2-Butenyl bromide

Base Information

• Chemical Name: 2-Butenyl bromide
• CAS No.: 4784-77-4
• Molecular Formula: C₄H₇Br
• Molecular Weight: 135.004
• European Community (EC) Number: 225-332-5
• NSC Number: 20942
• Nikkaji Number: J149.443K
• Mol file: 4784-77-4.mol

Synonyms:(Z)-1-bromo-2-butene;(2Z)-1-bromobut-2-ene;1-Crotyl bromide;2-Butenyl bromide;1-Bromo-2-butene;4784-77-4;2-Buteno, 1-bromo-;(Z)-1-bromobut-2-ene;Isocrotylbromid;cis-1-bromo-2-butene;cis-1-bromo-but-2-ene;SCHEMBL1005220;AVMHMVJVHYGDOO-IHWYPQMZSA-N;NSC20942;NSC-20942;D88665

Chemical Property of 2-Butenyl bromide

Chemical Property:

• Vapor Pressure: 35.7mmHg at 25°C
• Refractive Index: n20/D 1.480(lit.)
• Boiling Point: 104.5°Cat760mmHg
• Flash Point: 11.1°C
• PSA: 0.00000
• Density: 1.331g/cm³
• LogP: 1.95740
• Storage Temp.: 0-6°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 133.97311
• Heavy Atom Count: 5
• Complexity: 30.6

Purity/Quality:

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

CrotylBromide,TechnicalGrade ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11-36/37
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Butenyl bromide

There total 43 articles about 2-Butenyl bromide 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: 80.0%

(E/Z)-2-buten-1-ol (6117-91-5,542-72-3) → (E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8)

Guidance literature:

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

DOI:10.1021/ol035391b

Reference yield: 67.7%

(Z)-2-Butene (590-18-1) → (E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8) + 3-bromo-1-butene (22037-73-6) + 2,3-dibromobutane (5408-86-6) + meso-2,3-dibromo-butane (5780-13-2)

Guidance literature:

With bromine; for 0.133333h; under 0.5 - 10 Torr; Product distribution; Ambient temperature; Irradiation;

Reference yield: 66.0%

2-((E)-But-2-enyl)-1,3-diisopropyl-isourea (113984-37-5) → 1,3-diisopropylurea (4128-37-4) + 3-bromo-1-butene (22037-73-6) + (E)-1-Bromo-2-butene (4784-77-4,39616-19-8,29576-14-5)

Guidance literature:

With trifluorormethanesulfonic acid; tetrabutylammomium bromide; In dichloromethane; at 25 ℃; for 24h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)96534-1

upstream raw materials:

2-hydroxy-3-butene

3-bromo-1-butene

(E/Z)-2-buten-1-ol

buta-1,3-diene

Downstream raw materials:

1-butylene

butene-2

3-methylpent-4-en-2-ol

but-2ξ-enyl-(2,4-dimethyl-6-trans-propenyl-phenyl)-ether

Refernces

• 1、 Geffers, Finn J.,Jones, Peter G.,Kurth, Florens R.,Werz, Daniel B.. "Alkyne Aminopalladation/Heck and Suzuki Cascades: An Approach to Tetrasubstituted Enamines". supporting information. p. 14846 - 14850. Retrieved 2021/10/19.
• 2、 Liu, Feng,Liu, Jia-Li,tu, Jia-Lin. "Visible-Light-Promoted Intramolecular α-Allylation of Aldehydes in the Absence of Sacrificial Hydrogen Acceptors". supporting information. p. 7369 - 7372. Retrieved 2020/10/05.