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1569-02-4

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1569-02-4 Usage

Chemical Properties

Clear colorless liquid

Uses

1-Ethoxy-2-propanol is used as a solvent for a wide variety of resins such as epoxies, acrylic, alkyds, polyesters, nitrocellulose, and polyurethanes. It is also used in the surface coating and printing industries, thereby it regulate the flow, levelling, and coalescence of both surface coatings. It acts as an intermediate in the production of agro-chemicals and de-icing, and anti-icing formulations. It finds application as to make cleaning products, as grease and paint remover.

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 680, 1946 DOI: 10.1021/ja01208a047

Check Digit Verification of cas no

The CAS Registry Mumber 1569-02-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,6 and 9 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1569-02:
(6*1)+(5*5)+(4*6)+(3*9)+(2*0)+(1*2)=84
84 % 10 = 4
So 1569-02-4 is a valid CAS Registry Number.
InChI:InChI=1/C5H12O2/c1-3-7-4-5(2)6/h5-6H,3-4H2,1-2H3/t5-/m1/s1

1569-02-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Ethoxy-2-propanol

1.2 Other means of identification

Product number -
Other names 1,2-propylene glycol 1-monoethyl ether

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:1569-02-4 SDS

1569-02-4Synthetic route

ethanol
64-17-5

ethanol

methyloxirane
75-56-9, 16033-71-9

methyloxirane

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

Conditions
ConditionsYield
With Al2O3/MgO composite at 120℃; Inert atmosphere;37.2%
With sodium ethanolate
With sodium hydroxide
diethyl sulfate
64-67-5

diethyl sulfate

propylene glycol
57-55-6

propylene glycol

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

Conditions
ConditionsYield
at 90 - 100℃; in alkal.Loesung;
With sodium hydroxide at 100℃;
With sodium hydroxide at 100℃;
ethanol
64-17-5

ethanol

methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

2-ethoxy-1-propanol
19089-47-5

2-ethoxy-1-propanol

B

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

Conditions
ConditionsYield
With H+-Zeolite X at 35℃; for 24h; Product distribution; Mechanism; other 2-substituted epoxides; other alcohols, thiols and amine as nucleophiles; var. solid-catalysts; also H2SO4 as catalyst; var. temp.;
With sulfuric acid
With boron trifluoride
ethanol
64-17-5

ethanol

sodium ethanolate
141-52-6

sodium ethanolate

methyloxirane
75-56-9, 16033-71-9

methyloxirane

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

sodium ethanolate
141-52-6

sodium ethanolate

methyloxirane
75-56-9, 16033-71-9

methyloxirane

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

Conditions
ConditionsYield
In ethanol
acrylaldehyde diethyl acetal
3054-95-3

acrylaldehyde diethyl acetal

A

3,3-diethoxypropan-1-ol
16777-87-0

3,3-diethoxypropan-1-ol

B

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane Product distribution; 1)THF, 0 deg C, 7 h;A 90.5 % Chromat.
B 1 % Chromat.
ethanol
64-17-5

ethanol

methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

B

di(propylene glycol) ethyl ether
58797-30-1

di(propylene glycol) ethyl ether

Conditions
ConditionsYield
With sodium hydroxide Heating; Yield given. Yields of byproduct given;
ethanol
64-17-5

ethanol

methyloxirane
75-56-9, 16033-71-9

methyloxirane

sodium hydroxide

sodium hydroxide

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

diethyl sulfate
64-67-5

diethyl sulfate

propylene glycol
57-55-6

propylene glycol

A

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

B

propylene glycol-diethyl ether

propylene glycol-diethyl ether

1-bromo-2-ethoxy-propane
23465-32-9

1-bromo-2-ethoxy-propane

water
7732-18-5

water

A

2-ethoxy-1-propanol
19089-47-5

2-ethoxy-1-propanol

B

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

Conditions
ConditionsYield
at 100℃;
ethanol
64-17-5

ethanol

isopropyl alcohol
67-63-0

isopropyl alcohol

methyloxirane
75-56-9, 16033-71-9

methyloxirane

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

B

1-isopropoxy-2-propanol
3944-36-3

1-isopropoxy-2-propanol

C

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
Trimethyl borate; hydrogen fluoride In water for 0.5h;
1-ethoxy-2-propanyl formate

