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Butyl hydroxyacetate, also known as butyl glycolate, is a glycolic acid derivative characterized by its colorless transparent liquid appearance. It is a chemical compound that holds potential applications in various industries due to its unique properties.

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  • 7397-62-8 Structure
  • Basic information

    1. Product Name: Butyl hydroxyacetate
    2. Synonyms: N-BUTYL GLYCOLATE;Acetic acid, hydroxy-, butyl ester;Aceticacid,hydroxy-,butylester;hydroxy-aceticacibutylester;hydroxyaceticacidbutylester;BUTYL GLYCOLATE;BUTYL HYDROXYACETATE;butyl glycollate
    3. CAS NO:7397-62-8
    4. Molecular Formula: C6H12O3
    5. Molecular Weight: 132.16
    6. EINECS: 230-991-7
    7. Product Categories: flow agent in paint
    8. Mol File: 7397-62-8.mol
    9. Article Data: 11
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 187-190 °C(lit.)
    3. Flash Point: 74 °C
    4. Appearance: /
    5. Density: 1.019 g/mL at 20 °C(lit.)
    6. Vapor Pressure: 0.227mmHg at 25°C
    7. Refractive Index: n20/D 1.427
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 12.99±0.10(Predicted)
    11. Water Solubility: 46g/L at 20℃
    12. BRN: 1749477
    13. CAS DataBase Reference: Butyl hydroxyacetate(CAS DataBase Reference)
    14. NIST Chemistry Reference: Butyl hydroxyacetate(7397-62-8)
    15. EPA Substance Registry System: Butyl hydroxyacetate(7397-62-8)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 63-41
    3. Safety Statements: 23-24/25-36/37/39-26
    4. RIDADR: NA 1993 / PGIII
    5. WGK Germany: 1
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 7397-62-8(Hazardous Substances Data)

7397-62-8 Usage

Uses

Used in Pharmaceutical Industry:
Butyl hydroxyacetate is used as an intermediate in the synthesis of pharmaceutical compounds for its ability to contribute to the formation of complex molecular structures. Specifically, it is used in the preparation of N-(α-hydroxyacetyl)-(S)-isoleucine, which is a significant component in the development of certain medications.
Used in Chemical Synthesis:
In the broader chemical industry, butyl hydroxyacetate serves as a versatile building block for the creation of various chemical products. Its glycolic acid derivative nature allows it to be a key component in synthesizing different types of chemicals, including those with potential applications in coatings, adhesives, and other industrial materials.
Given the limited information provided, these are the primary applications identified for butyl hydroxyacetate. Further research and development may reveal additional uses in other industries, such as cosmetics or agriculture, where glycolic acid derivatives are often employed.

Purification Methods

Dissolve in CHCl3 (EtOH-free), wash with 5% KHCO3 until effervescence ceases (if free acid is present), dry over CaCl2, filter, evaporate and distil through a short column. [B.hme & Opfer Z Anal Chem 139 255 1953, Filachione et al. J Am Chem Soc 73 5265 1951, Beilstein 3 IV 589.]

Check Digit Verification of cas no

The CAS Registry Mumber 7397-62-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,3,9 and 7 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 7397-62:
(6*7)+(5*3)+(4*9)+(3*7)+(2*6)+(1*2)=128
128 % 10 = 8
So 7397-62-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O3/c1-2-3-4-9-6(8)5-7/h7H,2-5H2,1H3

7397-62-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Butyl hydroxyacetate

1.2 Other means of identification

Product number -
Other names butyl 2-hydroxyacetate

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:7397-62-8 SDS

7397-62-8Synthetic route

formaldehyd
50-00-0

formaldehyd

carbon monoxide
201230-82-2

carbon monoxide

butan-1-ol
71-36-3

butan-1-ol

butyl glycolate
7397-62-8

butyl glycolate

Conditions
ConditionsYield
Stage #1: formaldehyd; carbon monoxide With 1,3,5-Trioxan; formic acid; sulfuric acid In 1,4-dioxane; dichloromethane at 120℃; under 67506.8 Torr;
Stage #2: butan-1-ol In 1,4-dioxane; dichloromethane at 160℃; under 18001.8 Torr; for 40h;
98.3%
glycolic Acid
79-14-1

