617-51-6

Basic information

• Product Name: ISOPROPYL (S)-(-)-LACTATE
• Synonyms: isopropyl-2-hydroxypropanoate;isopropyl-2-hydroxypropionate;isopropylalpha-hydroxypropionate;lactated’isopropyle;lacticacid,isopropylester;Propanoicacid,2-hydroxy-,1-methylethylester;2-Hydroxypropanoic acid isopropyl ester;propan-2-yl 2-hydroxypropanoate
• CAS NO: 617-51-6
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.16
• EINECS: 264-417-1
• Mol File: 617-51-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 166-168 °C(lit.)
• Flash Point: 135 °F
• Appearance: /
• Density: 0.988 g/mL at 25 °C(lit.)
• Vapor Density: 4.2 (vs air)
• Refractive Index: n20/D 1.411(lit.)
• PKA: 13.27±0.20(Predicted)
• CAS DataBase Reference: ISOPROPYL (S)-(-)-LACTATE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOPROPYL (S)-(-)-LACTATE(617-51-6)
• EPA Substance Registry System: ISOPROPYL (S)-(-)-LACTATE(617-51-6)

Safety Data

• Safety Statements: 23-24/25
• RIDADR: UN 3272 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 617-51-6(Hazardous Substances Data)

Usage

General Description

ISOPROPYL (S)-(-)-LACTATE is a chemical compound that belongs to the group of isopropyl lactates. It is a colorless, clear liquid with a fruity odor, and is commonly used as a solvent in various industries, including cosmetics, personal care products, and coatings. It is known for its ability to dissolve a wide range of substances and is often used as a substitute for traditional solvents due to its low toxicity and environmental impact. ISOPROPYL (S)-(-)-LACTATE is also used as a flavoring agent in food products and as a fragrance ingredient in perfumes and colognes. Additionally, it is used in pharmaceutical and agricultural products, where its solvency properties are valuable for formulating various types of formulations.

InChI:InChI=1/C6H12O3/c1-4(2)9-6(8)5(3)7/h4-5,7H,1-3H3

Synthetic route

2-(tert-butyl-dimethyl-silanyloxy)-propionic acid isopropyl ester → isopropyl lactate (617-51-6)

Conditions	Yield
With potassium hydrogensulfate In methanol at 20℃; for 3h;	97%

1,3-dihydroxyacetone dimer (62147-49-3) + isopropyl alcohol (67-63-0) → isopropyl lactate (617-51-6)

Conditions	Yield
at 85℃; for 8h;	48.8%

isopropyl alcohol (67-63-0) + Sucrose (57-50-1) → isopropyl lactate (617-51-6) + 2-hydroxy-3-butensaeure-isopropylester (112025-99-7)

Conditions	Yield
Sn-BEA at 160℃; under 15001.5 Torr; Inert atmosphere of argon;	A 26% B 12%
Sn-BEA at 160℃; for 20h; Inert atmosphere; autoclave;	A 26% B 12%

LACTIC ACID (849585-22-4) + isopropyl alcohol (67-63-0) → isopropyl lactate (617-51-6)

Conditions	Yield
at 170℃;
With sulfuric acid; benzene
With hydrogenchloride Reflux;

2-(2-hydroxy-1-oxopropoxy)propionic acid (617-57-2) + isopropyl alcohol (67-63-0) → isopropyl lactate (617-51-6)

Conditions	Yield
at 160 - 170℃;

sodium lactate (312-85-6) + isopropyl alcohol (67-63-0) → isopropyl lactate (617-51-6)

Conditions	Yield
With sulfuric acid

calcium lactate (814-80-2) + isopropyl alcohol (67-63-0) → isopropyl lactate (617-51-6)

Conditions	Yield
With sulfuric acid

ethyl 2-hydroxypropionate (97-64-3, 2676-33-7) + isopropyl alcohol (67-63-0) → isopropyl lactate (617-51-6)

Conditions	Yield
aluminium(III) triflate at 90 - 105℃; under 37.5038 - 7500.75 Torr; for 6.5h; Conversion of starting material;

2-iodo-propane (75-30-9) + silver lactate → isopropyl lactate (617-51-6) + 2-isopropoxypropanoic acid (79885-46-4)

Conditions	Yield
wird mit waessr.-alkoholischem Bariumhydroxyd verseift;

dihydroxyacetone (96-26-4) + isopropyl alcohol (67-63-0) → α,α-di(isopropoxy)acetone (59044-05-2) + isopropyl lactate (617-51-6)

Conditions	Yield
With Zeolite USY CBV 600 at 109.84℃; for 4h; Autoclave;	A 16 %Chromat. B 83 %Chromat.