1-ethoxy-2-propanyl formate

A

formic acid
64-18-6

formic acid

B

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

Conditions
ConditionsYield
With water at 80℃; for 24h; Equilibrium constant; Sealed tube;
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

ethoxy-2-propanone
14869-34-2

ethoxy-2-propanone

Conditions
ConditionsYield
With dihydrogen peroxide In water at 80℃; for 7h; Green chemistry;72.1%
With pyridinium chlorochromate In dichloromethane at 20℃; for 40h;60%
With sodium dichromate; sulfuric acid at 4 - 5℃;
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

benzoyl chloride
98-88-4

benzoyl chloride

1-Methyl-2-ethoxyethylbenzoat

1-Methyl-2-ethoxyethylbenzoat

Conditions
ConditionsYield
With pyridine 1.) 60 deg C, 2 h, 2.) 12 h, r.t.;57%
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

N-(6-methylquinolin-8-yl)benzamide

N-(6-methylquinolin-8-yl)benzamide

2-[(1-ethoxypropan-2-yl)oxy]-N-(6-methylquinolin-8-yl)benzamide

2-[(1-ethoxypropan-2-yl)oxy]-N-(6-methylquinolin-8-yl)benzamide

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); 1-Adamantanecarboxylic acid; tetrabutylammonium perchlorate; sodium 1-adamantanecarboxylate In N,N-dimethyl acetamide at 130℃; for 12h; Inert atmosphere; Electrochemical reaction;54%
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

iminodicarboxylic acid di-tert-butyl ester
51779-32-9

iminodicarboxylic acid di-tert-butyl ester

di-tert-butyl (2-ethoxy-1-methylethyl)imidodicarbonate
947184-87-4

di-tert-butyl (2-ethoxy-1-methylethyl)imidodicarbonate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃;45%
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

N-[5-chloro-2-(2-ethoxy-1-methylethoxy)phenyl]-N'-(5-cyano-2-pyrazinyl)urea
660851-11-6

N-[5-chloro-2-(2-ethoxy-1-methylethoxy)phenyl]-N'-(5-cyano-2-pyrazinyl)urea

Conditions
ConditionsYield
31%
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

(-)-O,21-dihydrocamptothecin
210563-62-5

(-)-O,21-dihydrocamptothecin

C25H28N2O5
1412740-33-0

C25H28N2O5

Conditions
ConditionsYield
With hydrogenchloride In water at 50℃; for 3h;21.6%
vinyl acetate
108-05-4

vinyl acetate

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

2-acetoxy-1-ethoxypropane
54839-24-6

2-acetoxy-1-ethoxypropane

Conditions
ConditionsYield
With sulfuric acid at 110℃;
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

phosphonic acid bis-(β-ethoxy-isopropyl ester)

phosphonic acid bis-(β-ethoxy-isopropyl ester)

Conditions
ConditionsYield
With phosphorus trichloride
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

phosphoric acid tris-(β-ethoxy-isopropyl ester)

phosphoric acid tris-(β-ethoxy-isopropyl ester)

Conditions
ConditionsYield
With N,N-dimethyl-aniline; phosphorus trichloride
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

1-ethoxy-2-bromo-propane
71385-98-3

1-ethoxy-2-bromo-propane

Conditions
ConditionsYield
With phosphorus tribromide
methyl phosphorodichloridothionate
2523-94-6

methyl phosphorodichloridothionate

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

thiophosphorochloridic acid O-(2-ethoxy-1-methyl-ethyl) ester O'-methyl ester
28244-15-7

thiophosphorochloridic acid O-(2-ethoxy-1-methyl-ethyl) ester O'-methyl ester

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

thiophosphorodichloridic acid O-(2-ethoxy-1-methyl-ethyl) ester
28256-34-0

thiophosphorodichloridic acid O-(2-ethoxy-1-methyl-ethyl) ester

Conditions
ConditionsYield
With trichlorophosphate
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

water
7732-18-5

water

Na2Cr2O7

Na2Cr2O7

ethoxy-2-propanone
14869-34-2

ethoxy-2-propanone

Conditions
ConditionsYield
at 4 - 5℃;
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

sulfuric acid
7664-93-9

sulfuric acid

acetic anhydride
108-24-7

acetic anhydride

2-acetoxy-1-ethoxypropane
54839-24-6

2-acetoxy-1-ethoxypropane

2-amino-8-quinolinol
70125-16-5

2-amino-8-quinolinol

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

8-(2-ethoxy-1-methylethoxy)quinolin-2-amine

8-(2-ethoxy-1-methylethoxy)quinolin-2-amine

Conditions
ConditionsYield
With PS-PPh3; dibenzyl azodicarboxylate In tetrahydrofuran Mitsunobu reaction;
5-(6-(azidocarbonyl)-5-isopropylpyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2,4-difluoro-N-methoxybenzamide
658085-52-0

