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60-29-7 Usage

Medical uses

It can be used to test the arm-to-lung blood circulation time. After being injected into the upper arm vein, the drug liquid goes from the right atrium, passes right ventricle to reach the lungs, and is then discharged from the respiratory tract. It normally takes 4 to 6 seconds for the patients to smell ether odor from the infusion moment (or 3 to 8 seconds).

【Usage and Dosage】
  • Take 1ml of ether and 2ml of 0.9% sodium chloride solution, mix them and then inject from the arm vein.
  • Adverse reactions such as temporary chest discomfort, cough, and local pain may occur.

【Precautions】
  • Patients with potential heart failure are banned.
  • Do not inject Diethyl ether outside the blood vessels mistakenly.
  • Exposure to air or in storage for long, ether forms an explosive mixture of ether peroxides and aldehydes etc.

【Specifications】 Injection: 3ml.

【Warning】
  • Patients with severe intracranial hypertonia, acute inflammation of the upper respiratory tract, active tuberculosis, severe respiratory disease, cardiovascular disease, liver and kidney functional impairment, severe metabolic disorders and uncontrolled diabetes are strictly prohibited for Ether anesthesia. If the administration is excessive during the operation, respiratory dangers such as weakness of breathing, fall of blood pressure, rapid pulse and pupil dilation will occur.
  • Inhalation at 10% concentration can result in death. The maximum allowable concentration in the workplace is 400×10-6.

Uses

Solvent for waxes, fats, oils, perfumes, alkaloids, gums. Excellent solvent for nitrocellulose when mixed with alcohol. Important reagent in organic syntheses, especially in Grignard and Wurtz type reactions. Easily removable extractant of active principles (hormones, etc.) from plant and animal tissues. In the manufacture of gun powder. As primer for gasoline engines.

First-aid

  • Rinse with soap when contact with eyes and skin. 
  • Help with the breathing using oxygen gas containing 5% carbon dioxide when breathing is abnormal and the face turns blue.
  • Drink hot tea and coffee to prevent vomiting.

Air & Water Reactions

Highly flammable. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. A mixture of liquid air and Diethyl ether exploded spontaneously, [MCA Case History 616(1960)].

Fire Hazard

Behavior in Fire: Vapor is heavier than air and may travel considerable distance to a source of ignition and flash back. Decomposes violently when heated.

Definition

ChEBI: An ether in which the oxygen atom is linked to two ethyl groups.

Reactivity Profile

Occasional explosions have occurred when aluminum hydride was stored in ether. The explosions have been blamed on the presence of carbon dioxide impurity in the ether, [J. Amer. Chem. Soc. 70:877(1948)]. Diethyl ether and chromium trioxide react violently at room temperature. Solid acetyl peroxide in contact with ether or any volatile solvent may explode violently. A 5-gram portion in ether detonated while being carried, [Chem. Eng. News 27:175(1949)]. Nitrosyl perchlorate ignites and explodes with Diethyl ether. A mixture of ether and ozone forms aldehyde and acetic acid and a heavy liquid, ethyl peroxide, an explosive, [Mellor 1:911(1946-1947)].

General Description

A clear colorless liquid with an anesthetic odor. Flash point -49°F. Less dense than water and slightly soluble in water. Hence floats on water. Vapors are heavier than air. Used as a solvent and to make other chemicals.

Purification Methods

Usual impurities are water, EtOH, diethyl peroxide (which is explosive when concentrated), and aldehydes. Peroxides [detected by liberation of iodine from weakly acid (HCl) solutions of KI, or by the blue colour in the ether layer when 1mg of Na2Cr2O7 and 1 drop of dilute H2SO4 in 1mL of water is shaken with 10mL of ether] can be removed in several different ways. The simplest method is to pass dry ether through a column of activated alumina (80g Al2O3/700mL of ether). More commonly, 1L of ether is shaken repeatedly with 5-10mL of a solution comprising 6.0g of ferrous sulfate and 6mL of conc H2SO4 in 110mL of water. Aqueous 10% Na2SO3 or stannous chloride can also be used. The ether is then washed with water, dried for 24hours with CaCl2, filtered and dried further by adding sodium wire until it remains bright. The ether is stored in a dark cool place, until distilled from sodium before use. Peroxides can also be removed by wetting the ether with a little water, then adding excess LiAlH4 or CaH2 and leaving to stand for several hours. (This also dried the ether.) Werner [Analyst 58 335 1933] removed peroxides and aldehydes by adding 8g AgNO3 in 60mL of water to 1L of ether, then 100mL of 4% NaOH and shaking for 6minutes. Fierz-David [Chimia 1 246 1947] shook 1L of ether with 10g of a zinc-copper couple. (This reagent is prepared by suspending zinc dust in 50mL of hot water, adding 5mL of 2M HCl and decanting after 20seconds, washing twice with water, covering with 50mL of water and 5mL of 5% cuprous sulfate with swirling. The liquid is decanted and discarded, and the residue is washed three times with 20mL of ethanol and twice with 20mL of diethyl ether). Aldehydes can be removed from diethyl ether by distillation from hydrazine hydrogen sulfate, phenyl hydrazine or thiosemicarbazide. Peroxides and oxidisable impurities have also been removed by shaking with strongly alkaline-saturated KMnO4 (with which the ether was left to stand in contact for 24hours), followed by washing with water, conc H2SO4, water again, then drying (CaCl2) and distillation from sodium, or sodium containing benzophenone to form the ketyl. Other purification procedures include distillation from sodium triphenylmethide or butyl magnesium bromide, and drying with solid NaOH or P2O5. [Beilstein 1 IV 1314.] Rapid purification: Same as for 1,4-dioxane.

