Bromozinc(1+);butanenitrile

Base Information

• Chemical Name: Bromozinc(1+);butanenitrile
• CAS No.: 135579-85-0
• Molecular Formula: C4H6BrNZn
• Molecular Weight: 213.392
• DSSTox Substance ID: DTXSID00399643
• Mol file: 135579-85-0.mol

Synonyms:bromozinc(1+);butanenitrile;135579-85-0;3-CYANOPROPYLZINC BROMIDE;DTXSID00399643

Chemical Property of Bromozinc(1+);butanenitrile

Chemical Property:

• Refractive Index: ">
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 23.79000
• Density: g/cm³
• LogP: 2.10088
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Reacts with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.89750
• Heavy Atom Count: 7
• Complexity: 49.9

Purity/Quality:

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

3-Cyanopropylzinc bromide solution 0.5 M in THF ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn
• Statements: 14-19-22-36/37/38-40-36/37
• Safety Statements: 16-26-33-36/37/39-43-45-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [CH2-]CCC#N.[Zn+]Br
• Uses: It is employed as a intermediate for pharmaceutical.

Technology Process of Bromozinc(1+);butanenitrile

There total 2 articles about Bromozinc(1+);butanenitrile 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:

zinc (7440-66-6) + 4-bromobutanenitrile (5332-06-9) → 3-cyanopropylzinc bromide (135579-85-0)

Guidance literature:

With iodine; In N,N-dimethyl acetamide; at 20 - 70 ℃; for 12h; Schlenk technique;

DOI:10.1021/ja505823s

Reference yield:

zinc(II) chloride (7646-85-7,24359-56-6) + 4-bromobutanenitrile (5332-06-9) → 3-cyanopropylzinc bromide (135579-85-0)

Guidance literature:

4-bromobutanenitrile; With magnesium; lithium chloride; In tetrahydrofuran; Inert atmosphere; Schlenk technique; Cooling with ice;

zinc(II) chloride; In tetrahydrofuran; at 0 - 20 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201914490

Reference yield: 90.0%

(E)-phenyl-N-(2-pyridylsulfonyl)methanimine (872874-17-4) + 3-cyanopropylzinc bromide (135579-85-0) → 5-phenyl-5-N-(2-pyridylsulfonylamino)pentanenitrile (1006713-42-3)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃;

DOI:10.1002/anie.200703239

upstream raw materials:

zinc

4-bromobutanenitrile

zinc(II) chloride

Downstream raw materials:

6-(4-methoxy-phenyl)-5-oxo-hexanenitrile

Phosphoric acid (1S,2R)-1-benzyloxymethyl-2-((E)-3-benzyloxy-propenyl)-5-cyano-pentyl ester methyl ester

4-[8-(3-fluoro-phenyl)-[1,7]naphthyridin-6-yl]-butyronitrile

N-[6-chloro-2-(3-cyanopropyl)-5-quinolinyl]-cyclohexaneacetamide

Refernces

• 1、 Kranidiotis-Hisatomi, Nektarios,Oestreich, Martin,Yi, Hong. "Enantio- and Regioconvergent Nickel-Catalyzed C(sp3)?C(sp3) Cross-Coupling of Allylic Electrophiles Steered by a Silyl Group". supporting information. p. 13652 - 13655. Retrieved 2021/05/10.
• 2、 Grokenberger, Lucie,Hammann, Jeffrey M.,Karaghiosoff, Konstantin,Knochel, Paul,Lutter, Ferdinand H.,Spie?, Philipp. "Cobalt-Catalyzed Cross-Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides". supporting information. p. 5546 - 5550. Retrieved 2020/02/26.