2-ISOPROPOXYETHANOL supplier

Name
2-ISOPROPOXYETHANOL
EINECS 203-685-6
CAS No. 109-59-1
Article Data17
CAS DataBase
Density 0.903
Solubility

Stability

Stable. Incompatible with strong oxidizing agents. Combustible.

Toxicology

Harmful if inhaled or absorbed through the skin.Eye irritant. Typical OEL 22 mg/m3.
Toxicity
Melting Point -60 °C

Formula C5H12 O2

Boiling Point 131.8 °C at 760 mmHg

Molecular Weight 104.149

Flash Point 43 ºC

Transport Information UN 2929

Appearance clear colorless liquid

Safety Moderately toxic by skin contact and intraperitoneal routes. Mildly toxic by inhalation and ingestion. A skin and eye irritant. When heated to decomposition it emits acrid smoke and fumes. See also GLYCOL ETHERS.

Risk Codes R20/21;R36

Molecular Structure

Hazard Symbols

Synonyms Ethanol,2-isopropoxy- (6CI,7CI,8CI); 2-Isopropoxyethanol; 2-Isopropyloxyethanol;2-[(1-Methylethyl)oxy]ethanol; Dowanal EiPAT; Ethylene glycol isopropyl ether;Ethylene glycol monisopropyl ether; Ethylene glycol monoisopropyl ether;Isopropyl Cellosolve; Isopropyl Oxitol; NSC 1259; Ucar AC; b-Hydroxyethyl isopropyl ether

PSA 29.46000

LogP 0.40370

Synthetic route

75-21-8
oxirane

67-63-0
isopropyl alcohol

109-59-1
2-(1-methylethoxy)-ethanol

Conditions

Conditions Yield

With boron trifluoride at 80℃;

With hydro silicate bei Siedehitze;

With ortho-tungstic acid at 90 - 95℃; under 7355.08 - 8826.09 Torr;

107-21-1
ethylene glycol

75-26-3
isopropyl bromide

109-59-1
2-(1-methylethoxy)-ethanol

Conditions

Conditions Yield

With sodium carbonate

105-36-2
ethyl bromoacetate

67-63-0
isopropyl alcohol

109-59-1
2-(1-methylethoxy)-ethanol

Conditions

Conditions Yield

(i) Na, (ii) LiAlH4; Multistep reaction;

75-21-8
oxirane

64-17-5
ethanol

67-63-0
isopropyl alcohol

75-65-0
tert-butyl alcohol

A

110-80-5
2-ethoxy-ethanol

B

109-59-1
2-(1-methylethoxy)-ethanol

C

7580-85-0
tert-butyl glycidyl ether

Conditions

Conditions Yield

Trimethyl borate; hydrogen fluoride In water at 30℃; for 0.166667h;

...Expand

66722-45-0, 103419-24-5, 104344-23-2, 105878-43-1, 112945-47-8
bisoprolol fumarate

A

109-59-1
2-(1-methylethoxy)-ethanol

B

C13H20ClNO2*ClH

Conditions

Conditions Yield

With hydrogenchloride In water at 70.04℃; Kinetics; Mechanism; Temperature; Concentration;

66722-45-0, 103419-24-5, 104344-23-2, 105878-43-1, 112945-47-8
bisoprolol fumarate

A

109-59-1
2-(1-methylethoxy)-ethanol

B

C13H20BrNO2*BrH

Conditions

Conditions Yield

With hydrogen bromide; potassium bromide In water at 70.04℃; Kinetics; Mechanism; Temperature; Reagent/catalyst;

66722-45-0, 103419-24-5, 104344-23-2, 105878-43-1, 112945-47-8
bisoprolol fumarate

A

109-59-1
2-(1-methylethoxy)-ethanol

B

C13H20INO2*HI

Conditions

Conditions Yield

With hydrogen iodide; potassium iodide In water at 70.04℃; Kinetics; Mechanism; Temperature; Reagent/catalyst;

