Pentanal, 5-bromo-

Base Information

• Chemical Name: Pentanal, 5-bromo-
• CAS No.: 1191-30-6
• Molecular Formula: C5H9BrO
• Molecular Weight: 165.03
• European Community (EC) Number: 863-405-9
• DSSTox Substance ID: DTXSID70437127
• Nikkaji Number: J992.491D
• Wikidata: Q82252504
• Mol file: 1191-30-6.mol

Synonyms:5-bromopentanal;Pentanal, 5-bromo-;1191-30-6;5-Bromo-pentanal;SCHEMBL1166744;DTXSID70437127;AKOS022636912;EN300-97283

Chemical Property of Pentanal, 5-bromo-

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 163.98368
• Heavy Atom Count: 7
• Complexity: 45.3

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCBr)CC=O

Technology Process of Pentanal, 5-bromo-

There total 3 articles about Pentanal, 5-bromo- 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: 40.0%

ethyl 5-bromovalerate (14660-52-7) + benzoic acid ethyl ester (93-89-0,99341-95-4) → 5-bromopentanal (1191-30-6) + benzaldehyde (100-52-7)

Guidance literature:

With n-butyllithium; diisobutylaluminium hydride; tert-butyl alcohol; In tetrahydrofuran; hexane; at 0 ℃;

DOI:10.1002/ejoc.201101458

Reference yield:

bromopentene (1119-51-3) → bromo-5-pentanone-2 (3884-71-7) + 5-bromopentanal (1191-30-6) + C5H7BrO

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); oxygen; p-benzoquinone; copper(l) chloride; In water; tert-butyl alcohol; at 40 ℃; for 3h; under 760.051 Torr; regioselective reaction;

DOI:10.1002/cctc.202000472

Reference yield:

Cyclopentanol (96-41-3) → 5-bromopentanal (1191-30-6) + cyclopentanone (120-92-3)

Guidance literature:

With lead(IV) acetate; potassium bromide; In benzene; at 80 ℃; Yield given. Yields of byproduct given;

DOI:10.1007/BF00959880

upstream raw materials:

Cyclopentanol

ethyl 5-bromovalerate

benzoic acid ethyl ester

bromopentene

Downstream raw materials:

(R)-2-hydroxy-2-methylhexanenitrile

(R)-5-bromo-1-cyanopentyl alcohol

Cyclopentanol

Cyclopentanone oxime

Refernces

• 1、 De Munoz, Juan M.,Alcazar, Jesus,De La Hoz, Antonio,Diaz-Ortiz, Angel. "Application of flow chemistry to the selective reduction of esters to aldehydes". supporting information; experimental part. p. 260 - 263. Retrieved 2012/02/16.