Atrolactic acid

Base Information

• Chemical Name: Atrolactic acid
• CAS No.: 515-30-0
• Deprecated CAS: 4607-38-9
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2918199090
• European Community (EC) Number: 208-196-1,225-014-6
• NSC Number: 152653,128998,401846
• UNII: 3709C1T8IF
• DSSTox Substance ID: DTXSID10862090
• Nikkaji Number: J6.293F
• Wikidata: Q27122051
• Mol file: 515-30-0.mol

Synonyms:2-hydroxy-2-phenylpropanoic acid;2-phenyllactic acid;atrolactic acid;atrolactic acid monosodium salt, (S)-isomer;atrolactic acid, (+-)-isomer;HMMA;hydroxymethylmandelic acid;hydroxyphenylpropionic acid

Chemical Property of Atrolactic acid

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 8.3E-05mmHg at 25°C
• Melting Point: 88 °C
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 327.2 °C at 760 mmHg
• PKA: pK1:3.532 (25°C)
• Flash Point: 165.9 °C
• PSA: 124.29000
• Density: 1.261 g/cm³
• LogP: 1.89310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

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

Atrolactic Acid Hydrate >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Atrolactic acid

There total 91 articles about Atrolactic 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: 100.0%

(R,S)-2,2,5-trimethyl-5-phenyl-1,3-dioxolane-4-one (2049-19-6) → 2-phenyllactic acid (515-30-0)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 6h;

DOI:10.3390/90500365

Reference yield: 94.0%

2-tert-butoxy-2-phenylpropan-1-ol (853990-41-7) → 2-phenyllactic acid (515-30-0)

Guidance literature:

With oxygen; sodium carbonate; platinum on activated charcoal; In water; at 90 ℃; for 72h;

DOI:10.1016/j.tet.2008.06.105

Reference yield: 90.0%

methanol (67-56-1) + 2-phenyl-2-hydroxy-N-(2-trifluoromethylphenyl)propionamide → 2-phenyllactic acid (515-30-0)

Guidance literature:

With sodium hydroxide; at 75 ℃; for 48h;

upstream raw materials:

phenylglyoxylic acid ethyl ester

methyl magnesium iodide

hydratropic acid

2,2-dibromo-1-phenylpropan-1-one

Downstream raw materials:

Ethyl 3-hydroxy-3-phenylpropanoate

2-(β-idrossi-β-feniletil)benzimidazolo

hydratropic acid

3-chloro-2-phenyl-propionic acid

Refernces

• 1、 Khaja Lateef,Ramesh Raju,Krishna Mohan,Jayarama Reddy. "Electrochemical synthesis of α-hydroxycarboxylic acids from acetophenones". . p. 31 - 36. Retrieved 2006.
• 2、 Singh, Kishanpal,Sohal, Harvinder Singh,Singh, Baljit. "Synthesis of α-hydroxycarboxylic acids from various aldehydes and ketones by direct electrocarboxylation: A facile, efficient and atom economy protocol". . p. 839 - 845. Retrieved 2021/04/09.
• 3、 Greenhalgh, Mark D.,Laina-Martín, Víctor,Neyyappadath, Rifahath M.,Qu, Shen,Smith, Andrew D.,Smith, Samuel M.. "Isothiourea-Catalyzed Acylative Kinetic Resolution of Tertiary α-Hydroxy Esters". supporting information. p. 16572 - 16578. Retrieved 2020/09/09.