glycolic Acid

butan-1-ol
71-36-3

butan-1-ol

butyl glycolate
7397-62-8

butyl glycolate

Conditions
ConditionsYield
With ion exchange at 120℃; pH=2; pH-value; Temperature; Reagent/catalyst;92%
With toluene-4-sulfonic acid In cyclohexane for 5h; Reflux;85.1%
With sulfuric acid; benzene bei langsamer Destillation;
glycolide
502-97-6

glycolide

butan-1-ol
71-36-3

butan-1-ol

butyl glycolate
7397-62-8

butyl glycolate

Conditions
ConditionsYield
stannous octoate In hexanoic acid at 135℃;
glycolic Acid
79-14-1

glycolic Acid

butan-1-ol
71-36-3

butan-1-ol

A

glycolide
502-97-6

glycolide

B

butyl glycolate
7397-62-8

butyl glycolate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In cyclohexane for 5h; Reflux;A n/a
B 85.1%
formaldehyd
50-00-0

formaldehyd

butan-1-ol
71-36-3

butan-1-ol

butyl glycolate
7397-62-8

butyl glycolate

Conditions
ConditionsYield
With sulfuric acid; water at 210 - 260℃; under 588406 - 661957 Torr; CO-Druck;
1-bromo-butane
109-65-9

1-bromo-butane

glycolic Acid
79-14-1

glycolic Acid

butyl glycolate
7397-62-8

butyl glycolate

Conditions
ConditionsYield
With triethylamine for 1h; Heating; Inert atmosphere; Ionic liquid;87%
Glyoxal
131543-46-9

Glyoxal

butan-1-ol
71-36-3

butan-1-ol

butyl glycolate
7397-62-8

butyl glycolate

Conditions
ConditionsYield
With zeolite MFI-ATSn for 6h; Reagent/catalyst; Time; Sealed tube; Green chemistry;53%
butan-1-ol
71-36-3

butan-1-ol

ammonium glycolate

ammonium glycolate

A

glycolamide
598-42-5

glycolamide

B

butyl glycolate
7397-62-8

butyl glycolate

Conditions
ConditionsYield
unter Entfernen des entstehenden Wassers und Ammoniaks;
butan-1-ol
71-36-3

butan-1-ol

potassium chloroacetate

potassium chloroacetate

butyl glycolate
7397-62-8

butyl glycolate

butyl glycolate
7397-62-8

butyl glycolate

1,5-difluoro-2,4-dinitrobenzene
327-92-4

1,5-difluoro-2,4-dinitrobenzene

butyl 2,4-dinitro-5-fluorophenoxyacetate
122641-49-0

butyl 2,4-dinitro-5-fluorophenoxyacetate

Conditions
ConditionsYield
With triethylamine In 1,2-dichloro-ethane at 0 - 5℃; for 2h; Large scale;89.9%
butyl glycolate
7397-62-8

butyl glycolate

butyl chloroacetate
590-02-3

butyl chloroacetate

Conditions
ConditionsYield
With N,N-dimethyl-formamide; 2-Fluorobenzoyl chloride In 1,4-dioxane at 80℃; for 16h; Sealed tube;75%
butyl glycolate
7397-62-8

butyl glycolate

methyl isocyanate
624-83-9

methyl isocyanate

3-(hydroxymethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one
1182358-83-3

3-(hydroxymethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one

Conditions
ConditionsYield
Stage #1: butyl glycolate With hydrazine hydrate at 50℃; for 1h;
Stage #2: methyl isocyanate In water at -10 - 20℃;
Stage #3: With sodium hydroxide In water at 95℃;
74%
4-[3-(4-chlorophenyl)-4-piperidin-4-yl-1H-pyrazol-5-yl]pyrimidine
271576-76-2

4-[3-(4-chlorophenyl)-4-piperidin-4-yl-1H-pyrazol-5-yl]pyrimidine

butyl glycolate
7397-62-8

butyl glycolate

2-{4-[3-(4-chlorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]piperidin-1-yl}-2-oxoethanol
271576-80-8

