16-Bromohexadecanal

Base Information

• Chemical Name: 16-Bromohexadecanal
• CAS No.: 651034-07-0
• Molecular Formula: C16H31BrO
• Molecular Weight: 319.326
• DSSTox Substance ID: DTXSID00556012
• Wikidata: Q82437476

Synonyms:16-BROMOHEXADECANAL;651034-07-0;SCHEMBL1655266;DTXSID00556012

Chemical Property of 16-Bromohexadecanal

Chemical Property:

• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 318.15583
• Heavy Atom Count: 18
• Complexity: 159

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCCCC=O)CCCCCCCBr

Technology Process of 16-Bromohexadecanal

There total 1 articles about 16-Bromohexadecanal 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: 55.0%

16-bromohexadecan-1-ol (59101-28-9) → 16-bromohexadecanal (651034-07-0)

Guidance literature:

With Celite; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 7h;

DOI:10.1021/jo034944t

Reference yield:

16-bromohexadecanal (651034-07-0) → octadecan-3-one (18261-92-2)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 0.5 h / -78 °C

2: Jones reagent / acetone / 0.08 h

3: sodium iodide / butan-2-one / 3 h / Heating

4: tributyltin hydride, AIBN / benzene / 3 h / Heating

With jones reagent; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium iodide; In tetrahydrofuran; acetone; butanone; benzene;

DOI:10.1021/ja00219a034

Reference yield:

16-bromohexadecanal (651034-07-0) → (6S)-6-[(2S,4R)-2-hydroxy-4-methoxy-6-(4-15-[(Z)-2-methoxy-5-(3,4,5-trimethoxystyryl)phenoxy]pentadecyl-1H-1,2,3-triazol-1-yl)hexyl]-5,6-dihydro-2H-pyran-2-one

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / methanol / 24.5 h / 0 - 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Darkness

2.2: 24 h / 20 °C / Inert atmosphere; Darkness

3.1: copper(ll) sulfate pentahydrate; copper / methanol; tetrahydrofuran / 20 °C

With copper(ll) sulfate pentahydrate; copper; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2014.09.053

upstream raw materials:

16-bromohexadecan-1-ol

Downstream raw materials:

octadecan-3-one

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