Chemical Properties

Ether, (C2H5)2,also known as ethyl ether, is a colorless liquid. It is used as a solvent,a denaturant, and as an anesthetic in medicine. lt is an organic compound in which two hydrocarbon radicals are joined by an atom of oxygen.

Production

Diethyl ether is produced by dehydrating ethanol at 300 °C in the presence of catalyst.

Health Hazard

Vapor inhalation may cause headache, nausea, vomiting, and loss of consciousness. Contact with eyes will be irritating. Skin contact from clothing wet with the chemical may cause burns.

Chemical Properties

Diethyl ether is inactive at room temperatures, but some reactions may also occur. Peroxides are prone to prolonged exposure to oxygen (or light) to become ether peroxide (also known as ether hydroperoxide). Peroxide ether is a viscous liquid that hardly evaporates. Antioxidants are often added in storage of ether to avoid the slow oxidation. Diethyl ether will crack in case of being oxidized violently. In the presence of catalysts, it can break down into aldehydes or acids. It reacts with an organic acid anhydride to form an ester in the presence of a catalyst, or reacts with an inorganic acid anhydride to form an ester without any catalyst. It can react with metal halides to produce addition compounds such as cerium chloride adduct 2(C2H5)2O•BeCl2. It can react with halogen to produce monohalogenated ethers and polyhaloethers. Ether can react with sulfuric acid generating an adduct.
InChI:InChI=1/C4H10O/c1-3-5-4-2/h3-4H2,1-2H3

60-29-7SDS

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 Diethyl ether

1.2 Other means of identification

Product number -
Other names Ethane, 1,1‘-oxybis-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food Additives: EXTRACTION_SOLVENT
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:60-29-7 SDS

60-29-7Synthetic route

ethanol
64-17-5

ethanol

diethyl ether
60-29-7

diethyl ether

Conditions
ConditionsYield
With reduced Sn/hydrotalcite catalyst at 250℃; under 25502.6 Torr; Catalytic behavior; Reagent/catalyst; Temperature; Pressure;99%
With SA5 at 199.84℃; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere;2.6%
With sulfuric acid at 130 - 140℃; Darstellung im grossen;
ethanol
64-17-5

ethanol

A

diethyl ether
60-29-7

diethyl ether

B

ethene
74-85-1

ethene

Conditions
ConditionsYield
With alumina at 449.84℃; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; Overall yield = 100 %;A 0.1%
B 98.9%
C2I2O2Rh(1-)*C8H20N(1+); tetraethylammonium iodide; hydrogen iodide In water at 110℃; Product distribution / selectivity; Inert atmosphere; Autoclave;A 10%
B 50%
1-methyl-3-(propyl-3-sulfonyl)imidazolium trifluoromethanesulfonate; CF3O3S(1-)*CHF3O3S*C7H13N2O3S(1+) at 240 - 260℃; for 4h; Product distribution / selectivity;A n/a
B 12%
triethyloxonium tris(pentafluoroethyl)trifluorophosphate
945614-32-4

triethyloxonium tris(pentafluoroethyl)trifluorophosphate

1-ethyl-3-methyl-1H-imidazol-3-ium chloride
65039-09-0

1-ethyl-3-methyl-1H-imidazol-3-ium chloride

A

1-ethyl-3-methyl-imidazolium tris(pentafluoroethyl)trifluorophosphate
377739-43-0

