2-Butyn-1-ol

Base Information

• Chemical Name: 2-Butyn-1-ol
• CAS No.: 764-01-2
• Molecular Formula: C4H6O
• Molecular Weight: 70.091
• Hs Code.: 29052990
• European Community (EC) Number: 212-113-4
• NSC Number: 222371
• UNII: US5293942K
• DSSTox Substance ID: DTXSID8022115
• Nikkaji Number: J102.122B
• Wikidata: Q27291239
• Mol file: 764-01-2.mol

Synonyms:1-Hydroxybut-2-yne;2-Butynol;NSC 222371;2-Butynyl alcohol;

Chemical Property of 2-Butyn-1-ol

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 1.67mmHg at 25°C
• Melting Point: - 2.2 °C(lit.)
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 148 °C at 760 mmHg
• PKA: 13.14±0.10(Predicted)
• Flash Point: 51.7 °C
• PSA: 20.23000
• Density: 0.929 g/cm³
• LogP: 0.00200
• Storage Temp.: Refrigerator
• Solubility.: Miscible with chloroform and methanol.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 70.041864811
• Heavy Atom Count: 5
• Complexity: 62.2

Purity/Quality:

99% ^*data from raw suppliers

2-Butyn-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 10-43-52/53-36/37/38
• Safety Statements: 36/37-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC#CCO
• Uses: 2-Butyn-1-ol is used in the synthesis of homocoupling products. It is also used to inhibit corrosion of iron in acidic solution.

Technology Process of 2-Butyn-1-ol

There total 26 articles about 2-Butyn-1-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: 99.0%

2-(but-2-ynyloxy)-tetrahydro-2H-pyran (39637-48-4) → methyl propargyl alcohol (764-01-2)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.joc.1c00598

Reference yield: 95.0%

propargyl alcohol (107-19-7) + methyl iodide (74-88-4) → methyl propargyl alcohol (764-01-2)

Guidance literature:

With lithium; ferric nitrate; In ammonia; at -50 ℃; for 2h;

Reference yield: 88.1%

3-chloro-2-buten-1-ol (37428-46-9,37428-53-8,40605-42-3) → methyl propargyl alcohol (764-01-2)

Guidance literature:

With sodium hydroxide; In cyclohexane; water; at 65 - 72 ℃; for 8h;

upstream raw materials:

formaldehyd

1-propynylmagnesium bromide

(Z)-3-chloro-2-but-en-1-ol

2,3-dichloro-1-butanol

Downstream raw materials:

α-picoline

picoline

2,4,6-trimethyl-pyridine

acetonitrile

Refernces

• 1、 Pacherille, Angela,Tuga, Beza,Hallooman, Dhanashree,Dos Reis, Isaac,Vermette, Mélodie,Issack, Bilkiss B.,Rhyman, Lydia,Ramasami, Ponnadurai,Sunasee, Rajesh. "BiCl3-Facilitated removal of methoxymethyl-ether/ester derivatives and DFT study of -O-C-O- bond cleavage". supporting information. p. 7109 - 7116. Retrieved 2021/05/03.
• 2、 Xu, Xi,Zhang, Jianlin,Dong, Shunxi,Lin, Lili,Lin, Xiaobin,Liu, Xiaohua,Feng, Xiaoming. "Nickel(II)-Catalyzed Asymmetric Propargyl [2,3] Wittig Rearrangement of Oxindole Derivatives: A Chiral Amplification Effect". supporting information. p. 8734 - 8738. Retrieved 2018/07/14.