109-59-1
2-(1-methylethoxy)-ethanol

124-63-0
methanesulfonyl chloride

235097-76-4
methanesulfonic acid 2-isopropoxyethyl ester

Conditions

Conditions Yield

With triethylamine In dichloromethane at 20℃; for 1.5h; Cooling with ice; 100%

With triethylamine In dichloromethane at 20℃; 80%

With triethylamine In dichloromethane at 0 - 20℃; for 3h; 80%

Y5(OiPr)13O

109-59-1
2-(1-methylethoxy)-ethanol

794521-39-4
[Y4(μ3,η2-OC2H4OCH(CH3)2)3(μ,η2-OC2H4OCH(CH3)2)2(η1-OC2H4OCH(CH3)2)4(μ,η1-OC2H4OCH(CH3)2)3]2

Conditions

Conditions Yield

In toluene reactions carried out under argon; Y5O(OCH(CH3)2)13 reacted with 2-isopropoxyethanol in toluene at room temp. for 12 h; elem. anal.; 99%

109-59-1
2-(1-methylethoxy)-ethanol

8-bromo-7-(4-chlorobenzyl)-3-methyl-1-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1H-purine-2,6(3H,7H)-dione

7-(4-chlorobenzyl)-8-(2-isopropoxyethoxy)-3-methyl-1-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1H-purine-2,6(3H,7H)-dione

Conditions

Conditions Yield

Stage #1: 2-(1-methylethoxy)-ethanol With sodium In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 8-bromo-7-(4-chlorobenzyl)-3-methyl-1-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1H-purine-2,6(3H,7H)-dione In tetrahydrofuran at 20℃; for 16h; 95.2%

109-59-1
2-(1-methylethoxy)-ethanol

7727-18-6
vanadium(V) oxychloride

bis[μ-chloro-chloro(η2-2-isopropoxyethanolato)oxovanadium(V)]

Conditions

Conditions Yield

In pentane byproducts: HCl; Schlenk technique, protected from direct sun light; VOCl3 slowly added to soln. of alcohol in n-pentane at 0°C; HCl completely removed by heating at 30°C; crystd. at -30°C overnight; additional portion of crystals obtained by concg. the decanted soln. and storing at -30°C overnight; elem. anal.; 95%

109-59-1
2-(1-methylethoxy)-ethanol

3282-30-2
pivaloyl chloride

C5H12O2C5H8O

Conditions

Conditions Yield

With lanthanum(III) nitrate at 20℃; for 0.333333h; 91%

109-59-1
2-(1-methylethoxy)-ethanol

11113-50-1
boric acid

3C5H11O2(1-)*B(3+)

Conditions

Conditions Yield

In toluene for 24h; Dean-Stark; Reflux; 91%

524-38-9
N-hydroxyphthalimide

109-59-1
2-(1-methylethoxy)-ethanol

54149-22-3
2-(2-isopropoxyethoxy)isoindoline-1,3-dione

Conditions

Conditions Yield

With triphenylphosphine In tetrahydrofuran; toluene at 20℃; Inert atmosphere; 90%

109-59-1
2-(1-methylethoxy)-ethanol

1187956-07-5
Br(1-)*C15H22NO(1+)

1187956-37-1
2-(2'-isopropoxyethoxy)-2,3-dihydro-3-methylenebenzofuran

Conditions

Conditions Yield

Stage #1: 2-(1-methylethoxy)-ethanol With sodium Inert atmosphere;
Stage #2: Br(1-)*C15H22NO(1+) at 120℃; for 0.166667h; Inert atmosphere; 88%

109-59-1
2-(1-methylethoxy)-ethanol

623-05-2
(4-hydroxyphenyl)methanol

177034-57-0
4-(2-isopropoxy-ethoxymethyl)-phenol

Conditions

Conditions Yield

With indium(III) chloride at 80℃; for 3.25h; Neat (no solvent); 87%

With ytterbium(III) triflate at 80℃; for 1.5h; 67%

With cation exchange resin AG 50W-X8 Heating;

With polymer supported SO3H at 0 - 20℃; for 17h; Amberlyst-15 resin;

109-59-1
2-(1-methylethoxy)-ethanol

6779-09-5
ethylphosphonic acid

2-(isopropoxy)ethyl hydrogen ethylphosphonate

Conditions

Conditions Yield

With phenylarsonic acid In toluene for 28h; Heating; 87%

109-59-1
2-(1-methylethoxy)-ethanol

422508-26-7
2-fluoro-8-(3,4,5-trimethoxy-benzyl)-9H-purin-6-ylamine

PU29F

Conditions

Conditions Yield

With di-tert-butyl-diazodicarboxylate; triphenylphosphine In dichloromethane; toluene at 20℃; 86%