1-ethyl-3-methyl-imidazolium tris(pentafluoroethyl)trifluorophosphate

B

diethyl ether
60-29-7

diethyl ether

C

chloroethane
75-00-3

chloroethane

Conditions
ConditionsYield
at 80℃; for 3h; Product distribution / selectivity;A 98.9%
B n/a
C n/a
triethyloxonium tris(pentafluoroethyl)trifluorophosphate
945614-32-4

triethyloxonium tris(pentafluoroethyl)trifluorophosphate

N,N,N',N',N'',N''-hexamethylguanidinium chloride
30388-20-6

N,N,N',N',N'',N''-hexamethylguanidinium chloride

A

hexamethylguanidinium tris(pentafluoroethyl)trifluorophosphate

hexamethylguanidinium tris(pentafluoroethyl)trifluorophosphate

B

diethyl ether
60-29-7

diethyl ether

C

chloroethane
75-00-3

chloroethane

Conditions
ConditionsYield
at 80℃; for 3h;A 98.9%
B n/a
C n/a
triethyloxonium tris(pentafluoroethyl)trifluorophosphate
945614-32-4

triethyloxonium tris(pentafluoroethyl)trifluorophosphate

1-ethyl-3-methylimidazolium hexafluorophosphate
155371-19-0

1-ethyl-3-methylimidazolium hexafluorophosphate

A

1-ethyl-3-methyl-imidazolium tris(pentafluoroethyl)trifluorophosphate
377739-43-0

1-ethyl-3-methyl-imidazolium tris(pentafluoroethyl)trifluorophosphate

B

diethyl ether
60-29-7

diethyl ether

C

1-fluoroethane
353-36-6

1-fluoroethane

D

phosphorus pentafluoride
7647-19-0, 874483-74-6

phosphorus pentafluoride

Conditions
ConditionsYield
at 100℃; for 10h; Product distribution / selectivity;A 98.7%
B n/a
C n/a
D n/a
triethyloxonium bis(trifluoromethylsulfonyl)imide
945614-34-6

triethyloxonium bis(trifluoromethylsulfonyl)imide

1-cyano-4-N,N-dimethylaminopyridinium bromide
59016-54-5

1-cyano-4-N,N-dimethylaminopyridinium bromide

A

ethyl bromide
74-96-4

ethyl bromide

B

diethyl ether
60-29-7

diethyl ether

C

1-cyano-4-dimethylaminopyridinium bis(trifluoromethylsulfonyl)imide
945614-38-0

1-cyano-4-dimethylaminopyridinium bis(trifluoromethylsulfonyl)imide

Conditions
ConditionsYield
at 60℃; for 5h;A n/a
B n/a
C 98.2%
triethyloxonium bis(trifluoromethylsulfonyl)imide
945614-34-6

triethyloxonium bis(trifluoromethylsulfonyl)imide

1-ethyl-3-methyl-1H-imidazol-3-ium chloride
65039-09-0

1-ethyl-3-methyl-1H-imidazol-3-ium chloride

A

diethyl ether
60-29-7

diethyl ether

B

chloroethane
75-00-3

chloroethane

C

1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide
174899-82-2

1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

Conditions
ConditionsYield
at 80℃; for 3h;A n/a
B n/a
C 97.9%
Dimethylphenylsilane
766-77-8

Dimethylphenylsilane

paracetaldehyde
123-63-7

paracetaldehyde

A

diethyl ether
60-29-7

diethyl ether

B

1,1,3,3-tetramethyl-1,3-diphenyldisiloxane
56-33-7

1,1,3,3-tetramethyl-1,3-diphenyldisiloxane

Conditions
ConditionsYield
With (pentamethylcyclopentadienyl)Ge(II)+B(ArF)4- In dichloromethane-d2 at 50℃; Catalytic behavior; Reagent/catalyst;A n/a
B 97%
ethyl acetate
141-78-6

ethyl acetate

A

diethyl ether
60-29-7

diethyl ether

B

ethoxytriethylsilane
597-67-1

ethoxytriethylsilane

Conditions
ConditionsYield
With triethylsilane; [CpW(CO)2(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)]B(C6F5)4 at 23℃; for 26h; Conversion of starting material;A 5.9%
B 96.3%
bis(pentamethylcyclopentadienyl)ytterbium(diethyl ether)

bis(pentamethylcyclopentadienyl)ytterbium(diethyl ether)

tetraethyldiphosphine disulfide
3790-23-6

tetraethyldiphosphine disulfide

A

((CH3)5C5)2Yb(S2P(C2H5)2)
115018-02-5

((CH3)5C5)2Yb(S2P(C2H5)2)

