BUTYLZINC BROMIDE

Base Information

• Chemical Name: BUTYLZINC BROMIDE
• CAS No.: 92273-73-9
• Molecular Formula: C4H9 Br Zn
• Molecular Weight: 202.409
• Hs Code.: 29319090
• Mol file: 92273-73-9.mol

Synonyms:Bromo(butyl)zinc;Butylzinc bromide

Chemical Property of BUTYLZINC BROMIDE

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: g/cm³
• LogP: 2.59720
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Reacts with water.

Purity/Quality:

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

Butylzinc bromide solution 0.5 M in THF ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn
• Statements: 11-14-19-22-36/37/38-40-36/37
• Safety Statements: 16-26-33-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Butylzinc bromide is an organozinc compound, which can be used as a reagent: In palladium-catalyzed Negishi cross-coupling reaction to construct carbon-carbon bond by reacting with organic halides or triflates. To prepare n-butylanisole by treating with 4-bromoanisole in the presence of a tetraphosphine ligand and a palladium catalyst.

Technology Process of BUTYLZINC BROMIDE

There total 4 articles about BUTYLZINC 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: 98.0%

1-bromo-butane (109-65-9) + zinc (7440-66-6) → n-butylzinc bromide (92273-73-9)

Guidance literature:

zinc; With copper(l) iodide; sodium t-butanolate; In methyl cyclohexane; at 70 ℃; for 2h; Heating / reflux;

1-bromo-butane; In methyl cyclohexane; toluene; at 100 ℃; for 2h; Product distribution / selectivity;

Reference yield:

1-bromo-butane (109-65-9) → n-butylzinc bromide (92273-73-9)

Guidance literature:

With Zn#Cu; In sulfolane; addn. of alkyl bromide in sulfolane to Zn-Cu; heated to 95°C (3-4 h);

DOI:10.1016/0022-328X(89)87244-4

Reference yield:

di-n-butylzinc (1119-90-0) + zinc dibromide (7699-45-8) → n-butylzinc bromide (92273-73-9)

Guidance literature:

In benzene; (N2); mixing zinc salt with dialkylzinc and C6H6, sealing in glass tube,heating at 70-75°C with stirring;

DOI:10.1021/om0102798

upstream raw materials:

1-bromo-butane

di-n-butylzinc

zinc dibromide

zinc

Downstream raw materials:

(pentyloxy)benzene

benzyl hept-1-yl ether

Hexadecane

4-Butyl-4H-pyridine-1-carboxylic acid phenyl ester

Refernces

• 1、 Estrada, Jesús G.,Williams, Wendy L.,Ting, Stephen I.,Doyle, Abigail G.. "Role of Electron-Deficient Olefin Ligands in a Ni-Catalyzed Aziridine Cross-Coupling to Generate Quaternary Carbons". supporting information. p. 8928 - 8937. Retrieved 2020/05/13.
• 2、 Paeth, Matthew,Tyndall, Sam B.,Chen, Liang-Yu,Hong, Jia-Cheng,Carson, William P.,Liu, Xingwu,Sun, Xiaodong,Liu, Jinjia,Yang, Kundi,Hale, Elizabeth M.,Tierney, David L.,Liu, Bin,Cao, Zhi,Cheng, Mu-Jeng,Goddard, William A.,Liu, Wei. "Csp3-Csp3 Bond-Forming Reductive Elimination from Well-Defined Copper(III) Complexes". supporting information. p. 3153 - 3159. Retrieved 2019/03/06.