109-59-1
2-(1-methylethoxy)-ethanol

98-58-8
4-bromobenzenesulfonyl chloride

318958-62-2
2-isopropoxyethyl 4-bromobenzenesulfonate

Conditions

Conditions Yield

With triethylamine In dichloromethane 86%

109-59-1
2-(1-methylethoxy)-ethanol

623-05-2
(4-hydroxyphenyl)methanol

A

76890-93-2
4,4’-dihydroxydibenzyl ether

B

177034-57-0
4-(2-isopropoxy-ethoxymethyl)-phenol

Conditions

Conditions Yield

With ytterbium(III) triflate In acetonitrile at 80℃; for 5h; A 4%
B 85%

...Expand

109-59-1
2-(1-methylethoxy)-ethanol

98-59-9
p-toluenesulfonyl chloride

51218-98-5
p-toluenesulfonic-acid-(2-isopropoxyethyl)-ester

Conditions

Conditions Yield

With triethylamine In dichloromethane at 0 - 20℃; for 1h; 85%

With triethylamine In dichloromethane at 0 - 20℃; for 6h; 83%

With triethylamine In dichloromethane at 0 - 25℃; for 16h; 81%

With pyridine In dichloromethane at 20℃; for 3h; 60%

With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; 57%

109-59-1
2-(1-methylethoxy)-ethanol

diethylzinc

2C5H11O2(1-)*Zn(2+)

Conditions

Conditions Yield

In hexane at 0 - 23℃; for 18.6667h; 85%

109-59-1
2-(1-methylethoxy)-ethanol

indium (III) tris(hexamethyldisilyl) amide

3C5H11O2(1-)*In(3+)

Conditions

Conditions Yield

In toluene at 23 - 70℃; for 18.0833h; 85%

109-59-1
2-(1-methylethoxy)-ethanol

103-16-2
4-Benzyloxyphenol

1354968-43-6
1-((4-(2-isopropyloxyethoxy)phenoxy)methyl)benzene

Conditions

Conditions Yield

With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane Inert atmosphere; 84%

109-59-1
2-(1-methylethoxy)-ethanol

2614-88-2
sorbinyl chloride

88973-72-2
(2E,4E)-Hexa-2,4-dienoic acid 2-isopropoxy-ethyl ester

Conditions

Conditions Yield

83%

109-59-1
2-(1-methylethoxy)-ethanol

123-08-0
4-hydroxy-benzaldehyde

4-(2-isopropoxyethoxy)benzaldehyde

Conditions

Conditions Yield

With diethylazodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 0 - 20℃; for 18h; 82%

With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 25℃;

109-59-1
2-(1-methylethoxy)-ethanol

917-61-3
sodium isocyanate

67952-46-9
ethylene glycol monoisopropyl ether carbamate

Conditions

Conditions Yield

With perchloric acid on silica gel at 20℃; for 0.75h; 81%

With trichloroacetic acid

109-59-1
2-(1-methylethoxy)-ethanol

[Cu2(trifluoroacetate)4(tetrahyrofuran)2]

861642-75-3
[Cu2(trifluoroacetate)4(2-isopropoxyethanol)2]

Conditions

Conditions Yield

In toluene all manipulations under N2 atm.; org. compd. added to Cu compd. in toluene, stirred for 12 h at room temp.; concd.C; elem. anal.; 81%

109-59-1
2-(1-methylethoxy)-ethanol

3C5H11O2(1-)*In(3+)

2C5H11O2(1-)*Zn(2+)

0.1In(3+)*Zn(2+)*2.3C5H11O2(1-)

Conditions

Conditions Yield

In toluene at 23 - 50℃; for 18h; 80%

...Expand

109-59-1
2-(1-methylethoxy)-ethanol

318958-37-1
2-(2-iodoethoxy)propane

Conditions

Conditions Yield

With 1H-imidazole; iodine; triphenylphosphine In diethyl ether at 0℃; for 12h; 80%

Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 16 h / 0 - 25 °C
2: sodium iodide / acetone / 16 h / 60 °C
View Scheme

