2-Naphthylglycolic acid

Base Information

• Chemical Name: 2-Naphthylglycolic acid
• CAS No.: 14289-44-2
• Molecular Formula: C12H10O3
• Molecular Weight: 202.21
• DSSTox Substance ID: DTXSID101313988
• Nikkaji Number: J1.551.722K
• ChEMBL ID: CHEMBL435179
• Mol file: 14289-44-2.mol

Synonyms:2-Naphthylglycolic acid;14289-44-2;2-hydroxy-2-(naphthalen-2-yl)acetic acid;2-hydroxy-2-naphthalen-2-ylacetic acid;CHEMBL435179;(2-Naphthyl)glycolic acid;(-)-2-naphthylglycolic acid;SCHEMBL198264;UJDJTWLEXYIASW-UHFFFAOYSA-N;DTXSID101313988;Hydroxy-naphthalen-2-yl-acetic acid;BDBM50102178;MFCD14602007;2-Hydroxy-2-(2-naphthyl)acetic Acid;AKOS010488133;AT33155;2-hydroxy-2-(naphthalen-2-yl)aceticacid;SY314714;FT-0769392;EN300-1850527

Chemical Property of 2-Naphthylglycolic acid

Chemical Property:

• PSA: 57.53000
• LogP: 1.95780
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(C(=O)O)O

Technology Process of 2-Naphthylglycolic acid

There total 18 articles about 2-Naphthylglycolic 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: 99.0%

methyl 2-naphthyl ketone (93-08-3) → (RS)-2-naphthylglycolic acid (14289-44-2)

Guidance literature:

With selenium(IV) oxide; ytterbium(III) triflate; In 1,4-dioxane; water; at 90 ℃; for 18h;

DOI:10.1021/ol050125e

Reference yield: 90.0%

2-hydroxy-2-(naphthalen-2-yl)acetamide (475582-19-5) → (RS)-2-naphthylglycolic acid (14289-44-2)

Guidance literature:

With water; potassium hydroxide; In methanol; for 2h; Reflux;

DOI:10.1016/j.bmc.2016.02.040

Reference yield: 75.0%

Bromoform (75-25-2) + β-naphthaldehyde (66-99-9) → (RS)-2-naphthylglycolic acid (14289-44-2)

Guidance literature:

With lithium chloride; potassium hydroxide; In 1,4-dioxane; at 0 - 35 ℃; for 60h; Reagent/catalyst; Solvent;

DOI:10.1002/ejoc.201700161

upstream raw materials:

2,2-dibromo-1-(naphthalen-2-yl)ethan-1-one

naphthalene

acetyl chloride

2,2-dichloro-1-(naphthalen-2-yl)ethan-1-one

Downstream raw materials:

(R)-2-hydroxy-2-(2-naphthyl)acetic acid

(S)-2-hydroxy-2-(naphthalen-2-yl)acetic acid

C₁₉H₁₆O₃

C₁₉H₁₄F₃NO₂