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Diethylene glycol Manufacturer/High quality/Best price/In stock
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Diethylene glycol
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Diethylene Glycol DEG CAS 111-46-6
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Diethylene glycol -- CHemwill
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DIETHYLENE GLYCOL
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Diethylene glycol
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Diethylene glycol CAS:111-46-6
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111-46-6 Usage

Toxicology

The toxicity of diethylene glycol is similar to ethylene glycol and clearly is a CNS depressant. It has a low inhalation hazard because of its low vapor pressure; however, inhalation of the mist or aerosol is to be avoided. Workplace levels for vapors and aerosols cannot exceed 50 ppm. In case of accidental release of diethylene glycol, use of a full-face positive air pressure respirator is recommended. Even though the toxicokinetics in humans is not completely understood, its toxic nature is confirmed by animal studies. Several human cases were reported in the medical literature. Several children in Haiti died in 1995 and 1996 following the consumption of medication containing diethylene glycol. Similar other cases in children were reported in other countries as well. A 24-year-old man developed encephalopathy and rapidly became quadriplegic following ingestion of a solution containing diethylene glycol . Thus, the toxicity of diethylene glycol is well established.

Uses

Diethylene glycol is a colorless, odorless, clear liquid. It is miscible with water in any ratio. It has many industrial uses. It is a component of antifreeze, brake fluids, cosmetics, inks, and drying agents, and it is used as a plasticizer.

Safety Profile

Moderately toxic to humans by ingestion. Poison experimentally by inhalation. Moderately toxic by ingestion and intravenous routes. Questionable carcinogen with experimental carcinogenic,tumorigenic, and teratogenic data. An eye and human skin irritant. Combustible when exposed to heat or flame; can react with oxidning materials. To fight fire, use alcohol foam, water, Con, dry chemical. Mixtures with sodium hydroxide decompose exothermically when heated to 230℃ and release explosive hydrogen gas. When heated to decomposition it emits acrid smoke and irritating fumes. See also GLYCOL ETHERS.

Fire Hazard

Diethylene glycol is combustible.

Uses

In antifreeze solution for sprinkler systems, water seals for gas tanks, etc. (water with 40% diethylene glycol freezes at -18°; with 50% at -28°); as lubricating and finishing agent for wool, worsted, cotton, rayon, and silk; as solvent for vat dyes; in composition corks, glues, gelatin, casein, and pastes to prevent drying out.

Health Hazard

Ingestion of large amounts may cause degeneration of kidney and liver and cause death. Liquid may cause slight skin irritation.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pert.

Air & Water Reactions

Slightly soluble in water.

Chemical Properties

Diethylene glycol is a clear colorless, odorless and stable oily liquid. It is also slightly viscous, noncorrosive and nonvolatile. Because of its ether and alcohol group, diethylene glycol exhibits chemical properties characteristic of both primary alcohols and ethers. Its boiling point is considerably higher than that of ethylene glycol, and its solvent is greater. Diethylene glycol is miscible with water, ethers, lower aliphatic alcohols, aldehydes and ketones and is partially soluble in benzene, carbon tetrachloride, monobenzene, orthodichlorobenzene and toluene. It dissolves many dyes, resins, oils, nitrocellulose and many organic substances. Because of its solvent power, low volatility and hygroscopicity, it is used in textile lubricants, cutting oils, dry cleaning soap, printing inks, steam-set inks, and nongrain wood stains. In the textile industry diethylene glycol is used as a conditioning agent for wool, rayon, and cotton. As a solvent for dyes it makes a valuable assistant in dyeing and printing. The high hygroscopicity of diethylene glycol makes it an efficient softening agent for tobacco, paper, synthetic sponges, glues and casein. Diethylene glycol is especially useful in the dehydration of natural gas. A mixture of diethylene glycol and monoethanolamine will remove moisture, hydrogen sulfide and carbon dioxide from natural gas. diethylene glycol structure

Carcinogenicity

Weil et al. , in their longterm studies on rats of three different age levels, found only one bladder tumor in those fed diets that contained 4% diethylene glycol. This tumor was in a rat that also had bladder stones . To clarify the question of the cause of the tumor, Weil et al. implanted calcium oxalate stones or glass beads into the bladders of rats. They found that bladder tumors never developed without the presence of a foreign body in the bladder. This led to the conclusion that diethylene glycol essentially free of ethylene glycol is not a primary carcinogen.