B

diethyl ether
60-29-7

diethyl ether

C

1,1,2,2-tetraethyldiphosphane
3040-63-9

1,1,2,2-tetraethyldiphosphane

D

tetraethyldiphosphane monosulfide

tetraethyldiphosphane monosulfide

Conditions
ConditionsYield
In toluene stirring, 2 h, under N2; concn., cooling to -10°C; elem. anal.;A 96%
B n/a
C n/a
D n/a
triethyloxonium tris(pentafluoroethyl)trifluorophosphate
945614-32-4

triethyloxonium tris(pentafluoroethyl)trifluorophosphate

1-decyl-3-methylimidazol-3-ium chloride

1-decyl-3-methylimidazol-3-ium chloride

A

diethyl ether
60-29-7

diethyl ether

B

chloroethane
75-00-3

chloroethane

C

1-decyl-3-methylimidazolium tris(pentafluoroethyl)trifluorophosphate
916807-26-6

1-decyl-3-methylimidazolium tris(pentafluoroethyl)trifluorophosphate

Conditions
ConditionsYield
at 80℃; for 3h;A n/a
B n/a
C 96%
methyldiphenylsilane
776-76-1

methyldiphenylsilane

paracetaldehyde
123-63-7

paracetaldehyde

A

diethyl ether
60-29-7

diethyl ether

B

1,3-Dimethyl-1,1,3,3-tetraphenyldisiloxan
807-28-3

1,3-Dimethyl-1,1,3,3-tetraphenyldisiloxan

Conditions
ConditionsYield
With (pentamethylcyclopentadienyl)Ge(II)+B(ArF)4- In dichloromethane-d2 at 50℃; Catalytic behavior;A n/a
B 96%
triethyloxonium tris(pentafluoroethyl)trifluorophosphate
945614-32-4

triethyloxonium tris(pentafluoroethyl)trifluorophosphate

trityl chloride
76-83-5

trityl chloride

A

diethyl ether
60-29-7

diethyl ether

B

chloroethane
75-00-3

chloroethane

C

tritylium tris(pentafluoroethyl)trifluorophosphate

tritylium tris(pentafluoroethyl)trifluorophosphate

Conditions
ConditionsYield
at 80℃; for 10h;A n/a
B n/a
C 93.6%
triethyloxonium tris(pentafluoroethyl)trifluorophosphate
945614-32-4

triethyloxonium tris(pentafluoroethyl)trifluorophosphate

1-cyano-4-N,N-dimethylaminopyridinium bromide
59016-54-5

1-cyano-4-N,N-dimethylaminopyridinium bromide

A

ethyl bromide
74-96-4

ethyl bromide

B

diethyl ether
60-29-7

diethyl ether

C

1-cyano-4-dimethylaminopyridinium tris(pentafluoroethyl)trifluorophosphate
945614-37-9

1-cyano-4-dimethylaminopyridinium tris(pentafluoroethyl)trifluorophosphate

Conditions
ConditionsYield
at 60℃; for 5h;A n/a
B n/a
C 93.2%
N-(n-hexyl)-N-methylpyrrolidinium chloride

N-(n-hexyl)-N-methylpyrrolidinium chloride

triethyloxonium tris(pentafluoroethyl)trifluorophosphate
945614-32-4

triethyloxonium tris(pentafluoroethyl)trifluorophosphate

A

diethyl ether
60-29-7

diethyl ether

B

chloroethane
75-00-3

chloroethane

C

1-hexyl-1-methylpyrrolidinium tris(pentafluoroethyl)trifluorophosphate
945614-40-4

1-hexyl-1-methylpyrrolidinium tris(pentafluoroethyl)trifluorophosphate

Conditions
ConditionsYield
at 80℃; for 3h;A n/a
B n/a
C 93%
Diethyl carbonate
105-58-8

Diethyl carbonate

A

diethyl ether
60-29-7

diethyl ether

B

ethanol
64-17-5

ethanol

Conditions
ConditionsYield
With NaX faujasite at 180 - 240℃; for 6h;A 93%
B 5%
ethene
74-85-1

ethene

acetic acid
64-19-7

acetic acid

A

diethyl ether
60-29-7

diethyl ether

B

ethanol
64-17-5

ethanol

C

ethyl acetate
141-78-6

ethyl acetate

Conditions
ConditionsYield
Stage #1: acetic acid With water at 92.4℃;
Stage #2: ethene; cesium nitrate; tungstophosphoric acid; water; mixture of, dried, tabletted at 92.4 - 194.4℃; under 6750.68 Torr; Product distribution / selectivity; Gas phase;
A 3.2%
B 3.6%
C 92.7%
With water; cesium nitrate; tungstophosphoric acid; water; mixture of, dried, tabletted at 92.4 - 165℃; under 6750.68 Torr; Product distribution / selectivity; Gas phase;A 3%
B 3.4%
C 91.5%
With water; lithium nitrate; silica; tungstophosphoric acid; water; mixture of, heated at 150 C at 102.2 - 165℃; under 6750.68 Torr; Product distribution / selectivity; Gas phase;A 2.2%
B 5%
C 90.1%
With water; lithium nitrate; silica; tungstosilicic acid; water; mixture of, heated at 150 C at 102.2 - 165℃; under 6750.68 Torr; Conversion of starting material; Gas phase;A 4.7%
B 7.6%
C 87.7%
ethene
74-85-1

