(Z)-1-Bromo-2-pentene

Base Information

• Chemical Name: (Z)-1-Bromo-2-pentene
• CAS No.: 7348-78-9
• Molecular Formula: C5H9Br
• Molecular Weight: 149.03
• European Community (EC) Number: 689-528-6
• Nikkaji Number: J1.662.951K
• Mol file: 7348-78-9.mol

Synonyms:(Z)-1-bromopent-2-ene;(Z)-1-BROMO-2-PENTENE;7348-78-9;2-Pentene, 1-bromo-, (Z)-;starbld0032922;cis-1-bromo-2-pentene;SCHEMBL2490273;FTBPZRNURKMEFD-ARJAWSKDSA-N;(2Z)-1-BROMOPENT-2-ENE;EN300-6473495;A848887

Chemical Property of (Z)-1-Bromo-2-pentene

Chemical Property:

• Melting Point: -106.7°C (estimate)
• Refractive Index: n20/D 1.478(lit.)
• Boiling Point: 122?°C(lit.)
• Flash Point: 23?°C
• PSA: 0.00000
• Density: 1.26?g/mL?at 25?°C(lit.)
• LogP: 2.34750
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 147.98876
• Heavy Atom Count: 6
• Complexity: 39.2

Purity/Quality:

97% ^*data from raw suppliers

(Z)-1-Bromo-2-pentene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 16-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCBr
• Isomeric SMILES: CC/C=C\CBr

Technology Process of (Z)-1-Bromo-2-pentene

There total 4 articles about (Z)-1-Bromo-2-pentene 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: 77.0%

cis-2-penten-1-ol (1576-95-0) → (Z)-1-bromo-2-pentene (7348-78-9)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.200906416

Reference yield:

pent-2-yn-1-ol (6261-22-9) → (Z)-1-bromo-2-pentene (7348-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / Lindlar catalyst / hexane / 3 h / Ambient temperature

2: 60 percent / methyl sulfide, N-bromosuccinimide / CH₂Cl₂ / 3 h / -20 - 0 °C

With N-Bromosuccinimide; dimethylsulfide; hydrogen; Lindlar's catalyst; In hexane; dichloromethane;

DOI:10.1002/hlca.19830660725

Reference yield:

(Z)-pent-2-ene (627-20-3) → (Z)-1-bromo-2-pentene (7348-78-9)

Guidance literature:

With triphenylphosphine dibromide 1:1 addition complex;

DOI:10.1021/ol025690l

upstream raw materials:

cis-2-penten-1-ol

methyl bromide

(Z)-4-trimethylsilyloxy-3-buten-1-yl acetate

(Z)-pent-2-ene

Downstream raw materials:

(Z)-4-oxodec-7-enal

(2Z)-penten-1-yl triphenylphosphonium bromide

cis-N,N'-dimethyl-2,5-dioxo-8-undecene-4,6-disulfonanilide

6-<(Z)-2-pentenyl>-2-hydroxy-2-cyclohexen-1-one