5-(6-(azidocarbonyl)-5-isopropylpyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2,4-difluoro-N-methoxybenzamide

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

[4-(2,4-difluoro-5-methoxycarbamoyl-phenylamino)-5-isopropyl-pyrrolo[2,1-f][1,2,4]triazin-6-yl]-carbamic acid 2-ethoxy-1-methyl-ethyl ester

[4-(2,4-difluoro-5-methoxycarbamoyl-phenylamino)-5-isopropyl-pyrrolo[2,1-f][1,2,4]triazin-6-yl]-carbamic acid 2-ethoxy-1-methyl-ethyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 85℃; for 2h; Curtius rearrangement;
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

carbonic acid bis-(2-ethoxy-1-methyl-ethyl) ester

carbonic acid bis-(2-ethoxy-1-methyl-ethyl) ester

Conditions
ConditionsYield
With pyridine In benzene at 60℃; for 12h;
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

Methyl thioglycolate
2365-48-2

Methyl thioglycolate

2-ethoxy-1-methylethyl thioglycolate

2-ethoxy-1-methylethyl thioglycolate

Conditions
ConditionsYield
With sulfuric acid at 80℃; for 7h;
propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

2-mercaptopropanoic acid
79-42-5

2-mercaptopropanoic acid

2-ethoxy-1-methylethyl thiolactate

2-ethoxy-1-methylethyl thiolactate

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 3h;

1569-02-4Relevant articles and documents

Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature

Li, Ruipeng,Liu, Zhimin,Wang, Yuepeng,Xiang, Junfeng,Xu, Yueting,Zhang, Fengtao,Zhao, Yanfei

supporting information, p. 8734 - 8737 (2021/09/08)

Alcoholysis of propylene oxide (PO) is achieved over azolate ionic liquids (IL,e.g., 1-hydroxyethyl-3-methyl imidazolium imidazolate) at room temperature, accessing glycol ethers in high yields with excellent selectivity (e.g., >99%). Mechanism investigation indicates that cooperation of hydrogen-bonding of the anion with methanol and that of the cation with PO catalyses the reaction.

Nano metal oxides as efficient catalysts for selective synthesis of 1-methoxy-2-propanol from methanol and propylene oxide

Zhang, Jiawei,Cai, Qinghai,Zhao, Jingxiang,Zang, Shuying

, p. 4478 - 4482 (2018/02/07)

Nano metal oxides such as Fe2O3, Fe3O4, CuO, NiO, ZnO and SnO2 were prepared and characterized using XRD, SEM and TEM analysis. These as-prepared metal oxide materials were used as catalysts for the etherification of methanol with propylene oxide (PO). The results showed that α-Fe2O3 exhibited outstanding catalytic performance with 97.7% conversion and 83.0% selectivity to MP-2 at 160 °C for 8 h. Furthermore, the relationship between the catalytic activity or selectivity and surface basicity or energy gap was investigated. This catalyst could be easily recovered and reused due to its heterogeneous catalytic nature.

Synthesis of propylene glycol ethers from propylene oxide catalyzed by environmentally friendly ionic liquids

Zhao, Cong,Chen, Shengxin,Zhang, Ruirui,Li, Zihang,Liu, Ruixia,Ren, Baozeng,Zhang, Suojiang

, p. 879 - 888 (2017/05/24)

A series of acetate ionic liquids were synthesized using a typical two-step method. The ionic liquids were used as environmentally benign catalysts in the production of propylene glycol ethers from propylene oxide and alcohols under mild conditions. The basic strengths of the ionic liquids were evaluated by determination of their Hammett functions, obtained using ultraviolet-visible spectroscopy, and the relationship between their catalytic activities and basicities was established. The catalytic efficiencies of the ionic liquids were higher than that of the traditional basic catalyst NaOH. This can be attributed to the involvement of a novel reaction mechanism when these ionic liquids are used. A possible electrophilic-nucleophilic dual activation mechanism was proposed and confirmed using electrospray ionization quadrupole time-of-flight mass spectrometry. In addition, the effects of significant reaction parameters such as concentration of catalyst, molar ratio of alcohol to propylene oxide, reaction temperature, and steric hindrance of the alcohol were investigated in detail.

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