3-Bromo-1-butyne

Base Information

• Chemical Name: 3-Bromo-1-butyne
• CAS No.: 18668-72-9
• Molecular Formula: C₄H₅Br
• Molecular Weight: 132.988
• European Community (EC) Number: 623-994-3
• DSSTox Substance ID: DTXSID70449088
• Nikkaji Number: J1.184.257G
• Mol file: 18668-72-9.mol

Synonyms:3-BROMO-1-BUTYNE;3-bromobut-1-yne;18668-72-9;2-Bromo-3-butyne;18868-72-9;1-Butyne, 3-bromo-;3-bromobutyne;methyl propargyl bromide;methyl-propargyl bromide;SCHEMBL4226099;DTXSID70449088;PYJVGTWBTIEAMV-UHFFFAOYSA-N;AMY12092;MFCD12406807;AKOS015893022;AS-82510;3-Bromo-1-butyne, technical, >=90% (GC);J-011998

Chemical Property of 3-Bromo-1-butyne

Chemical Property:

• Refractive Index: n20/D 1.472
• Boiling Point: 51 °C(Press: 180 Torr)
• Flash Point: 24°C
• PSA: 0.00000
• Density: 1.447±0.06 g/cm3(Predicted)
• LogP: 1.40300
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 131.95746
• Heavy Atom Count: 5
• Complexity: 57.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-1-butyne technical, ≥90% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22-36/37/38

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C#C)Br

Technology Process of 3-Bromo-1-butyne

There total 4 articles about 3-Bromo-1-butyne 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: 78.0%

but-3-yn-2-ol (2028-63-9) → 3-Bromo-but-1-yne (113647-42-0,18668-72-9)

Guidance literature:

With tetradecafluorohexane; phosphorus tribromide; In diethyl ether; at 20 ℃; for 12h;

DOI:10.1021/ol035391b

Reference yield:

but-3-yn-2-ol (2028-63-9) → 3-Bromo-but-1-yne (113647-42-0,18668-72-9) + methyl-propargyl ether

Guidance literature:

With pyridine; phosphorus tribromide; at -18 - -9 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00179a030

Reference yield:

but-3-yn-2-ol (2028-63-9) → 3-Bromo-but-1-yne (113647-42-0,18668-72-9) + 1-brombuta-1,2-diene (10575-78-7)

Guidance literature:

With 1-bromo-N,N,2-trimethyl-1-propen-1-amine; In dichloromethane; at 20 ℃; for 96h; Inert atmosphere;

DOI:10.1016/j.tet.2021.132148

upstream raw materials:

but-3-yn-2-ol

Downstream raw materials:

2-methylbut-3-yn-1-ol

Triphenyl-butadien-(1,2)-yl-⁽¹⁾-zinn

3-oxo-hept-6-ynoic acid methyl ester

2-amino-4-ethylthiazole

Refernces

• 1、 Choi, Subin,Srinivasulu, Vunnam,Ha, Sujin,Park, Cheol-Min. "Synthesis of carbazoles based on gold-copper tandem catalysis". supporting information. p. 3481 - 3484. Retrieved 2017/03/29.
• 2、 Bashiardes, George,Safir, Imad,Barbot, Francis,Laduranty, Joelle. "A new method for the synthesis of plurisubstituted pyrroles". . p. 8417 - 8420. Retrieved 2007/10/03.