6-phosphonohexanoic Acid

Base Information

• Chemical Name: 6-phosphonohexanoic Acid
• CAS No.: 5662-75-9
• Molecular Formula: C6H13O5P
• Molecular Weight: 196.14
• European Community (EC) Number: 625-332-9
• DSSTox Substance ID: DTXSID50448397
• Nikkaji Number: J2.237.463J
• Wikidata: Q82267368
• ChEMBL ID: CHEMBL122539
• Mol file: 5662-75-9.mol

Synonyms:6-phosphonohexanoic acid

Chemical Property of 6-phosphonohexanoic Acid

Chemical Property:

• Melting Point: 98-104 °C
• PSA: 104.64000
• LogP: 0.80910
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 196.05006051
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

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

6-Phosphonohexanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCC(=O)O)CCP(=O)(O)O
• Uses: 6-Phosphonohexanoic Acid is used in the organophosphonate biofunctionalization of diamond electrodes.

Technology Process of 6-phosphonohexanoic Acid

There total 5 articles about 6-phosphonohexanoic Acid 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:

6-(diethoxyphosphoryl)hexanoic acid ethyl ester (54965-29-6) → 6-phosphonohexanoic acid (5662-75-9)

Guidance literature:

With hydrogenchloride; for 15h; Heating;

DOI:10.1002/(SICI)1521-3765(20000502)6:9<1656::AID-CHEM1656>3.3.CO;2-1

Reference yield:

6-(diethoxyphosphoryl)hexanoic acid methyl ester (151163-57-4) → 6-phosphonohexanoic acid (5662-75-9)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1021/jm030106f

Reference yield:

6-bromohexanoic acid (4224-70-8) → 6-phosphonohexanoic acid (5662-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / 4-methylbenzenesulfonic acid / Heating

2: 84 percent / 48 h / 160 °C

3: aq. HCl / Heating

With hydrogenchloride; toluene-4-sulfonic acid;

DOI:10.1021/jm030106f

upstream raw materials:

6-(diethoxyphosphoryl)hexanoic acid ethyl ester

6-(diethoxyphosphoryl)hexanoic acid methyl ester

6-bromohexanoic acid

methyl 6-bromohexanoate

Downstream raw materials:

6-[Hydroxy(4-nitrobenzyloxy)phosphoryl]hexanoic acid

4-Nitrobenzyl 6-[bis(4-nitrobenzyloxy)phosphoryl]hexanoate

Refernces

• 1、 Ishikawa, Fumihiro,Tsumuraya, Takeshi,Fujii, Ikuo. "A single antibody catalyzes multiple chemical transformations upon replacement of the functionalized small nonprotein components". supporting information; experimental part. p. 456 - 457. Retrieved 2009/07/25.
• 2、 Kurihara, Shinwa,Tsumuraya, Takeshi,Suzuki, Kayo,Kuroda, Masataka,Liu, Lidong,Takaoka, Yumiko,Fujii, Ikuo. "Antibody-catalyzed removal of the p-nitrobenzyl ester protecting group: The molecular basis of broad substrate specificity". . p. 1656 - 1662. Retrieved 2007/10/03.