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ISOPROPYL (S)-(-)-LACTATE is a colorless, clear liquid chemical compound with a fruity odor, belonging to the group of isopropyl lactates. It is valued for its solvency properties, low toxicity, and minimal environmental impact, making it a versatile solvent in various industries.

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  • 617-51-6 Structure
  • Basic information

    1. Product Name: ISOPROPYL (S)-(-)-LACTATE
    2. 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
    3. CAS NO:617-51-6
    4. Molecular Formula: C6H12O3
    5. Molecular Weight: 132.16
    6. EINECS: 264-417-1
    7. Product Categories: N/A
    8. Mol File: 617-51-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 166-168 °C(lit.)
    3. Flash Point: 135 °F
    4. Appearance: /
    5. Density: 0.988 g/mL at 25 °C(lit.)
    6. Vapor Density: 4.2 (vs air)
    7. Refractive Index: n20/D 1.411(lit.)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 13.27±0.20(Predicted)
    11. CAS DataBase Reference: ISOPROPYL (S)-(-)-LACTATE(CAS DataBase Reference)
    12. NIST Chemistry Reference: ISOPROPYL (S)-(-)-LACTATE(617-51-6)
    13. EPA Substance Registry System: ISOPROPYL (S)-(-)-LACTATE(617-51-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 23-24/25
    4. RIDADR: UN 3272 3/PG 3
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: 3.2
    8. PackingGroup: III
    9. Hazardous Substances Data: 617-51-6(Hazardous Substances Data)

617-51-6 Usage

Uses

Used in Cosmetics and Personal Care Products:
ISOPROPYL (S)-(-)-LACTATE is used as a solvent for its ability to dissolve a wide range of substances, enhancing the formulation of various cosmetic and personal care products.
Used in Coatings Industry:
In the coatings industry, ISOPROPYL (S)-(-)-LACTATE is used as a solvent to improve the solubility and application of coatings, offering an environmentally friendly alternative to traditional solvents.
Used as a Flavoring Agent in Food Products:
ISOPROPYL (S)-(-)-LACTATE is used as a flavoring agent in food products, providing a fruity taste and enhancing the overall flavor profile.
Used as a Fragrance Ingredient in Perfumes and Colognes:
ISOPROPYL (S)-(-)-LACTATE is utilized as a fragrance ingredient in perfumes and colognes, contributing to the creation of pleasant and long-lasting scents.
Used in Pharmaceutical Products:
In the pharmaceutical industry, ISOPROPYL (S)-(-)-LACTATE is used for its solvency properties, aiding in the formulation of various types of pharmaceutical formulations.
Used in Agricultural Products:
ISOPROPYL (S)-(-)-LACTATE is also used in agricultural products, where its solvency properties are valuable for formulating effective and safe agricultural formulations.

Check Digit Verification of cas no

The CAS Registry Mumber 617-51-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 7 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 617-51:
(5*6)+(4*1)+(3*7)+(2*5)+(1*1)=66
66 % 10 = 6
So 617-51-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O3/c1-4(2)9-6(8)5(3)7/h4-5,7H,1-3H3

617-51-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name ISOPROPYL (S)-(-)-LACTATE

1.2 Other means of identification

Product number -
Other names isopropyl 2-hydroxypropanoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:617-51-6 SDS

617-51-6Synthetic route

2-(tert-butyl-dimethyl-silanyloxy)-propionic acid isopropyl ester

2-(tert-butyl-dimethyl-silanyloxy)-propionic acid isopropyl ester

isopropyl lactate
617-51-6

isopropyl lactate

Conditions
ConditionsYield
With potassium hydrogensulfate In methanol at 20℃; for 3h;97%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl lactate
617-51-6

isopropyl lactate

Conditions
ConditionsYield
at 85℃; for 8h;48.8%
isopropyl alcohol
67-63-0

isopropyl alcohol

Sucrose
57-50-1

Sucrose

A

isopropyl lactate
617-51-6

isopropyl lactate

B

2-hydroxy-3-butensaeure-isopropylester
112025-99-7

2-hydroxy-3-butensaeure-isopropylester

Conditions
ConditionsYield
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

LACTIC ACID

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl lactate
617-51-6

isopropyl lactate

Conditions
ConditionsYield
at 170℃;
With sulfuric acid; benzene
With hydrogenchloride Reflux;
2-(2-hydroxy-1-oxopropoxy)propionic acid
617-57-2

