2051-96-9

Basic information

• Product Name: Benzyl lactate
• Synonyms: 2-hydroxy-propanoicaciphenylmethylester;BENZYL LACTATE;Propanoic acid, 2-hydroxy-, phenylmethyl ester;2-Hydroxypropionic acid benzyl ester;Ai3-15720;Einecs 218-136-6;Lactic acid benzyl ester;Benzyl 2-hydroxypropanoate
• CAS NO: 2051-96-9
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2
• EINECS: 218-136-6
• Mol File: 2051-96-9.mol
• Article Data: 44

Chemical Properties

• Melting Point: 41-42 °C
• Boiling Point: 280.5 °C at 760 mmHg
• Flash Point: 116.8 °C
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 0.0018mmHg at 25°C
• Refractive Index: 1.529
• PKA: 13.03±0.20(Predicted)
• CAS DataBase Reference: Benzyl lactate(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl lactate(2051-96-9)
• EPA Substance Registry System: Benzyl lactate(2051-96-9)

Safety Data

• Hazardous Substances Data: 2051-96-9(Hazardous Substances Data)

Usage

General Description

Benzyl lactate is a chemical compound that is recognized by its sweet, fruity, and buttery aroma. This organic compound is colorless to pale yellow in appearance and is commonly used as a flavoring or fragrant agent in a variety of products such as food, beverages, cosmetics, and other personal care items. The chemical is derived from lactic acid and benzyl alcohol, and it falls under the ester group of compounds. While benzyl lactate is generally considered safe, it may have an irritating effect on the skin or eyes with direct exposure.

InChI:InChI=1/C10H12O3/c1-8(11)10(12)13-7-9-5-3-2-4-6-9/h2-6,8,11H,7H2,1H3/t8-/m1/s1

Upstream product

• 312-85-6 sodium lactate 
• 100-44-7 benzyl chloride 
• 849585-22-4 LACTIC ACID 
• 100-51-6 benzyl alcohol 
• 97-64-3 ethyl 2-hydroxypropionate 
• 547-64-8 methyl lactate 
• 2495-35-4 benzylacrylate 
• 100-39-0 benzyl bromide 
• 10326-41-7 D-Lactic acid 
• 61597-96-4 Isobutyl (R)-lactate 
• 1239453-30-5 C₂₆H₃₀O₃Si 
• 76-86-8 Triphenylsilyl chloride 
• 56777-24-3 benzyl (S)-Lactate 
• 234433-35-3 2,2-di(naphthalen-1-yl)acetic acid 

Downstream Products

• 69318-61-2 benzyl 2-acetoxypropanoate 
• 2441-19-2 O-(2-Methoxycarbonyl-benzoyl)-lactyl-milchsaeure 
• 139928-98-6 benzyl (S)-N-benzyloxycarbonyl-N-(2,2,2-trichloroethoxycarbonyl)alaninate 
• 2051-96-9 benzyl (R)-Lactate 
• 444188-72-1 (R)-2-[Benzyloxy-((S)-1-tert-butoxycarbonylamino-ethyl)-phosphinoyloxy]-propionic acid benzyl ester 
• 259093-36-2 2-(N-isobutyl-N'-methyl-hydrazinocarbonyloxy)-propionic acid benzyl ester 
• 259093-35-1 C₂₁H₃₂N₂O₆ 
• 259093-39-5 2-{N-isobutyl-N'-[2-(N-isobutyl-N'-methyl-hydrazinocarbonyloxy)-3-phenyl-propionyl]-N'-methyl-hydrazinocarbonyloxy}-propionic acid benzyl ester 
• 259093-38-4 C₃₆H₅₂N₄O₉ 
• 259093-41-9 C₅₇H₈₂N₆O₁₃ 
• 259093-40-8 C₆₂H₉₀N₆O₁₅ 
• 1208982-31-3 benzyl (R)-2-(diphenylacetyloxy)propanoate 
• 56777-24-3 benzyl (S)-Lactate 
• 1208982-28-8 C₁₉H₂₀O₄ 

Relevant articles and documents

A Short Synthesis of the Mould Metabolite (R)-(+)-Carolinic Acid from (S)-Lactic Acid

(R)-(+)-Carolinic acid was prepared in seven steps and 59% yield from inexpensive benzyl l-lactate, the configuration of which was inverted by a Mitsunobu reaction with trifluoroacetate. The resulting benzyl d-lactate was cyclised by a domino addition-Wittig alkenation reaction with Ph3PCCO. The product tetronic acid was acylated with a second equivalent of this ylide to give a 3-acylylidenetetronic acid, which was olefinated directly with tert-butyl glyoxylate. The product alkene was hydrogenated and deprotected to afford pure crystalline (R)-(+)-carolinic acid, which proved inactive against Staphylococcus aureus and Escherichia coli mutant D21f2.

Organocatalytic chain scission of poly(lactides): A general route to controlled molecular weight, functionality and macromolecular architecture

A facile, single-step transesterification approach to poly(lactides) with controlled molecular weights and end-group functionality, as well as block and star-shaped architectures is described using nucleophilic amine catalysts.

A NEW TEMPLATE of MITSUNOBU ACYLATE CLEAVABLE in NONALKALINE CONDITIONS

The Mitsunobu inversion is one of the reliable methods for stereospecific substitution of chiral alcohols, but its deacylation step has limited the substrate scope. Here, we propose a new template of the Mitsunobu acylate that can be deacylated in non-alkaline treatments. The 3,4-dihydroxy-2-methylenebutanoate was selected as a template structure, and its acetonide- or bisTBS derivatives were synthesized. The latter especially showed excellent inversion efficiency (up to >99% ee) and good elimination performance for a series of secondary alcohols in near-neutral conditions. The results demonstrated the applicability of the new template for the substrates labile in alkaline conditions, such as a-hydroxyesters.

Ni-Catalyzed Reductive C-O Bond Arylation of Oxalates Derived from α-Hydroxy Esters with Aryl Halides

A Ni-catalyzed reductive cross-coupling of α-hydroxycarbonyl compounds modified with oxalyl groups and aryl halides has been developed that furnishes α-aryl esters under mild conditions and tolerates a variety of functionalized aryl halides bearing electron-withdrawing and -donating groups. This work highlights C-O bond fragmentation on secondary alkyl carbon centers that generates α-carbonyl radicals.