108-05-4
vinyl acetate

109-59-1
2-(1-methylethoxy)-ethanol

hydroxy-functional oligo(vinyl acetate), DP = 10, Mn = 964; monomer(s): vinyl acetate; 2-isopropoxyethanol

hydroxy-functional oligo(vinyl acetate), DP = 10, Mn = 964; monomer(s): vinyl acetate; 2-isopropoxyethanol

Conditions

Conditions Yield

With 2,2'-azobis(isobutyronitrile) at 90℃; for 24h; 79%

674-82-8
4-methyleneoxetan-2-one

109-59-1
2-(1-methylethoxy)-ethanol

57792-07-1
3-Oxo-butyric acid 2-isopropoxy-ethyl ester

Conditions

Conditions Yield

With triethylamine at 50 - 60℃; 77.9%

109-59-1
2-(1-methylethoxy)-ethanol

3880-04-4
2,2,2,4,4,4-hexafluoro-1,3-dimethyl-1,3,2λ5,4λ5-diazadiphosphetidine

A

70317-21-4
2,2,2,4,4,4,4-Octafluor-1,3-dimethyl-1,3,2λ6,4λ6-diazadiphosphetidin-HF-Addukt

B

94446-39-6
2,2,2,4,4-Pentafluoro-4-(2-isopropoxy-ethoxy)-1,3-dimethyl-2λ5,4λ5-[1,3,2,4]diazadiphosphetidine

Conditions

Conditions Yield

In dichloromethane for 12h; Ambient temperature; Yields of byproduct given; A n/a
B 77%

...Expand

888740-63-4
ethyl 3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-4-hydroxyphenyl)propanoate

109-59-1
2-(1-methylethoxy)-ethanol

888740-64-5
3-[2-{[3-chloro-5-(trifluoromethyl)pyridine-2-yl]oxy}-4-(2-isopropoxyethoxy)phenyl]propanoic acid ethyl ester

Conditions

Conditions Yield

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine In tetrahydrofuran for 1h; 75%

888740-63-4
ethyl 3-(2-([3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy)-4-hydroxyphenyl)propanoate

109-59-1
2-(1-methylethoxy)-ethanol

10465-81-3
1,1'-(Azodicarbonyl)dipiperidin

888740-64-5
3-[2-{[3-chloro-5-(trifluoromethyl)pyridine-2-yl]oxy}-4-(2-isopropoxyethoxy)phenyl]propanoic acid ethyl ester

Conditions

Conditions Yield

With tributylphosphine In tetrahydrofuran; di-isopropyl ether 75%

...Expand

109-59-1
2-(1-methylethoxy)-ethanol

7550-45-0
titanium tetrachloride

1378027-15-6
TiCl3(2-(i-propoxy)ethanol-H)

Conditions

Conditions Yield

In toluene under an inert atm.; to a soln. of TiCl4 (9.10 mmol) in toluene was added a soln. of a ligand (9.10 mmol) in toluene; the mixt. was stirred for 4 d and allowed to settle; the supernatant was decanted and the resulting solid washed with tolueneand petroleum spirits; the solid was dried overnight under vac.; elem. anal.; 74%

109-59-1
2-(1-methylethoxy)-ethanol

939-87-7, 5685-36-9, 37107-48-5, 42916-08-5, 42916-12-1, 42916-13-2, 62624-90-2, 78738-39-3
2-phenyl-1-cyclopropanecarbonyl chloride