2-(2-hydroxy-1-oxopropoxy)propionic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl lactate
617-51-6

isopropyl lactate

Conditions
ConditionsYield
at 160 - 170℃;
sodium lactate
312-85-6

sodium lactate

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl lactate
617-51-6

isopropyl lactate

Conditions
ConditionsYield
With sulfuric acid
calcium lactate
814-80-2

calcium lactate

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl lactate
617-51-6

isopropyl lactate

Conditions
ConditionsYield
With sulfuric acid
ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl lactate
617-51-6

isopropyl lactate

Conditions
ConditionsYield
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

2-iodo-propane

silver lactate

silver lactate

A

isopropyl lactate
617-51-6

isopropyl lactate

B

2-isopropoxypropanoic acid
79885-46-4

2-isopropoxypropanoic acid

Conditions
ConditionsYield
wird mit waessr.-alkoholischem Bariumhydroxyd verseift;
dihydroxyacetone
96-26-4

dihydroxyacetone

isopropyl alcohol
67-63-0

isopropyl alcohol

A

α,α-di(isopropoxy)acetone
59044-05-2

α,α-di(isopropoxy)acetone

B

isopropyl lactate
617-51-6

isopropyl lactate

Conditions
ConditionsYield
With Zeolite USY CBV 600 at 109.84℃; for 4h; Autoclave;A 16 %Chromat.
B 83 %Chromat.
isopropyl lactate
617-51-6

isopropyl lactate

isopropyl pyruvate
923-11-5

isopropyl pyruvate

Conditions
ConditionsYield
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

isopropyl lactate

Bestmann ylide
73818-55-0, 15596-07-3

Bestmann ylide

4-Isopropoxy-5-methyl-5H-furan-2-one

4-Isopropoxy-5-methyl-5H-furan-2-one

Conditions
ConditionsYield
In toluene for 12h; Heating;90%
isopropyl lactate
617-51-6

isopropyl lactate

isopropyl propionate
637-78-5

isopropyl propionate

Conditions
ConditionsYield
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

isopropyl lactate

C31H26F2N2O3S

C31H26F2N2O3S

ethyl phosphodichloridite
1498-51-7

ethyl phosphodichloridite

C32H35F2N2O8PS

C32H35F2N2O8PS

Conditions
ConditionsYield
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

2-iodo-propane

isopropyl lactate
617-51-6

isopropyl lactate

2-isopropoxy-propionic acid isopropyl ester
91367-78-1

2-isopropoxy-propionic acid isopropyl ester

Conditions
ConditionsYield
With sodium
Ketene
463-51-4

Ketene

isopropyl lactate
617-51-6

isopropyl lactate

isopropyl 2-acetoxypropanoate
4055-08-7

isopropyl 2-acetoxypropanoate

Conditions
ConditionsYield
With sulfuric acid
isopropyl lactate
617-51-6

isopropyl lactate

diethylene glycol bischloroformate
106-75-2

diethylene glycol bischloroformate

diethylene glycol-O.O-dicarboxylic acid bis-(1-carboisopropyloxy-ethyl ester)
5349-69-9

diethylene glycol-O.O-dicarboxylic acid bis-(1-carboisopropyloxy-ethyl ester)

Conditions
ConditionsYield
With pyridine; diethyl ether at 0℃;
isopropyl lactate
617-51-6

isopropyl lactate

propylene glycol
57-55-6

propylene glycol

Conditions
ConditionsYield
With nickel; triethylamine at 100℃; Hydrogenation;
isopropyl lactate
617-51-6

isopropyl lactate

acetic anhydride
108-24-7

acetic anhydride

isopropyl 2-acetoxypropanoate
4055-08-7

isopropyl 2-acetoxypropanoate

Conditions
ConditionsYield
With sulfuric acid
With dmap In dichloromethane
isopropyl lactate
617-51-6

isopropyl lactate

acetic acid
64-19-7

acetic acid

A

isopropyl 2-acetoxypropanoate
4055-08-7

isopropyl 2-acetoxypropanoate

B

2-acetoxypropionic acid
535-17-1

2-acetoxypropionic acid

Conditions
ConditionsYield
With sulfuric acid; benzene
isopropyl lactate
617-51-6

