)O
• Isomeric SMILES: C[C@@](C#C)(C(C)(C)C)O

Technology Process of 1-Pentyn-3-ol, 3,4,4-trimethyl-, (S)-

There total 18 articles about 1-Pentyn-3-ol, 3,4,4-trimethyl-, (S)- 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: 90.0%

3,3-dimethyl-butan-2-one (75-97-8) + acetylene (74-86-2,25067-58-7) → 3,4,4-trimethylpent-1-yn-3-ol (38484-41-2,38484-42-3,104758-84-1,993-53-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 10 - 15 ℃; for 0.333333h;

Reference yield: 85.0%

3,3-dimethyl-butan-2-one (75-97-8) + calcium carbide (75-20-7) → 3,4,4-trimethylpent-1-yn-3-ol (38484-41-2,38484-42-3,104758-84-1,993-53-3)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In dimethyl sulfoxide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01219

Reference yield: 62.0%

3,3-dimethyl-butan-2-one (75-97-8) + acetylenemagnesium bromide (4301-14-8) → 3,4,4-trimethylpent-1-yn-3-ol (38484-41-2,38484-42-3,104758-84-1,993-53-3)

Guidance literature:

In tetrahydrofuran; Heating;

upstream raw materials:

3,4,4-trimethylpent-1-yn-3-ol

(S)-3,4,4-trimethyl-1-pentyn-3-ol hydrogen phthalate

3,4,4-trimethyl-1-pentyn-3-ol hydrogen phthalate

3,3-dimethyl-butan-2-one

Downstream raw materials:

3,4,4-trimethyl-1-pentyn-3-ol hydrogen phthalate

(R)-3,4,4-Trimethyl-1-pentyn-3-ol

(+/-)-1-chloro-3,4,4-trimethyl-penta-1,2-diene

2-(tert-butyl)-but-1-en-3-yne

Refernces

• 1、 Hosseini, Abolfazl,Seidel, Daniel,Miska, Andreas,Schreiner, Peter R.. "Fluoride-assisted activation of calcium carbide: A simple method for the ethynylation of aldehydes and ketones". supporting information. p. 2808 - 2811. Retrieved 2015/06/16.
• 2、 Pertici, Paolo,Verrazzani, Alessandra,Pitzalis, Emanuela,Caporusso, Anna Maria,Vitulli, Giovanni. "Stoichiometric cyclotrimerisation of chiral alkynes at a ruthenium centre: Preparation of optically active (η6-arene)(η4-cycloocta-1,5-diene)ruthenium(0) complexes". . p. 246 - 253. Retrieved 2007/10/03.