Benzyl lactate

Base Information

• Chemical Name: Benzyl lactate
• CAS No.: 2051-96-9
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 2918110000
• European Community (EC) Number: 218-136-6
• NSC Number: 72745
• UNII: ZQH3G756Z6
• DSSTox Substance ID: DTXSID70862819
• Nikkaji Number: J298.669H
• Wikidata: Q65225230
• Mol file: 2051-96-9.mol

Synonyms:benzyl 2-hydroxypropionate

Chemical Property of Benzyl lactate

Chemical Property:

• Appearance/Colour: Yellowish liquid Colorless to yellowish liquid
• Vapor Pressure: 0.0018mmHg at 25°C
• Melting Point: 41-42 °C
• Refractive Index: 1.529
• Boiling Point: 280.5 °C at 760 mmHg
• PKA: 13.03±0.20(Predicted)
• Flash Point: 116.8 °C
• PSA: 46.53000
• Density: 1.15 g/cm³
• LogP: 1.11060
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

BENZYL LACTATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)OCC1=CC=CC=C1)O

Technology Process of Benzyl lactate

There total 59 articles about Benzyl lactate 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: 51.0%

diphenylacetic anhydride (1760-46-9) + benzyl lactate (2051-96-9) → benzyl (R)-2-(diphenylacetyloxy)propanoate (1208982-31-3) + benzyl (S)-Lactate (56777-24-3) + benzyl (R)-Lactate (2051-96-9,56777-24-3,74094-05-6)

Guidance literature:

With (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; N-ethyl-N,N-diisopropylamine; In diethyl ether; at 20 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2011.08.018

Reference yield: 46.0%

2,2-diphenylacetic acid (117-34-0) + benzyl lactate (2051-96-9) + benzoic acid anhydride (93-97-0) → C17H16O4 + benzyl (R)-2-(diphenylacetyloxy)propanoate (1208982-31-3) + benzyl (S)-Lactate (56777-24-3) + benzyl (R)-Lactate (2051-96-9,56777-24-3,74094-05-6)

Guidance literature:

With (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Resolution of racemate;

DOI:10.1002/chem.200902257

Reference yield: 44.0%

2,2-diphenylacetic acid (117-34-0) + benzyl lactate (2051-96-9) → benzyl (R)-2-(diphenylacetyloxy)propanoate (1208982-31-3) + benzyl (S)-Lactate (56777-24-3) + benzyl (R)-Lactate (2051-96-9,56777-24-3,74094-05-6)

Guidance literature:

With (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine; In diethyl ether; at 20 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Resolution of racemate;

DOI:10.1002/chem.200902257

upstream raw materials:

sodium lactate

benzyl chloride

LACTIC ACID

benzyl alcohol

Downstream raw materials:

benzyl 2-acetoxypropanoate

O-(2-Methoxycarbonyl-benzoyl)-milchsaeure-benzylester

(+/-)-4-Benzyloxy-5-methyl-2,5-dihydrofuran-2-one

benzyl (R)-Lactate

Refernces

• 1、 Benco, John S.,Nienaber, Hubert A.,McGimpsey, W. Grant. "Synthesis of an ammonium ionophore and its application in a planar ion-selective electrode". . p. 152 - 156. Retrieved 2003.
• 2、 Monteith, John J.,Rousseaux, Sophie A. L.. "Ni-Catalyzed C(sp3)–O Arylation of α-Hydroxy Esters". supporting information. p. 9485 - 9489. Retrieved 2021/12/09.
• 3、 Gao, Mengyu,Sun, Deli,Gong, Hegui. "Ni-Catalyzed Reductive C-O Bond Arylation of Oxalates Derived from α-Hydroxy Esters with Aryl Halides". supporting information. p. 1645 - 1648. Retrieved 2019/03/11.