ZINC;butane

Base Information

• Chemical Name: ZINC;butane
• CAS No.: 1119-90-0
• Molecular Formula: C8H18Zn
• Molecular Weight: 179.621
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60337869
• Mol file: 1119-90-0.mol

Synonyms:zinc;butane;DTXSID60337869;FT-0694943

Chemical Property of ZINC;butane

Chemical Property:

• Boiling Point: 81-82 °C(Press: 9 Torr)
• Flash Point: -4oC
• PSA: 0.00000
• LogP: 3.23870
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 178.069992
• Heavy Atom Count: 9
• Complexity: 4

Purity/Quality:

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

DIBUTYLZINC SOLUTION 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn,N
• Hazard Codes: F,Xn,N
• Statements: 11-14/15-38-50/53-65-67-17-14
• Safety Statements: 16-43-60-61-62

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC[CH2-].CCC[CH2-].[Zn+2]

Technology Process of ZINC;butane

There total 14 articles about ZINC;butane 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: 68.0%

1-bromo-butane (109-65-9) + zinc (7440-66-6) + ethylzinc bromide (6107-37-5) → di-n-butylzinc (1119-90-0)

Guidance literature:

In further solvent(s); 8.76 g CuI and 50 g Zn powder vacuum-treated for 10 min; dry oxygen-freeAr passed; butyl bromide and ethylzinc bromide soln. in butyl bromide; mixed; stirred at 50°C; stirred at 50°C; solid residue vac uum distd.;;

DOI:10.1023/A:1013703707139

Reference yield: 66.0%

1-bromo-butane (109-65-9) + zinc (7440-66-6) → di-n-butylzinc (1119-90-0)

Guidance literature:

With copper(l) iodide; ethylzinc bromide; In neat (no solvent); CuI, Zn were placed in reactor, evacuated for 10 min, filled with Ar, ligand and EtZnBr were added, heated to 50°C for 8 h, cooled to room temp.; sepd., vac. distilled;

DOI:10.1023/A:1025684302325

Reference yield: 65.0%

n-butyllithium (109-72-8,29786-93-4) + zinc(II) chloride (7646-85-7,24359-56-6) → di-n-butylzinc (1119-90-0)

Guidance literature:

In diethyl ether; using Schlenk techniques; charging of flask with soln. BuLi in hexane, removal of solvent at 0°C under reduced pressure, slow addn. of soln. of ZnCl2 in Et2O at -78°C, warming to room temp., stirring for 15 h in the dark; centrifuging for 1 h at 2000 rpm, sepn. of soln., removal of Et2O under reduced pressure, distn. under high vac., as oil;

DOI:10.1021/om200637s

upstream raw materials:

1-bromo-butane

1-iodo-butane

butyl magnesium bromide

diethylzinc

Downstream raw materials:

2,2-dimethylhexane

tetradecan-5-one

1-(3-Chlor-phenyl)-hexanon-⁽²⁾

(R)-(E)-1-phenyl-hept-1-en-3-ol

Refernces

• 1、 Deng, Yingying,Yang, Wen,Yao, Yongqi,Yang, Xin,Zuo, Xiongjun,Yang, Dingqiao. "Nickel-catalyzed: Syn -stereocontrolled ring-opening of oxa- and azabicyclic alkenes with dialkylzinc reagents". . p. 703 - 711. Retrieved 2019.
• 2、 Eremeev,Danov,Skudin,Sakhipov. "Preparation of Organozinc and Organocadmium Compounds from the Metals and Alkyl Halides in the Presence of Stimulating Systems Based on a Derivative a Transition Metal and an Organometallic Compound". . p. 556 - 559. Retrieved 2003.
• 3、 Green, Malcolm L.H.,Conway, Stephen L.J.,Doerrer, Linda H.. "Hydrogen/deuterium exchange in alkyl-hydride derivatives of ansa-tungstenocene compounds". . p. 1388 - 1403. Retrieved 2005.
• 4、 Gn?gi, Lars,Arnold, Remo,Giornal, Florence,Jangra, Harish,Kapat, Ajoy,Nyfeler, Erich,Sch?rer, Robin M.,Zipse, Hendrik,Renaud, Philippe. "Stereoselective and Stereospecific Triflate-Mediated Intramolecular Schmidt Reaction: Ready Access to Alkaloid Skeletons**". . p. 10179 - 10185. Retrieved 2021.
• 5、 Cho, Seoyoung,McLaren, E. J.,Wang, Qiu. "Three-Component Difunctionalization of Cyclohexenyl Triflates: Direct Access to Versatile Cyclohexenes via Cyclohexynes". supporting information. p. 26332 - 26336. Retrieved 2021/11/10.