2-{4-[3-(4-chlorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]piperidin-1-yl}-2-oxoethanol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; 1,8-diazabicyclo[5.4.0]undec-7-ene at 110℃; for 3 - 3.41667h;78%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In xylene; butan-1-ol at 25 - 145℃; Heating / reflux;
butyl glycolate
7397-62-8

butyl glycolate

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

n-butyl o-chlorophenoxyacetate

n-butyl o-chlorophenoxyacetate

Conditions
ConditionsYield
Stage #1: butyl glycolate With magnesium ethylate at 60℃;
Stage #2: 1,2-dichloro-benzene at 90℃;
98.9%
butyl glycolate
7397-62-8

butyl glycolate

ortho-cresol
95-48-7

ortho-cresol

n-butyl o-tolyloxyacetate

n-butyl o-tolyloxyacetate

Conditions
ConditionsYield
With Mo2P5-MCM-48 at 120℃; for 3h;99.2%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

butyl glycolate
7397-62-8

butyl glycolate

methacrylic butyl glycolate ester

methacrylic butyl glycolate ester

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In dichloromethane at 0 - 20℃;20%
butyl glycolate
7397-62-8

butyl glycolate

phenol
108-95-2

phenol

butyl 2-phenoxyacetate
32001-59-5

butyl 2-phenoxyacetate

Conditions
ConditionsYield
With catalyst Mo2P5-MCM-48 (molar ratio of Mo2P5 and MCM-48: 25:100) at 100 - 120℃; for 2h; Reagent/catalyst; Time; Temperature;65.78%
4-[3-(4-chlorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]cyclohexanone
635725-14-3, 857729-86-3

4-[3-(4-chlorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]cyclohexanone

butyl glycolate
7397-62-8

butyl glycolate

2-{4-[3-(4-chloro-2-fluorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]piperidin-1-yl}-2-oxoethanol

2-{4-[3-(4-chloro-2-fluorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]piperidin-1-yl}-2-oxoethanol

Conditions
ConditionsYield
Stage #1: 4-[3-(4-chlorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]cyclohexanone; butyl glycolate With sodium ethanolate In ethanol at 20 - 81℃; for 4h;
Stage #2: With hydrogenchloride In ethanol; water at 40℃; Product distribution / selectivity;
70%
Stage #1: 4-[3-(4-chlorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]cyclohexanone; butyl glycolate With sodium ethanolate In ethanol at 20 - 81℃; for 4h;
Stage #2: With hydrogenchloride; ethanol; water at 40℃; for 0.166667h;
70%
Stage #1: 4-[3-(4-chlorophenyl)-4-pyrimidin-4-yl-1H-pyrazol-5-yl]cyclohexanone; butyl glycolate With 1,8-diazabicyclo[5.4.0]undec-7-ene In ethylene glycol at 80℃; for 4.9h; Nitrogen atmosphere;
Stage #2: With water In ethylene glycol at 80℃; for 1.25h;
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

butyl glycolate
7397-62-8

butyl glycolate

2-(tetrahydropyran-2-yloxy)-acetic acid butyl ester

2-(tetrahydropyran-2-yloxy)-acetic acid butyl ester

Conditions
ConditionsYield
With hydrogenchloride; sodium hydrogencarbonate
With toluene-4-sulfonic acid In dichloromethane at 20 - 35℃; for 16.5h;
butyl glycolate
7397-62-8

butyl glycolate

isobutene
115-11-7

isobutene

n-butyl 2-tert-butoxyacetate
116193-68-1

n-butyl 2-tert-butoxyacetate

Conditions
ConditionsYield
With sulfuric acid In dichloromethane at 25℃; for 72h;68%
With sulfuric acid In dichloromethane
butyl glycolate
7397-62-8

butyl glycolate

butyl glyoxalate
6295-06-3

butyl glyoxalate

Conditions
ConditionsYield
With (NH4)4[CuMo6O18(OH)6]·5H2O; oxygen; sodium sulfite In water; acetonitrile at 60℃; under 760.051 Torr; for 12h;97%
butyl glycolate
7397-62-8

butyl glycolate

ethyl vinyl ether
109-92-2

ethyl vinyl ether

Vinyloxy-acetic acid butyl ester
213548-19-7

Vinyloxy-acetic acid butyl ester

Conditions
ConditionsYield
With mercury(II) diacetate at 0℃; for 21h;21%
With mercury(II) trifluoroacetate for 1h; Ambient temperature;15%
butyl glycolate
7397-62-8

butyl glycolate

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

3-phenyl-propionic acid butoxycarbonylmethyl ester

3-phenyl-propionic acid butoxycarbonylmethyl ester

Conditions
ConditionsYield
With N,N'-dimethylaminopyridine; di-tert-butyl dicarbonate In nitromethane at 50℃; for 16h;91%
3-chloro-2-(2,4-difluoro-5-nitrophenyl)-4,5,6,7-tetrahydro-2H-indazole
121592-85-6