ethene

acrylic acid
79-10-7

acrylic acid

A

diethyl ether
60-29-7

diethyl ether

B

ethanol
64-17-5

ethanol

C

ethyl acrylate
140-88-5

ethyl acrylate

Conditions
ConditionsYield
With water; cesium nitrate; tungstophosphoric acid; water; mixture of, dried, tabletted at 85.6 - 165℃; under 2250.23 Torr; Product distribution / selectivity; Gas phase;A 3.5%
B 4.3%
C 91.8%
ethanol
64-17-5

ethanol

1,3-bis(p-nitrophenyl)-2-thia-1,3-diazaallene
15148-19-3

1,3-bis(p-nitrophenyl)-2-thia-1,3-diazaallene

A

diethyl ether
60-29-7

diethyl ether

B

diethyl sulphite
623-81-4

diethyl sulphite

C

4-nitro-aniline
100-01-6

4-nitro-aniline

Conditions
ConditionsYield
With copper dichloride for 24h; Product distribution; Ambient temperature; other reagent;A 93.6 % Chromat.
B 70%
C 91%
triethyloxonium tris(pentafluoroethyl)trifluorophosphate
945614-32-4

triethyloxonium tris(pentafluoroethyl)trifluorophosphate

1-ethyl-3-methylimidazolium tetrafluoroborate
143314-16-3

1-ethyl-3-methylimidazolium tetrafluoroborate

A

1-ethyl-3-methyl-imidazolium tris(pentafluoroethyl)trifluorophosphate
377739-43-0

1-ethyl-3-methyl-imidazolium tris(pentafluoroethyl)trifluorophosphate

B

diethyl ether
60-29-7

diethyl ether

C

1-fluoroethane
353-36-6

1-fluoroethane

D

boron trifluoride
7637-07-2

boron trifluoride

Conditions
ConditionsYield
at 100℃; for 10h; Product distribution / selectivity;A 90.3%
B n/a
C n/a
D n/a
diethyl ether
60-29-7

diethyl ether

hexafluoro-3-oxatricyclo<3.2.0.02,4>hept-6-ene
74415-68-2

hexafluoro-3-oxatricyclo<3.2.0.02,4>hept-6-ene

A

1-fluoroethane
353-36-6

1-fluoroethane

B

pentafluoro-2-ethoxycyclohexa-2,5-dienone

pentafluoro-2-ethoxycyclohexa-2,5-dienone

Conditions
ConditionsYield
for 2160h; Ambient temperature;A 100%
B 75%
for 2160h; Yields of byproduct given;A n/a
B 21%
diethyl ether
60-29-7

diethyl ether

A

1-fluoroethane
353-36-6

1-fluoroethane

B

pentafluoro-2-ethoxycyclohexa-2,5-dienone

pentafluoro-2-ethoxycyclohexa-2,5-dienone

Conditions
ConditionsYield
With hexafluoro-3-oxatricyclo<3.2.0.02,4>hept-6-ene for 2160h; Ambient temperature;A 100%
B 75%
diethyl ether
60-29-7

diethyl ether

trifluoroacetyl triflate
68602-57-3

trifluoroacetyl triflate

A

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

B

trifluoromethanesulfonic acid ethyl ester
425-75-2

trifluoromethanesulfonic acid ethyl ester

Conditions
ConditionsYield
at 0℃;A 100%
B 100%
diethyl ether
60-29-7

diethyl ether

2,3-bis(dimethylsilyl)-1,1,4,4-tetramethyl-1,4-disila-1,4-dihydronaphthalene

2,3-bis(dimethylsilyl)-1,1,4,4-tetramethyl-1,4-disila-1,4-dihydronaphthalene

[2,3-bis(dimethylsilyl)-1,1,4,4-tetramethyl-1,4-disila-1,4-dihydronaphthalenato]bis[(diethyl ether)lithium(I)]

[2,3-bis(dimethylsilyl)-1,1,4,4-tetramethyl-1,4-disila-1,4-dihydronaphthalenato]bis[(diethyl ether)lithium(I)]

Conditions
ConditionsYield
With lithium at 20℃; for 20h; Reduction;100%
diethyl ether
60-29-7

diethyl ether

2,3,6,7-tetrakis(dimethylsilyl)-1,1,4,4,5,5,8,8-octamethyl-1,4,5,8-tetrasila-1,4,5,8-tetrahydroanthracene