(+/-)-trans-2-Phenyl-cyclopropanecarboxylic acid 2-isopropoxy-ethyl ester

Conditions

Conditions Yield

With pyridine; triethylamine In dichloromethane 65%

2-ISOPROPOXYETHANOL Chemical Properties
Synonyms:Dowanal EiPAT;dowanaleipat;Dowanol EiPAT;beta-hydroxyethylisopropylether;2-isopropoxy-ethano;beta-Hydroxyethyl isopropyl ether; 2-(1-methylethoxy)-ethano;2-(1-methylethoxy)-Ethanol;
The Molecular formula of 2-ISOPROPOXYETHANOL(109-59-1): C₅H₁₂O₂
The Molecular Weight of 2-ISOPROPOXYETHANOL(109-59-1): 104.15
Molecular Structure :
EINECS: 203-685-6
Melting point: -60 °C
Boiling point: 42-44 °C13 mm Hg(lit.)
Flash point: 114 °F
density: 0.903 g/mL at 25 °C(lit.)
refractive index: n20/D 1.41(lit.)
storage temp.:Flammables area
2-ISOPROPOXYETHANOL Toxicity Data With Reference
1.
skn-rbt 20 mg/24H MOD
    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,627.
2.
eye-rbt 500 mg/24H MLD
    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,627.
3.
orl-rat LD50:5660 mg/kg
    AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.
4.
ihl-rat LC50:3100 mg/m3/4H
    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,67.
5.
ipr-rat LD50:800 mg/kg
    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,67.
6.
orl-mus LD50:4900 mg/kg
    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,67.
7.
ihl-mus LC50:1930 ppm/7H
    JIHTAB    Journal of Industrial Hygiene and Toxicology. 25 (1943),157.
8.
ipr-mus LD50:1860 mg/kg
    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,67.
9.
2-ISOPROPOXYETHANOL Consensus Reports
Glycol ether compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.
2-ISOPROPOXYETHANOL Safety Profile
Moderately toxic by skin contact and intraperitoneal routes. Mildly toxic by inhalation and ingestion. A skin and eye irritant. When heated to decomposition it emits acrid smoke and fumes. See also GLYCOL ETHERS.
The Hazard Codes of 2-ISOPROPOXYETHANOL(109-59-1):   Xn
HazardClass: 3
The Risk Statements information of 2-ISOPROPOXYETHANOL(109-59-1):
36: Irritating to the eyes
20/21: Harmful by inhalation and in contact with skin
The Safety Statements information of 2-ISOPROPOXYETHANOL(109-59-1):
24/25: Avoid contact with skin and eyes
RIDADR: UN 2929 6.1/PG 2
WGK Germany: 1
RTECS: KL5075000
PackingGroup: III
2-ISOPROPOXYETHANOL Standards and Recommendations
OSHA PEL: TWA 25 ppm
ACGIH TLV: TWA 25 ppm
DFG MAK: 5 ppm (22 mg/m³)

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Conditions	Yield
With boron trifluoride at 80℃;
With hydro silicate bei Siedehitze;
With ortho-tungstic acid at 90 - 95℃; under 7355.08 - 8826.09 Torr;

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1.5h; Cooling with ice;	100%
With triethylamine In dichloromethane at 20℃;	80%
With triethylamine In dichloromethane at 0 - 20℃; for 3h;	80%

Conditions	Yield
With indium(III) chloride at 80℃; for 3.25h; Neat (no solvent);	87%
With ytterbium(III) triflate at 80℃; for 1.5h;	67%
With cation exchange resin AG 50W-X8 Heating;
With polymer supported SO3H at 0 - 20℃; for 17h; Amberlyst-15 resin;

Conditions	Yield
With diethylazodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 0 - 20℃; for 18h;	82%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 25℃;

Conditions	Yield
With perchloric acid on silica gel at 20℃; for 0.75h;	81%
With trichloroacetic acid

Conditions	Yield
With 1H-imidazole; iodine; triphenylphosphine In diethyl ether at 0℃; for 12h;	80%
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 16 h / 0 - 25 °C 2: sodium iodide / acetone / 16 h / 60 °C View Scheme

1.	skn-rbt 20 mg/24H MOD	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,627.
2.	eye-rbt 500 mg/24H MLD	85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,627.
3.	orl-rat LD50:5660 mg/kg	AIHAAP American Industrial Hygiene Association Journal. 30 (1969),470.
4.	ihl-rat LC50:3100 mg/m3/4H	85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,67.
5.	ipr-rat LD50:800 mg/kg	85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,67.
6.	orl-mus LD50:4900 mg/kg	85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,67.
7.	ihl-mus LC50:1930 ppm/7H	JIHTAB Journal of Industrial Hygiene and Toxicology. 25 (1943),157.
8.	ipr-mus LD50:1860 mg/kg	85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,67.
9.

Product Name

2-ISOPROPOXYETHANOL

Stability

Toxicology

Synthetic route

2-ISOPROPOXYETHANOL Chemical Properties

2-ISOPROPOXYETHANOL Toxicity Data With Reference

2-ISOPROPOXYETHANOL Consensus Reports

2-ISOPROPOXYETHANOL Safety Profile

2-ISOPROPOXYETHANOL Standards and Recommendations

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