(Z)-2-bromo-2-butene

Base Information

• Chemical Name: (Z)-2-bromo-2-butene
• CAS No.: 13294-71-8
• Molecular Formula: C4H7Br
• Molecular Weight: 135.004
• Hs Code.: 29033919
• European Community (EC) Number: 236-316-2,624-296-1,626-585-8
• DSSTox Substance ID: DTXSID001312513
• Nikkaji Number: J151.258G,J254.903D
• Mol file: 13294-71-8.mol

Synonyms:(Z)-2-bromo-2-butene;3017-68-3;2-BROMO-2-BUTENE;(Z)-2-bromobut-2-ene;(E)-2-Bromo-2-butene;13294-71-8;2-Bromobut-2-ene;2-Butene, 2-bromo-, (E)-;EINECS 225-332-5;NSC 20942;cis-2-bromo-2-butene;1-Methyl-1-propenyl Bromide;UILZQFGKPHAAOU-ARJAWSKDSA-N;DTXSID001312513;(E)-2-Bromo-2-butene, 96%;(Z)-2-Bromo-2-butene, 97%;2-Butene, 2-bromo-, (2Z)-;AKOS015907947;AS-77763;B1412;CS-0444617;D93160;EN300-103452;J-017810;J-017812;J-802062;InChI=1/C4H7Br/c1-3-4(2)5/h3H,1-2H3/b4-3

Chemical Property of (Z)-2-bromo-2-butene

Chemical Property:

• Appearance/Colour: clear yellow to brownish liquid
• Vapor Pressure: 55.2mmHg at 25°C
• Melting Point: -115.07°C (estimate)
• Refractive Index: n20/D 1.461(lit.)
• Boiling Point: 93.9 °C at 760 mmHg
• Flash Point: 1.1 °C
• PSA: 0.00000
• Density: 1.334g/cm³
• LogP: 2.30500
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible or difficult to mix in water (664 mg/L 25 EST).
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 133.97311
• Heavy Atom Count: 5
• Complexity: 45.6

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-2-butene (stabilized with Copper chip) >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-29-33

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC=C(C)Br
• Isomeric SMILES: C/C=C(/C)\Br
• Uses: Used in the synthesis of substituted catechol derivatives and mono-annelated benzenes. 2-Bromo-2-butene was used in the synthesis of substituted catechol derivatives and mono-annelated benzenes.

Technology Process of (Z)-2-bromo-2-butene

There total 9 articles about (Z)-2-bromo-2-butene 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: 93.0%

2,3-dibromobutane (5408-86-6) → 2-bromo-but-2-ene (13294-71-8)

Guidance literature:

2,3-dibromobutane; With methanol; sodium hydroxide; at 35 - 60 ℃; for 2 - 3h;

With hydrogenchloride; In water; at 20 ℃; for 0.5h;

Reference yield:

2,3-dibromobutane (5408-86-6) + ethyl acetoacetate (141-97-9) → 2-bromo-but-2-ene (13294-71-8)

Guidance literature:

Reference yield:

dimethylacetylene (503-17-3) + hydrogen bromide (10035-10-6,12258-64-9) + diphenylamine (122-39-4) → 2,2-dibromobutane (50341-35-0) + 2-bromo-but-2-ene (13294-71-8)

Guidance literature:

at 20 ℃;

DOI:10.1021/ja01876a023

upstream raw materials:

2,3-dibromobutane

ethyl acetoacetate

dimethylacetylene

hydrogen bromide

Downstream raw materials:

dimethylacetylene

2-chloro-but-2-ene

2-bromo-3-chloro-2-butene, cis

2,3-dibromo-but-2-ene

Refernces

• 1、 Walling,Kharasch,Mayo. "-". . p. 1711,1712. Retrieved 1939.