isopropyl lactate

acryloyl chloride
814-68-6

acryloyl chloride

O-acryloyl-lactic acid isopropyl ester
92173-19-8

O-acryloyl-lactic acid isopropyl ester

Conditions
ConditionsYield
With sodium carbonate; copper(l) chloride Erhitzen des Reaktionsgemisches auf 80-100grad;
isopropyl lactate
617-51-6

isopropyl lactate

cyclohexanylcarbonyl chloride
2719-27-9

cyclohexanylcarbonyl chloride

Isopropyl-lactat-cyclohexylcarboxylat
4055-09-8

Isopropyl-lactat-cyclohexylcarboxylat

isopropyl lactate
617-51-6

isopropyl lactate

4-nitro-trans-cinnamic acid
882-06-4

4-nitro-trans-cinnamic acid

(E)-3-(4-Nitro-phenyl)-acrylic acid 1-isopropoxycarbonyl-ethyl ester

(E)-3-(4-Nitro-phenyl)-acrylic acid 1-isopropoxycarbonyl-ethyl ester

isopropyl lactate
617-51-6

isopropyl lactate

butan-1-ol
71-36-3

butan-1-ol

n-butyl lactate
138-22-7

n-butyl lactate

Conditions
ConditionsYield
aluminium(III) triflate at 125 - 145℃; under 37.5038 - 7500.75 Torr; Conversion of starting material;
Pyridine-2,5-dicarboxylic acid
100-26-5

Pyridine-2,5-dicarboxylic acid

isopropyl lactate
617-51-6

isopropyl lactate

Bis(1-isopropoxycarbonylethyl) pyridine-2,5-dicarboxylate
117517-40-5

Bis(1-isopropoxycarbonylethyl) pyridine-2,5-dicarboxylate

Conditions
ConditionsYield
With thionyl chloride In N-methyl-acetamide; dichloromethane; di-isopropyl ether; toluene
pyridine-2,4-dicarboxylic acid
499-80-9

pyridine-2,4-dicarboxylic acid

isopropyl lactate
617-51-6

isopropyl lactate

Bis(1-isopropoxycarbonylethyl) pyridine-2,4-dicarboxylate

Bis(1-isopropoxycarbonylethyl) pyridine-2,4-dicarboxylate

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

617-51-6Relevant articles and documents

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

Kumar, Abhinav,Srivastava, Rajendra

, p. 4807 - 4816 (2020/08/24)

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.

ANTIVIRAL PRODRUGS OF TENOFOVIR

-

Page/Page column 30; 34; 35, (2018/09/26)

Compounds of Formula I: and pharmaceutically acceptable salts and co-crystals thereof are useful for the inhibition of HIV reverse transcriptase. The compounds may also be useful for the prophylaxis or treatment of infection by HIV and in the prophylaxis, delay in the onset or progression, and treatment of AIDS. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antiviral agents, immunomodulators, antibiotics or vaccines.

Method of synthesizing acid ester

-

Paragraph 0052-0054, (2017/02/23)

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.

Dynamic kinetic resolution of α-substituted β-ketoesters catalyzed by Baeyer-Villiger monooxygenases: Access to enantiopure α-hydroxy esters

Rioz-Martínez, Ana,Cuetos, Aníbal,Rodríguez, Cristina,De Gonzalo, Gonzalo,Lavandera, Iván,Fraaije, Marco W.,Gotor, Vicente

supporting information; experimental part, p. 8387 - 8390 (2011/10/09)

BVMOs make a play: The dynamic kinetic resolution of racemic α-alkyl-β-ketoesters was performed through a selective Baeyer-Villiger oxidation employing different Baeyer-Villiger monooxygenases (BVMOs) in mild basic media. The product diesters were obtained with excellent yields and enantioselectivities, and used as precursors for optically active α-hydroxy esters.