2,3,4,5,6-pentahydroxy-hexanal (50-99-7, 59-23-4, 921-60-8, 1949-88-8, 1990-29-0, 2152-76-3, 2595-97-3, 2595-98-4, 3458-28-4, 4205-23-6, 5934-56-5, 5978-95-0, 5987-68-8, 6027-89-0, 6038-51-3, 7635-11-2, 10030-80-5, 15572-79-9, 19163-87-2, 23567-25-1, 26566-61-0, 30077-17-9, 31103-86-3, 39665-52-6, 40866-07-7, 58367-01-4, 58407-05-9, 58407-06-0, 83198-69-0, 83198-70-3, 83198-71-4, 93780-23-5, 145920-48-5) + isopropyl alcohol (67-63-0) → isopropyl lactate (617-51-6)

Conditions	Yield
With bi-functional magnesium silicate with MTW zeolite frameworks containing 3.58 wt% Mg at 159.84℃; under 3750.38 Torr; Inert atmosphere;	36.6 %Chromat.

isopropyl lactate (617-51-6) → isopropyl pyruvate (923-11-5)

Conditions	Yield
With hydrogenchloride; zinc(II) nitrate; hydroxylamine hydrochloride; copper(II) nitrate; sodium hydroxide at 50℃; under 760.051 Torr; for 6h; Molecular sieve; Green chemistry;	95.6%
With hydrogenchloride; sodium hypobromide In dichloromethane; water at 25℃; for 5h;	92%
With potassium permanganate; sulfuric acid
With dihydrogen peroxide In dichloromethane; water at 25℃; for 24h; Reflux;

isopropyl lactate (617-51-6) + Bestmann ylide (73818-55-0, 15596-07-3) → 4-Isopropoxy-5-methyl-5H-furan-2-one

Conditions	Yield
In toluene for 12h; Heating;	90%

isopropyl lactate (617-51-6) → isopropyl propionate (637-78-5)

Conditions	Yield
With hydrogen In ethanol at 220℃; under 37503.8 Torr; for 12h; Catalytic behavior;	71%
With hydrogen at 220℃; under 37503.8 Torr; for 12h;	71%

isopropyl lactate (617-51-6) + C31H26F2N2O3S + ethyl phosphodichloridite (1498-51-7) → C32H35F2N2O8PS

Conditions	Yield
Stage #1: isopropyl lactate; ethyl phosphodichloridite With triethylamine In dichloromethane at 0℃; for 2h; Inert atmosphere; Stage #2: C31H26F2N2O3S In dichloromethane at 20℃;	30%

2-iodo-propane (75-30-9) + isopropyl lactate (617-51-6) → 2-isopropoxy-propionic acid isopropyl ester (91367-78-1)

Conditions	Yield
With sodium

Ketene (463-51-4) + isopropyl lactate (617-51-6) → isopropyl 2-acetoxypropanoate (4055-08-7)

Conditions	Yield
With sulfuric acid

isopropyl lactate (617-51-6) + diethylene glycol bischloroformate (106-75-2) → diethylene glycol-O.O-dicarboxylic acid bis-(1-carboisopropyloxy-ethyl ester) (5349-69-9)

Conditions	Yield
With pyridine; diethyl ether at 0℃;

isopropyl lactate (617-51-6) → propylene glycol (57-55-6)

Conditions	Yield
With nickel; triethylamine at 100℃; Hydrogenation;

isopropyl lactate (617-51-6) + acetic anhydride (108-24-7) → isopropyl 2-acetoxypropanoate (4055-08-7)

Conditions	Yield
With sulfuric acid
With dmap In dichloromethane

isopropyl lactate (617-51-6) + acetic acid (64-19-7) → isopropyl 2-acetoxypropanoate (4055-08-7) + 2-acetoxypropionic acid (535-17-1)

Conditions	Yield
With sulfuric acid; benzene

isopropyl lactate (617-51-6) + acryloyl chloride (814-68-6) → O-acryloyl-lactic acid isopropyl ester (92173-19-8)

Conditions	Yield
With sodium carbonate; copper(l) chloride Erhitzen des Reaktionsgemisches auf 80-100grad;

isopropyl lactate (617-51-6) + cyclohexanylcarbonyl chloride (2719-27-9) → Isopropyl-lactat-cyclohexylcarboxylat (4055-09-8)

isopropyl lactate (617-51-6) + 4-nitro-trans-cinnamic acid (882-06-4) → (E)-3-(4-Nitro-phenyl)-acrylic acid 1-isopropoxycarbonyl-ethyl ester

isopropyl lactate (617-51-6) + butan-1-ol (71-36-3) → n-butyl lactate (138-22-7)