2,3,6,7-tetrakis(dimethylsilyl)-1,1,4,4,5,5,8,8-octamethyl-1,4,5,8-tetrasila-1,4,5,8-tetrahydroanthracene

[2,3,6,7-tetrakis(dimethylsilyl)-1,1,4,4,5,5,8,8-octamethyl-1,4,5,8-tetrasila-1,4,5,8-tetrahydroanthracenato]tetrakis[(diethyl ether)lithium(I)]

[2,3,6,7-tetrakis(dimethylsilyl)-1,1,4,4,5,5,8,8-octamethyl-1,4,5,8-tetrasila-1,4,5,8-tetrahydroanthracenato]tetrakis[(diethyl ether)lithium(I)]

Conditions
ConditionsYield
With lithium at 20℃; for 20h; Reduction;100%
diethyl ether
60-29-7

diethyl ether

2-(trifluoromethyl)phenol
444-30-4

2-(trifluoromethyl)phenol

1,4-bis(bromomethyl)-2,5-dibromobenzene
35335-16-1

1,4-bis(bromomethyl)-2,5-dibromobenzene

1,4-dibromo-2,5-bis(2-trifluoromethylphenoxymethyl)benzene
474330-25-1

1,4-dibromo-2,5-bis(2-trifluoromethylphenoxymethyl)benzene

Conditions
ConditionsYield
With sodium hydroxide; potassium carbonate In dichloromethane; acetone100%
4-[[[4-[4-(ethyloxycarbonyl)-1-piperazinyl]phenyl]amino]carbonyl]-1-t-butyloxycarbonyl-piperidine
193902-67-9

4-[[[4-[4-(ethyloxycarbonyl)-1-piperazinyl]phenyl]amino]carbonyl]-1-t-butyloxycarbonyl-piperidine

diethyl ether
60-29-7

diethyl ether

4-[[[4-[4-(ethyloxycarbonyl)-1-piperazinyl]phenyl]amino]carbonyl]piperidine
193902-68-0

4-[[[4-[4-(ethyloxycarbonyl)-1-piperazinyl]phenyl]amino]carbonyl]piperidine

Conditions
ConditionsYield
In 1,4-dioxane; hydrogenchloride100%
diethyl ether
60-29-7

diethyl ether

phenol
108-95-2

phenol

2-phenoxytetrahydropyran
4203-50-3

2-phenoxytetrahydropyran

Conditions
ConditionsYield
With hydrogenchloride In 3,4-dihydro-2H-pyran100%
oxalyl dichloride
79-37-8

oxalyl dichloride

diethyl ether
60-29-7

diethyl ether

3,3-diphenylpropan-1-ol
20017-67-8

3,3-diphenylpropan-1-ol

3,3-diphenylpropanal
4279-81-6

3,3-diphenylpropanal

Conditions
ConditionsYield
With dimethyl sulfoxide; triethylamine In dichloromethane100%
2-(2-ethyl-benzofuran-3-yl)-propionic acid
63606-55-3

2-(2-ethyl-benzofuran-3-yl)-propionic acid

diethyl ether
60-29-7

diethyl ether

2-(2-ethyl-benzofuran-3-yl)-propionamide
63606-56-4

2-(2-ethyl-benzofuran-3-yl)-propionamide

Conditions
ConditionsYield
In thionyl chloride100%
diethyl ether
60-29-7

diethyl ether

N,N-dimethyl-o-toluidine
609-72-3

N,N-dimethyl-o-toluidine

2-(dimethylamino)benzyllithium
64308-58-3

2-(dimethylamino)benzyllithium

Conditions
ConditionsYield
With n-butyllithium In hexane100%
With n-butyllithium In hexane
diethyl ether
60-29-7

diethyl ether

trans-dichloro(ethylene)(2,4,6-trimethylpyridine)platinum
52341-13-6, 12264-20-9

trans-dichloro(ethylene)(2,4,6-trimethylpyridine)platinum

trans-dichloro(diethyl ether)(2,4,6-trimethylpyridine)platinum(II)
91068-18-7

trans-dichloro(diethyl ether)(2,4,6-trimethylpyridine)platinum(II)

