4-Bromo-1-butene

Base Information

• Chemical Name: 4-Bromo-1-butene
• CAS No.: 5162-44-7
• Deprecated CAS: 1570498-36-0
• Molecular Formula: C4H7Br
• Molecular Weight: 135.004
• Hs Code.: 29033036
• European Community (EC) Number: 225-937-4
• UNII: QAF6NEE729
• DSSTox Substance ID: DTXSID1063722
• Nikkaji Number: J614I
• Wikidata: Q63392670
• Mol file: 5162-44-7.mol

Synonyms:4-BROMO-1-BUTENE;5162-44-7;4-Bromobut-1-ene;3-Butenyl bromide;1-Butene, 4-bromo-;Homoallyl bromide;1-Bromo-3-butene;4-Bromobutene;4-bromo-1-buten;4-bromo-but-1-ene;MFCD00000258;QAF6NEE729;EINECS 225-937-4;4-BROMO-1 BUTENE;4-bromobuten;3-butenylbromide;4-bromo-butene;4-bromo-1butene;4-bromo-l-butene;but-3-enyl bromide;4-bromanylbut-1-ene;4-Bromobutene-(1);3-bromomethyl-1-propene;4-BROMOBUTENE-1;UNII-QAF6NEE729;ALLYLCARBINYL BROMIDE;SCHEMBL98693;4-Bromo-1-butene, 97%;DTXSID1063722;GEO-00402;4-Bromo-1-butene, stab. with silver;AKOS005166833;AB00123;GS-3646;B0920;CS-0008514;FT-0600976;EN300-74262;D78125;A828690;J-514813;J-640288;J-660001;J-800293;J-802126;Q63392670;F8880-1792

Chemical Property of 4-Bromo-1-butene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 44.3mmHg at 25°C
• Melting Point: -115.07°C (estimate)
• Refractive Index: 1.4608 - 1.4625
• Boiling Point: 99.3 °C at 760 mmHg
• Flash Point: 9.4 °C
• PSA: 0.00000
• Density: 1.312 g/cm³
• LogP: 1.95740
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: 0.76g/l
• Water Solubility.: Miscible with water, benzene, ether and ethanol.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 133.97311
• Heavy Atom Count: 5
• Complexity: 24.8

Purity/Quality:

min 98.5% ^*data from raw suppliers

4-Bromo-1-butene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn, Xi
• Hazard Codes: F,Xn,Xi
• Statements: 11-36/37-42/43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCBr
• Uses: 4-Bromo-1-butene is a brominated alkene used as a reagent in organic synthesis. 4-Bromo-1-butene is used in the preparation of 4-(3-butenyloxy)benzoic acid and largazole. It is also used in double alkylation of lactams followed by Grubbs ring-closing metathesis to yield gymnodimine. Further, it serves as a reagent in the preparation of dienehydrazides.

Technology Process of 4-Bromo-1-butene

There total 26 articles about 4-Bromo-1-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: 98.0%

but-3-enyl 4-methylbenzenesulfonate (778-29-0) → 1-bromo-4-butene (5162-44-7)

Guidance literature:

With lithium bromide; In acetone; for 1h; Heating;

DOI:10.1007/BF00949949

Reference yield: 97.0%

1,4-dibromo-butane (110-52-1) → 1-bromo-4-butene (5162-44-7)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; at 200 - 210 ℃;

Reference yield: 90.0%

4-bromobut-1-yne (38771-21-0) → 1-bromo-4-butene (5162-44-7)

Guidance literature:

With diisobutylaluminium hydride; In hexane; at 40 ℃;

DOI:10.1021/ja00224a025

upstream raw materials:

homoalylic alcohol

buta-1,3-diene

diazomethane

allyl bromide

Downstream raw materials:

diethyl 2-(3-butenyl)malonate

but-3-enyl-3,5-dinitrobenzoate

Diethyl 2-(3-butenyl)-2-ethylmalonate

1-bromo-3-chlorobutane

Refernces

• 1、 Schneider, Lisa M.,Schmiedel, Volker M.,Pecchioli, Tommaso,Lentz, Dieter,Merten, Christian,Christmann, Mathias. "Asymmetric Synthesis of Carbocyclic Propellanes". supporting information. p. 2310 - 2313. Retrieved 2017/05/12.
• 2、 Nishiyama, Haruka,Ikeda, Hideaki,Saito, Teruhiko,Kriegel, Benjamin,Tsurugi, Hayato,Arnold, John,Mashima, Kazushi. "Structural and Electronic Noninnocence of α-Diimine Ligands on Niobium for Reductive C-Cl Bond Activation and Catalytic Radical Addition Reactions". . p. 6494 - 6505. Retrieved 2017/09/12.