Conditions	Yield
aluminium(III) triflate at 125 - 145℃; under 37.5038 - 7500.75 Torr; Conversion of starting material;

Pyridine-2,5-dicarboxylic acid (100-26-5) + isopropyl lactate (617-51-6) → Bis(1-isopropoxycarbonylethyl) pyridine-2,5-dicarboxylate (117517-40-5)

Conditions	Yield
With thionyl chloride In N-methyl-acetamide; dichloromethane; di-isopropyl ether; toluene

pyridine-2,4-dicarboxylic acid (499-80-9) + isopropyl lactate (617-51-6) → Bis(1-isopropoxycarbonylethyl) pyridine-2,4-dicarboxylate

Conditions	Yield
With thionyl chloride In N-methyl-acetamide; dichloromethane; di-isopropyl ether; toluene

Upstream product

• 312-85-6 sodium lactate 
• 67-63-0 isopropyl alcohol 
• 814-80-2 calcium lactate 
• 97-64-3 ethyl 2-hydroxypropionate 
• 96-26-4 dihydroxyacetone 
• 26680-10-4 3,6-dimethyl-1,4-dioxane-2,5-dione 
• 923-11-5 isopropyl pyruvate 
• 50-99-7 2,3,4,5,6-pentahydroxy-hexanal 
• 62147-49-3 1,3-dihydroxyacetone dimer 
• 57-50-1 Sucrose 
• 75-30-9 2-iodo-propane 
• 617-57-2 2-(2-hydroxy-1-oxopropoxy)propionic acid 
• 849585-22-4 LACTIC ACID 

Downstream Products

• 4055-08-7 isopropyl 2-acetoxypropanoate 
• 535-17-1 2-acetoxypropionic acid 
• 40058-87-5 iso-propyl-2-chloropropanoate 
• 637-78-5 isopropyl propionate 
• 1383468-48-1 (R)-isopropyl 2-(2-iodophenoxy)propanoate 
• 138-22-7 n-butyl lactate 
• 4055-09-8 Isopropyl-lactat-cyclohexylcarboxylat 
• 57-55-6 propylene glycol 
• 5349-69-9 diethylene glycol-O.O-dicarboxylic acid bis-(1-carboisopropyloxy-ethyl ester) 

Relevant articles and documents

Bi-Functional Magnesium Silicate Catalyzed Glucose and Furfural Transformations to Renewable Chemicals

Bio-refinery is attracting significant interest to produce a wide range of renewable chemicals and fuels from biomass that are alternative to fossil fuel derived petrochemicals. Similar to petrochemical industries, bio-refinery also depends on solid zeolite catalysts. Acid-base catalysis plays pivotal role in producing a wide range of chemicals from biomass. Herein, the Mg framework substituted MTW zeolite is synthesized and explored in the valorisation of glucose and furfural. Bi-functional (acidic and basic) characteristics are confirmed using pyridine adsorbed FT?IR analysis and NH3 and CO2 temperature-programmed desorption techniques. Textural properties and morphological information are retrieved from N2-sorption, X-ray photoelectron spectroscopy, and electron microscopy. The activity of the catalyst is demonstrated in the selective isomerisation of glucose to fructose in ethanol. Glucose is converted to methyl lactate in high yield using the same catalyst. Further, the bi-functional activity of this catalyst is demonstrated in the production of fuel precursor by the reaction of furfural and isopropanol. Mg?MTW zeolite exhibits excellent activity in the production of all these chemicals and fuel derivative. The catalyst exhibits no significant loss in the activity even after five recycles. One simple catalyst affording three renewable synthetic intermediates from glucose and furfural will attract significant attention to catalysis researchers and industrialists.

Method of synthesizing acid ester

PROBLEM TO BE SOLVED: To provide a method for manufacturing lactate without the corrosion of a reactor nor trouble of waste liquid processing, using glycerol separated and generated from various oil-and-fats, including glycerol by-produced in the manufacture of a biodiesel fuel.SOLUTION: In the method, the lactate is synthesized from the glycerol in the presence of a solid basic catalyst, using alcohol in a high-temperature and high-pressure state as a reaction medium.

Hydroxyapatite supported lewis acid catalysts for the transformation of trioses in alcohols

We prepared hydroxyapatite-supported tin(II) chloride and tin(IV) chloride Lewis acid catalysts. These catalysts showed catalytic activity for the transformation of trioses in alcohols to yield alkyl lactates. Under optimal conditions, n-butyl lactate was obtained in 73.5 yield when dihydroxyacetone and n-butanol were treated with hydroxyapatite-supported tin(II) chloride.