Organosoluble zirconium phosphonate nanocomposites and their supported chiral ruthenium catalysts: The first example of homogenization of inorganic-supported catalyst in asymmetric hydrogenation

Chen, Taotao,Ma, Xuebing,Wang, Xiaojia,Wang, Qiang,Zhou, Jinqin,Tang, Qian

experimental part, p. 3325 - 3335 (2011/05/13)

In this article, we report the synthesis, structure, morphologies, and asymmetric catalytic properties of a series of novel organosoluble zirconium phosphonate nanocomposites and their supported chiral ruthenium catalysts, which have a good organosolubility (0.1-0.5 g mL-1) in various solvents and mesoporous, filiform, and layered structures. Due to the organosoluble properties in various organic solvents, the first homogenization of zirconium phosphonate-supported catalyst was realized in the field of catalysis. In the asymmetric hydrogenation of substituted α-ketoesters, enantioselectivities (74.3-84.7% ee) and isolated yields (86.7-93.6%) were higher than the corresponding homogeneous Ru(p-cymene)(S-BINAP)Cl2 due to the confinement effect caused by the remaining mesopores in the backbone of the zirconium phosphonate. After completing the reaction, the supported catalyst can be readily recovered in quantitative yield by adding cyclohexane and centrifugation, and reused for five consecutive runs without significant loss in catalytic activity.

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

Zhang, Zehui,Zhao, Zongbao

experimental part, p. 70 - 73 (2011/10/05)

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.

Zeolite-catalysed conversion of C3 sugars to alkyl lactates

Pescarmona, Paolo P.,Janssen, Kris P. F.,Delaet, Chloe,Stroobants, Christophe,Houthoofd, Kristof,Philippaerts, An,De Jonghe, Chantal,Paul, Johan S.,Jacobs, Pierre A.,Sels, Bert F.

experimental part, p. 1083 - 1089 (2010/08/20)

The direct conversion of C3 sugars (or trioses) to alkyl lactates was achieved using zeolite catalysts. This reaction represents a key step towards the efficient conversion of bio-glycerol or formaldehyde to added-value chemicals such as lactate derivatives. The highest yields and selectivities towards the desired lactate product were obtained with Ultrastable zeolite Y materials having a low Si/Al ratio and a high content of extra-framework aluminium. Correlating the types and amounts of acid sites present in the different zeolites reveals that two acid functions are required to achieve excellent catalysis. Bronsted acid sites catalyse the conversion of trioses to the reaction intermediate pyruvic aldehyde, while Lewis acid sites further assist in the intramolecular rearrangement of the aldehyde into the desired lactate ester product. The presence of strong zeolitic Bronsted acid sites should be avoided as much as possible, since they convert the intermediate pyruvic aldehyde into alkyl acetals instead of lactate esters. A tentative mechanism for the acid catalysis is proposed based on reference reactions and isotopically labelled experiments. Reusability of the USY catalyst is demonstrated for the title reaction.

ZEOLITE-CATALYZED PREPARATION OF ALPHA-HYDROXY CARBOXYLIC ACIDS AND ESTERS THEREOF

-

Page/Page column 3, (2010/06/11)

A process for the production of lactic acid and 2-hydroxy-3-butenoic acid or esters thereof by conversion of glucose, fructose, sucrose, xylose and glycolaldehyde dissolved in a solvent in presence of a solid Lewis acidic catalyst.

Zeolite-catalyzed preparation of alpha-hydroxy carboxylic acid compounds and esters thereof

-

Page/Page column 6, (2010/06/11)

A process for the production of lactic acid and 2-hydroxy-3-butenoic acid or esters thereof by conversion of glucose, fructose, sucrose, xylose and glycolaldehyde dissolved in a solvent in presence of a solid Lewis acidic catalyst.

Synthesis of alkyl (R)-lactates and alkyl (S,S)-O-lactyllactates by alcoholysis of rac-lactide using Novozym 435

Jeon, Nan Young,Ko, Sung-Jin,Won, Keehoon,Kang, Han-Young,Kim, Bum Tae,Lee, Yeon Soo,Lee, Hyuk

, p. 6517 - 6520 (2007/10/03)

Enzymatic alcoholysis of rac-lactide for kinetic resolution was carried out in organic solvents. Effects of organic solvent, reaction temperature, and alcohol as a nucleophile were also investigated in Novozym 435-catalyzed alcoholysis of rac-lactide. Both alkyl (R)-lactate and alkyl (S,S)-O-lactyllactate were simultaneously obtained in high yields (>45%) and high enantiopurities (>97% ee) through Novozym 435-catalyzed ring-opening of rac-lactide and subsequent enantioselective alcoholysis of the resultant alkyl O-lactyllactate.

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