3-chloro-2-(2,4-difluoro-5-nitrophenyl)-4,5,6,7-tetrahydro-2H-indazole

butyl glycolate
7397-62-8

butyl glycolate

3-chloro-2-(2-fluoro-4-butyloxycarbonylmethoxy-5-nitrophenyl)-4,5,6,7-tetrahydro-2H-indazole
121592-84-5

3-chloro-2-(2-fluoro-4-butyloxycarbonylmethoxy-5-nitrophenyl)-4,5,6,7-tetrahydro-2H-indazole

Conditions
ConditionsYield
With potassium fluoride In 1,4-dioxane
With potassium fluoride In 1,4-dioxane
butyl glycolate
7397-62-8

butyl glycolate

trityl chloride
76-83-5

trityl chloride

butyl 2-(trityloxy)acetate
1449782-41-5

butyl 2-(trityloxy)acetate

Conditions
ConditionsYield
With pyridine at 65℃; for 18h;96%
2-chloro-3-nitrothiophene
5330-98-3

2-chloro-3-nitrothiophene

butyl glycolate
7397-62-8

butyl glycolate

2-(3-Nitro-2-thienyloxy)essigsaeurebutylester

2-(3-Nitro-2-thienyloxy)essigsaeurebutylester

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 40℃; for 48h;84%
3-(2,4-difluoro-5-nitrophenyl)-5-methyl-6-trifluoromethylpyrimidine-4-one
153577-85-6

3-(2,4-difluoro-5-nitrophenyl)-5-methyl-6-trifluoromethylpyrimidine-4-one

butyl glycolate
7397-62-8

butyl glycolate

3-(4-butoxycarbonylmethoxy-2-fluoro-5-nitrophenyl)-5-methyl-6-trifluoromethylpyrimidin-4-one

3-(4-butoxycarbonylmethoxy-2-fluoro-5-nitrophenyl)-5-methyl-6-trifluoromethylpyrimidin-4-one

Conditions
ConditionsYield
With potassium fluoride In 1,4-dioxane; ethyl acetate
butyl glycolate
7397-62-8

butyl glycolate

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

n-butyl methylsulfonyloxyacetate

n-butyl methylsulfonyloxyacetate

Conditions
ConditionsYield
With triethylamine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane
1-(2-chlorobenzyl)-4-chloro-5-formyl-2,3,6,7-tetrahydro-1H-azepine

1-(2-chlorobenzyl)-4-chloro-5-formyl-2,3,6,7-tetrahydro-1H-azepine

butyl glycolate
7397-62-8

butyl glycolate

Butyl 6-(2-chlorobenzyl)-5,6,7,8-tetrahydro-4H-furo[2,3-d]azepine-2-carboxylate

Butyl 6-(2-chlorobenzyl)-5,6,7,8-tetrahydro-4H-furo[2,3-d]azepine-2-carboxylate

Conditions
ConditionsYield
With nitrogen In 1,4-dioxane; chloroform; water; ethyl acetate
furan-2,5-dicarboxylic acid
3238-40-2

furan-2,5-dicarboxylic acid

butyl glycolate
7397-62-8

butyl glycolate

furandiformyl-butyl glycolate

furandiformyl-butyl glycolate

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 160℃;
3-diazo-1-methyl-1,3-dihydro-indol-2-one
3265-14-3

3-diazo-1-methyl-1,3-dihydro-indol-2-one

butyl glycolate
7397-62-8

butyl glycolate

butyl 2-((1-methyl-2-oxoindolin-3-yl)oxy)acetate

butyl 2-((1-methyl-2-oxoindolin-3-yl)oxy)acetate

Conditions
ConditionsYield
In dichloromethane at 25℃; for 24h; Irradiation;56%
1H-imidazole
288-32-4