Conditions
ConditionsYield
In diethyl ether byproducts: ethylene; Irradiation (UV/VIS);100%
In diethyl ether Irradiation (UV/VIS); the Pt-complex dissolved in Et2O was introduced into a muffshaped Schlenk tube surrounding a 125-W medium-pressure mercury lamp, Philips HPK 125, irradn. for 15 min at room temp., λ<310 nm was eliminated by Pyrex filter; the solvent was removed under reduced pressure at -30°C, the solid was recrystd. at -30°C in pentane-CH2Cl2;95%
diethyl ether
60-29-7

diethyl ether

dimethylgallium tetrahydroborate

dimethylgallium tetrahydroborate

(CH3)2GaBH4(CH3CH2)2O
326903-59-7

(CH3)2GaBH4(CH3CH2)2O

Conditions
ConditionsYield
In diethyl ether (high vac. line); condensing gallium complex in an ampoule with Et2O, warming to room temp. over a period of 30 min; fractionation, collection in a trap at -30°C;100%
diethyl ether
60-29-7

diethyl ether

[(C5H4N)C(CH3)(CH2N(C6H2(CH3)3))2]Zr(CH3)2
293764-40-6

[(C5H4N)C(CH3)(CH2N(C6H2(CH3)3))2]Zr(CH3)2

methyllithium
917-54-4

methyllithium

[C5H4NC(CH3)(CH2NC6H2(CH3)3)2]Zr(methyl)3[Li*diethyl ether]
486413-21-2

[C5H4NC(CH3)(CH2NC6H2(CH3)3)2]Zr(methyl)3[Li*diethyl ether]

Conditions
ConditionsYield
In diethyl ether N2; addn. of methyllithium as 4.4 M ether soln. to ether suspn. of Zr complex at -30° C, stirring at room temp. for 10 min; filtration through Celite, drying the filtrate in vac.; elem. anal.;100%
diethyl ether
60-29-7

diethyl ether

bis[bis(pentamethylcyclopentadienyl)(μ-hydride)yttrium]

bis[bis(pentamethylcyclopentadienyl)(μ-hydride)yttrium]

benzene-d6
1076-43-3

benzene-d6

A

((CH3)5C5)2Y(OC2H5)
165269-59-0

((CH3)5C5)2Y(OC2H5)

B

((CH3)5C5)2Y(D)((C2H5)2O)

((CH3)5C5)2Y(D)((C2H5)2O)

Conditions
ConditionsYield
In diethyl ether; benzene-d6 byproducts: ethane; N2-atmosphere; room temp. (20 min);A 100%
B n/a
diethyl ether
60-29-7

diethyl ether

[La(η5-C5(CH3)5)H]2
98720-39-9

[La(η5-C5(CH3)5)H]2

((CH3)5C5)2La(OC2H5)(O(C2H5)2)
165269-60-3

((CH3)5C5)2La(OC2H5)(O(C2H5)2)

Conditions
ConditionsYield
In benzene-d6 byproducts: ethane; N2-atmosphere; room temp. (10 min); evapn. (vac.);100%
diethyl ether
60-29-7

diethyl ether

supersilylgallium dichloride, dimer

supersilylgallium dichloride, dimer

supersilylgallium dichloride-diethyl ether (1/1)

supersilylgallium dichloride-diethyl ether (1/1)

Conditions
ConditionsYield
In dichloromethane (inert conditions); removal of volatiles (vac.);100%
lithium aluminium tetrahydride
16853-85-3

lithium aluminium tetrahydride

diethyl ether
60-29-7

diethyl ether

Gallium trichloride
13450-90-3

Gallium trichloride

gallane etherate

gallane etherate

Conditions
ConditionsYield
In diethyl ether (N2), GaCl3 in Et2O added dropwise to soln. of LiAlH4 in Et2O at 0°C, stirred at 0°C for 2 h; stored overnight at -20°C, filtered cold, evapd. at -78°C;100%
diethyl ether
60-29-7

diethyl ether

C20H30O6

C20H30O6

A

(1S,3aR,5S,5'S,6R,6a'R)-2,2'-dimethyl-5'-(2-methyl-1,3-dioxolan-4-yl)dihydro-3a'H-3-oxaspiro[bicyclo[3.2.0.]heptane-6,6'-furo[2,3-d][1,3]dioxole]
1244773-04-3

(1S,3aR,5S,5'S,6R,6a'R)-2,2'-dimethyl-5'-(2-methyl-1,3-dioxolan-4-yl)dihydro-3a'H-3-oxaspiro[bicyclo[3.2.0.]heptane-6,6'-furo[2,3-d][1,3]dioxole]

