1-Hexyn-3-OL

Base Information

• Chemical Name: 1-Hexyn-3-OL
• CAS No.: 105-31-7
• Deprecated CAS: 15352-98-4
• Molecular Formula: C6H10 O
• Molecular Weight: 98.1448
• Hs Code.: 29052900
• European Community (EC) Number: 203-286-7
• NSC Number: 244896
• UNII: R9B2WH0KBL
• DSSTox Substance ID: DTXSID4051536
• Nikkaji Number: J49.445C
• Mol file: 105-31-7.mol

Synonyms:1-HEXYN-3-OL;hex-1-yn-3-ol;105-31-7;Propylethinylcarbinol;1-Hexyne-3-ol;3-Hydroxy-1-hexyne;1-Propylpropargyl alcohol;EINECS 203-286-7;R9B2WH0KBL;NSC 244896;BRN 1739419;AI3-25134;DTXSID4051536;NSC-244896;4-01-00-02234 (Beilstein Handbook Reference);1-hexine-3-ol;NSC244896;UNII-R9B2WH0KBL;(RS)-1-HEXYN-3-OL;DTXCID5030088;Tox21_303791;MFCD00014408;(+/-)-1-HEXYN-3-OL;AKOS009158382;(+/-)-3-HYDROXYHEX-1-YNE;AB91842;1-Hexyn-3-ol, 90%, technical grade;NCGC00357079-01;CAS-105-31-7;LS-75762;FT-0607891;H0141;D90806;A801196;A1-00337;J-001387

Chemical Property of 1-Hexyn-3-OL

Chemical Property:

• Vapor Pressure: 2.54mmHg at 25°C
• Melting Point: -80°C
• Refractive Index: n20/D 1.431
• Boiling Point: 118 °C
• PKA: 13.28±0.20(Predicted)
• Flash Point: 117 °F
• PSA: 20.23000
• Density: 0.873 g/mL at 25 °C
• LogP: 0.78060
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 77.4

Purity/Quality:

99% ^*data from raw suppliers

1-Hexyn-3-ol >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R25:Toxic if swallowed.; R27:Very toxic in contact with skin.
• Hazard Codes: T+
• Statements: 10-25-27-41
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC(C#C)O
• Uses: 1-Hexyn-3-ol may be used in the synthesis of racemic 3-hydroxy-2-hexanone. It may also be used in the preparation of 1,2,3-triazoles. Corrosion inhibitor against mineral acids, hightemperature oil-well-acidizing inhibitor.

Technology Process of 1-Hexyn-3-OL

There total 49 articles about 1-Hexyn-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: 100.0%

(R)-1-Triisopropylsilanyl-hex-1-yn-3-ol → (3R)-hex-1-yn-3-ol (105-31-7,15352-98-4,70095-32-8,74364-79-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/ja0348389

Reference yield: 95.0%

butyraldehyde (123-72-8) + acetylenemagnesium bromide (4301-14-8) → 1-hexyn-3-ol (105-31-7)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1002/ange.202009166

Reference yield: 78.0%

1-(trimethylsilyl)-1-hexyn-3-ol (17889-42-8) → 1-hexyn-3-ol (105-31-7)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; Sealed tube;

DOI:10.1021/acs.orglett.6b03510

upstream raw materials:

Propargylic aldehyde

n-propylmagnesium bromide

ethynyldimagnesium dibromide

butyraldehyde

Downstream raw materials:

(+/-)-hex-1-yn-3-yl acetate

(Sa)-nona-4,5-diene

1-((R)-hex-1-yn-3-yloxy)-4-methylbenzene

(S)-(-)-1-hexyn-3-ol

Refernces

• 1、 Lan, Tianlong,Wang, Liguo,Rao, Yu. "Regioselective Annulation of Aryl Sulfonamides with Allenes through Cobalt-Promoted C-H Functionalization". . p. 972 - 975. Retrieved 2017.
• 2、 Kresge, A. J.,Powell, M. F.. "Rates of Base-Catalyzed Hydrogen Exchange of Terminal Acetylenes in Aqueous Solution. Absence of Resonance Interaction". . p. 819 - 822. Retrieved 1986.
• 3、 Gao, Xing,Cheng, Ran,Xiao, Yu-Lan,Wan, Xiao-Long,Zhang, Xingang. "Copper-Catalyzed Highly Enantioselective Difluoroalkylation of Secondary Propargyl Sulfonates with Difluoroenoxysilanes". . p. 2987 - 2999. Retrieved 2019.
• 4、 Michalland, Jean,Zard, Samir Z.. "A Convergent, Stereoselective Route to Trisubstituted Alkenyl Boronates". supporting information. p. 8018 - 8022. Retrieved 2021/10/30.