1H-imidazole

butyl glycolate
7397-62-8

butyl glycolate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

n-butyl <(tert-butyldimethylsilyl)oxy>acetate
114790-31-7

n-butyl <(tert-butyldimethylsilyl)oxy>acetate

Conditions
ConditionsYield
In hexane
In hexane
butyl glycolate
7397-62-8

butyl glycolate

4-cyano-5-methyl-tetrahydrofuran-3-one
70097-89-1

4-cyano-5-methyl-tetrahydrofuran-3-one

Conditions
ConditionsYield
In tetrahydrofuran

7397-62-8Relevant articles and documents

Preparation method of glycolic acid or glycolate

-

Paragraph 0148-0150, (2020/09/20)

The invention discloses a preparation method of glycolic acid or glycolate. The method comprises the following steps of: formaldehyde and carbon monoxide are introduced into a reactor containing a reaction solution to carry out polymerization reaction, wherein the reaction solution contains an acid catalyst; after the relative molecular mass of a polymer generated by the polymerization reaction reaches 2,000 and above, the polymerization reaction system is cooled to crystallize and precipitate the generated polymer; solid-liquid separation is carried out on the material in the reactor; and excessive water or alcohol is added into the obtained solid phase to carry out a depolymerization reaction to obtain glycolic acid or glycolate. Compared with the prior art, the method disclosed by the invention is good in process stability, low in energy consumption, good in economic practicability and high in product yield, and has a very good application prospect.

Retention Characteristics and Sorption Enthalpies of Esters of Natural Hydroxycarboxylic Acids on DB-1 Stationary Phase

Portnova,Yamshchikova, Yu. F.,Krasnykh

, p. 577 - 583 (2019/06/03)

Abstract: Sorption characteristics and retention of esters of glycolic, lactic, malic, and tartaric acids with C1?C8 alcohols of linear structure are studied by gas-liquid chromatography in the temperature range of 90?260°C on DB-1 nonpolar phase. The values of the retention indices of the compounds studied are obtained. On the basis of experimentally determined retention times, the thermodynamic characteristics of sorption under the conditions of limiting dilution are estimated. The dependences of the change in sorption enthalpies on the length of the linear alkyl substituent and on the value of the logarithmic retention index are found. The possibility of estimating the energy of intermolecular interactions of lactic acid esters in the liquid phase is shown on the basis of the obtained values of sorption enthalpies and vaporization enthalpies.

Preparation method of chlorophenoxyacetic ester

-

Paragraph 0046; 0047, (2019/01/08)

The invention provides a preparation method of chlorophenoxyacetic ester, wherein the preparation method comprises the following steps: A) carrying out reaction of glycolic acid and alcohol in tolueneto obtain glycolic ester; B) carrying out reaction of glycolic ester and metal alkoxide to obtain a metal salt of glycolic ester; and C) carrying out reaction of the metal salt of glycolic ester andchlorobenzene to obtain the chlorophenoxyacetic ester. The chlorophenoxyacetic ester is synthesized by condensation of chlorobenzene with the metal salt of glycolic ester, the use of chlorophenol withunpleasant odor is effectively avoided, the production of highly toxic dioxins is eliminated, and the product quality and the operating environment of the production site are greatly improved. Motherliquor containing effective ingredients cannot be produced, so the loss of effective ingredients is effectively avoided and the yield of the product is improved.

Hydroxy acetic acid n-butyl catalytic synthesis method

-

Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037-0049, (2017/09/23)

The invention belongs to the technical field of chemical synthesis, and concretely relates to a catalytic synthesis method of n-butyl hydroxyacetate. The method comprises the following steps: carrying out a refluxing dehydrating esterification reaction on glycolic acid and an excess amount of n-butanol under the catalysis of acidic ion exchange resin, filtering, and distilling to synthesize n-butyl hydroxyacetate, wherein the acidic ion exchange resin is preprocessed by a buffer solution. Processing of the acidic ion exchange resin by the buffer solution with a certain pH value greatly improves the synthesis yield and selectivity of n-butyl hydroxyacetate. The method has the advantages of low device requirements, no corrosion and few three wastes, and is especially suitable for amplified production.