B

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate); benzene Inert atmosphere; Irradiation;A 65%
B 100%
diethyl ether
60-29-7

diethyl ether

bis(trimethylsilyl)-trifluoromethylsulfonium tetrakis(pentafluorophenyl)borate
1235436-62-0

bis(trimethylsilyl)-trifluoromethylsulfonium tetrakis(pentafluorophenyl)borate

diethyl(trimethylsilyl)oxonium tetrakis(pentafluorophenyl)borate

diethyl(trimethylsilyl)oxonium tetrakis(pentafluorophenyl)borate

Conditions
ConditionsYield
react. bis(trimethylsilyl)-trifluoromethylsulfonium tetrakis(pentafluorophenyl)borate with Et2O;100%
methyl magnesium iodide
917-64-6

methyl magnesium iodide

benzophenone
119-61-9

benzophenone

diethyl ether
60-29-7

diethyl ether

C18H23IMgO2

C18H23IMgO2

Conditions
ConditionsYield
at 20℃; for 12h;100%
methyl magnesium iodide
917-64-6

methyl magnesium iodide

diethyl ether
60-29-7

diethyl ether

acetophenone
98-86-2

acetophenone

C13H21IMgO2

C13H21IMgO2

Conditions
ConditionsYield
at 20℃; for 12h;100%
diethyl ether
60-29-7

diethyl ether

Cp*Ru(μ-SnC4Et4)2RuCp*

Cp*Ru(μ-SnC4Et4)2RuCp*

lithium
7439-93-2

lithium

[Li(Et2O)]2[Cp*Ru(μ-SnC4Et4)2RuCp*]

[Li(Et2O)]2[Cp*Ru(μ-SnC4Et4)2RuCp*]

Conditions
ConditionsYield
at 20℃; for 1h; Inert atmosphere;100%
diethyl ether
60-29-7

diethyl ether

Ce(decafluorodiphenylamide)3

Ce(decafluorodiphenylamide)3

Ce(decafluorodiphenylamide)3(diethyl ether)2
1445605-48-0

Ce(decafluorodiphenylamide)3(diethyl ether)2

Conditions
ConditionsYield
for 0.5h; Inert atmosphere;100%
chloro(1,5-cyclooctadiene)rhodium(I) dimer

chloro(1,5-cyclooctadiene)rhodium(I) dimer

diethyl ether
60-29-7

diethyl ether

(R,Rb)-[1,1'-binaphthalene]-2,2'-diyl(2'-methoxy-[1,1'-binaphthalen]-2-yl)phosphonite
1365891-80-0, 1365891-81-1

(R,Rb)-[1,1'-binaphthalene]-2,2'-diyl(2'-methoxy-[1,1'-binaphthalen]-2-yl)phosphonite

[RhCl((R,R)-C41H27O3P)(η4-cod)]*(C2H5)2O
1436385-41-9

[RhCl((R,R)-C41H27O3P)(η4-cod)]*(C2H5)2O

Conditions
ConditionsYield
In dichloromethane for 0.5h; Inert atmosphere; Schlenk technique;100%
diethyl ether
60-29-7

diethyl ether

bis(3,5-di-tert-butyl-2-phenol)amine trilithium salt

bis(3,5-di-tert-butyl-2-phenol)amine trilithium salt

tantalum pentachloride
7721-01-9

tantalum pentachloride

(bis(3,5-di-tert-butyl-2-phenol)amine-3H)TaCl2(Et2O)

(bis(3,5-di-tert-butyl-2-phenol)amine-3H)TaCl2(Et2O)

Conditions
ConditionsYield
In toluene Inert atmosphere; Glovebox;100%
morpholine
110-91-8

morpholine

diethyl ether
60-29-7

diethyl ether

N-ethylmorpholine;
100-74-3

N-ethylmorpholine;

Conditions
ConditionsYield
With alumina at 270℃; under 760.051 Torr; Inert atmosphere; Gas phase; Green chemistry;100%
diethyl ether
60-29-7

diethyl ether

Mo2[μ-κ2-PhB(N-2,6-iPr2C6H3)2]2

Mo2[μ-κ2-PhB(N-2,6-iPr2C6H3)2]2

[(tetrahydrofuran)2K18-C-6]2[Mo2{μ-κ2-PhB(2,6-iPr2C6H3)2}2]

[(tetrahydrofuran)2K18-C-6]2[Mo2{μ-κ2-PhB(2,6-iPr2C6H3)2}2]

[(Et2O)K18-C-6][Mo2{μ-κ2-PhB(N-2,6-iPr2C6H3)2}2]

[(Et2O)K18-C-6][Mo2{μ-κ2-PhB(N-2,6-iPr2C6H3)2}2]

Conditions
ConditionsYield
at -35 - 20℃; Inert atmosphere;100%
diethyl ether
60-29-7

diethyl ether

ethylene dibromide
106-93-4

ethylene dibromide

magnesium bromide diethyl etherate
29858-07-9

magnesium bromide diethyl etherate

Conditions
ConditionsYield
With magnesium Heating;100%

60-29-7Downstream Products