2-Hydroxyadipic acid

Base Information

• Chemical Name: 2-Hydroxyadipic acid
• CAS No.: 18294-85-4
• Molecular Formula: C6H10O5
• Molecular Weight: 162.142
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID20864823
• Nikkaji Number: J428.482H
• Wikidata: Q27102177
• Metabolomics Workbench ID: 1971
• Mol file: 18294-85-4.mol

Synonyms:2-hydroxyadipic acid;2-hydroxyhexanedioic acid

Chemical Property of 2-Hydroxyadipic acid

Chemical Property:

• Vapor Pressure: 4.04E-08mmHg at 25°C
• Melting Point: 151 °C
• Refractive Index: 1.512
• Boiling Point: 401.6°Cat760mmHg
• PKA: 3.77±0.21(Predicted)
• Flash Point: 210.8°C
• PSA: 94.83000
• Density: 1.413g/cm³
• LogP: -0.31320
• Storage Temp.: 2-8°C
• Solubility.: Methanol, Water
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxyhexanedioicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(C(=O)O)O)CC(=O)O
• Uses: 2-Hydroxyhexanedioic acid is an intermediate in the synthesis of 2-Hydroxyhexanedioic Acid Disodium Salt (H943015). Accumulation and excretion of 2-Hydroxyhexanedioic Acid (with 2-ketoadipic and 2-aminoadipic) in urine can be caused by 2-ketoadipic acidemia, probably without adverse phenotypic effects, due to deficiency of 2-ketoadipic dehydrogenase.

Technology Process of 2-Hydroxyadipic acid

There total 26 articles about 2-Hydroxyadipic 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: 97.0%

2-acetoxyhexanedioic acid → 2-hydroxyadipic acid (18294-85-4,77252-44-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water;

DOI:10.1002/chem.201100339

Reference yield: 38.0%

2-oxohexanedioic acid (3184-35-8) → (R,S)-2-aminoadipic acid (542-32-5) + 2-hydroxyadipic acid (18294-85-4,77252-44-9)

Guidance literature:

With water; ammonium formate; [Rh(pentamethylcyclopentadiene)(2,2'-bipyridine)H₂O]SO₄; at 80 ℃; for 1h; pH=4.5; Product distribution / selectivity;

Reference yield: 25.0%

furan-2,5-dicarboxylic acid (3238-40-2) → Adipic acid (124-04-9) + 2-hydroxyadipic acid (18294-85-4,77252-44-9) + tetrahydrofuran-2,5-dicarboxylic acid (6338-43-8)

Guidance literature:

With hydrogen; In water; at 159.84 ℃; for 4h; under 22502.3 Torr; Reagent/catalyst; Autoclave;

DOI:10.1039/c9cc02877c

upstream raw materials:

2-chlorohexane-1,6-dioic acid

2-bromohexanedioic acid,6-ethyl ester

2-acetoxy-adipic acid diethyl ester

2-Picolinic acid

Downstream raw materials:

Adipic acid

Refernces

• 1、 Wei, Longfu,Zhang, Junxian,Deng, Weiping,Xie, Shunji,Zhang, Qinghong,Wang, Ye. "Catalytic transformation of 2,5-furandicarboxylic acid to adipic acid over niobic acid-supported Pt nanoparticles". supporting information. p. 8013 - 8016. Retrieved 2019/07/12.
• 2、 Shpasser, Dina,Balazs, Yael S.,Kapon, Moshe,Sheynis, Tania,Jelienk, Raz,Eisen, Moris S.. "A paradigm for solvent and temperature induced conformational changes". . p. 8285 - 8289. Retrieved 2011/08/07.