Natural preservatives

-

Paragraph 0055; 0056, (2016/12/26)

In the present invention, provided is a compound, which has good antibacterial effects and is denoted by general formula (I), or a pharmaceutical acceptable salt thereof where R1 is saturated or unsaturated straight chains or branch chains of an alkyl group in general formula (I); R2 is hydrogen, methyl or is selected from a general formula (2); and R3 is hydrogen, saturated or unsaturated straight chains or branch chains of an alkyl group, and X is hydrogen or is selected from a hydroxyl group in general formula (2).COPYRIGHT KIPO 2015

Synthesis and application of glycolic esters in methanol-gasoline as bifunctional additives

Tang, Ying,Cheng, Qitong,Zhang, Jie,Yang, Changchun,Wang, Shanshan,Wang, Xiaoli,Zhao, Zhen

, p. 1109 - 1113 (2015/01/30)

Summary : To explore new and multifunctional additives for methanol-gasoline, glycolic esters were synthesized and screened as phase stabilizer and saturation vapor pressure depressor. The effect of the esters' structure on the efficiency was discussed. It was found that the stability of the blends depend on the length of the glycolic esters' alkoxy group, and hexyl glycolic and octyl glycolic were found to be the most effective in various gasoline-methanol blends. Additionally, the glycolic esters can depress the saturation vapor pressure of methanol-gasoline effectively as well, and decyl glycolic is the most effective one. With these data, it can be concluded that the glycolic esters have the great potential to be used as bifunctional gasoline-methanol additives.

A continuous process for glyoxal valorisation using tailored Lewis-acid zeolite catalysts

Dapsens, Pierre Y.,Mondelli, Cecilia,Kusema, Bright T.,Verel, Rene,Perez-Ramirez, Javier

, p. 1176 - 1186 (2014/03/21)

The aqueous-phase heterogeneously catalysed isomerisation of bio-oil derived glyoxal is herein introduced as a novel route for the sustainable production of glycolic acid. While commercial ultra-stable Y zeolites displayed only moderate performance, their evaluation enabled us to highlight the crucial role of Lewis acidity in the reaction. Gallium incorporation into these zeolites boosted the glycolic acid yield, although the best catalytic results were obtained over tin-containing MFI-type zeolites, reaching 91% yield of the desired product at full conversion. These materials comprised hydrothermally-synthesised Sn-MFI as well as a novel catalyst obtained by the introduction of tin into silicalite-1 by means of a simpler and more scalable method, i.e. alkaline-assisted metallation. In-depth spectroscopic characterisation of these systems uncovered a substantial similarity of the tin centres obtained by the top-down and bottom-up synthetic approaches. NMR spectroscopic studies gave evidence that the reaction follows a 1,2-hydride shift mechanism solely catalysed by Lewis-acid sites. The Sn-MFI analogue could be reused in 5 cycles without the need for intermediate calcination, did not evidence any tin leaching, and demonstrated suitability for utilisation under continuous-flow operation. The tin-based zeolites exhibited remarkable performance also in alcoholic solvents, leading to the one-pot production of relevant alkyl glycolates.

Preparation and application of Hydroxyacetic Acid Esters as Methanol-Gasoline additives

Jiang, Xiaoyan,Tang, Ying

, p. 8447 - 8450 (2013/11/06)

In this paper, hydroxyacetic acid esters (glycolic esters) were synthesized and used as phase stabilizer and saturation vapour pressure depressor of methanol-gasoline. The results show that the stabilities of the blends depend on the length of the glycoli

MAKEUP COMPOSITION

-

, (2011/06/28)

Composition for making up keratin fibres, such as eyelashes or eyebrows, having improved makeup-removing properties, containing in a continuous aqueous phase: an aqueous dispersion of a particular polyurethane present in an amount of solids greater than or equal to 5% by weight relative to the total weight of said composition, andsaid composition comprising an emulsifying system comprising less than 2% by weight of triethanolamine.

Ionic liquids as solvent for efficient esterification of carboxylic acids with alkyl halides

Goek, Yetkin,Alici, Buelent,Cetinkaya, Enginc,OeZdemir, Ismail,Oezeroglu, Ozlem

experimental part, p. 187 - 191 (2010/09/11)

The selective esterification of carboxylic acid derivatives with a variety of alkyl halides was carried out using ionic liquid as solvent in the presence of triethylamine. The reaction was found to proceed under relatively mild conditions with excellent conversions (up to 99%) and selectivities. The ionic liquid was recycled and reused. TUeBITAK.

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