Production Methods

Diethylene glycol is produced commercially as a by-product of ethylene glycol production. It can also be produced directly by reaction between ethylene glycol and ethylene oxide .

General Description

A colorless liquid. Denser than water. Contact may slightly irritate skin, eyes and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.

Reactivity Profile

Diethylene glycol is incompatible with strong oxidizing agents. Diethylene glycol is also incompatible with strong bases. Diethylene glycol can react with sulfuric acid and other dehydrating agents, nitric acid, oxygen, hydrogen peroxide, perchloric acid and strong acids. Mixtures with sodium hydroxide decompose exothermically when heated to 446° F.
InChI:InChI:1S/C4H10O3/c5-1-3-7-4-2-6/h5-6H,1-4H2

111-46-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (PHR1045)  Diethyleneglycol  pharmaceutical secondary standard; traceable to USP and PhEur 111-46-6 PHR1045-1G 732.19CNY Detail
Sigma-Aldrich (32160)  Diethyleneglycol  puriss. p.a., ≥99.0% (GC), colorless 111-46-6 32160-500ML 965.25CNY Detail
Sigma-Aldrich (32160)  Diethyleneglycol  puriss. p.a., ≥99.0% (GC), colorless 111-46-6 32160-1L 1,705.86CNY Detail
Sigma-Aldrich (03128)  Diethyleneglycol  analytical standard 111-46-6 03128-5ML-F 993.33CNY Detail
USP (1193265)  Diethyleneglycol  United States Pharmacopeia (USP) Reference Standard 111-46-6 1193265-0.5ML 4,662.45CNY Detail

111-46-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Diethylene glycol

1.2 Other means of identification

Product number -
Other names 2,2'-Oxydiethanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food Additives: CARRIER_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:111-46-6 SDS

111-46-6Synthetic route

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

methanol
67-56-1

methanol

A

ethylene glycol
107-21-1

ethylene glycol

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

C

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
potassium hydroxide at 63.8 - 98℃; for 6.7h; Product distribution / selectivity;A 99.1%
B 99.8%
C n/a
sodium hydroxide at 49.8 - 56.2℃; under 342.034 Torr; Product distribution / selectivity; Industry scale;A 91.3%
B 91.3%
C n/a
potassium hydroxide at 47 - 56℃; under 228.023 - 342.034 Torr; Product distribution / selectivity; Industry scale;A 90.5%
B 90.5%
C n/a
at 55.9 - 56℃; under 342.034 Torr; Product distribution / selectivity; Industry scale;A 38.9%
B 38.9%
C n/a
2-({2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-ethoxy}-dimethyl-silanyl)-2-methyl-propane

2-({2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-ethoxy}-dimethyl-silanyl)-2-methyl-propane

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With 1,11-bis(3-methyl-3H-imidazolium-1-yl)-3,6,9-trioxaundecane di(methanesulfonate) In methanol at 20℃; for 1.5h;91%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

methanol
67-56-1

methanol

A

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

B

ethylene glycol
107-21-1

ethylene glycol

C

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

D

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
at 76.7 - 79.6℃; under 757.576 Torr; Product distribution / selectivity; Industry scale;A n/a
B 72%
C 72%
D n/a
ethylene glycol
107-21-1

ethylene glycol

A

1,4-dioxane
123-91-1

1,4-dioxane

B

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With sulfuric acid In neat (no solvent) at 150℃; under 1147.61 Torr; for 24h; Time; Autoclave;A 9%
B 65%
With Cs-P-Si at 300℃; under 75006 Torr;
ethylene glycol
107-21-1

ethylene glycol

A

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

B

1,4-dioxane
123-91-1

1,4-dioxane

C

acetaldehyde
75-07-0

acetaldehyde

D

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With tungsten trioxide on silica; hydrogen In water at 340℃; Temperature; Inert atmosphere;A 38.8%
B 28.7%
C 44.9%
D n/a
oxirane
75-21-8

oxirane

ethylene glycol
107-21-1

ethylene glycol

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
at 130 - 210℃; unter Druck, 16 Mol Aethylenoxyd;
With sulfuric acid
at 90 - 210℃; unter Druck;
at 100℃;
oxirane
75-21-8

oxirane

ethylene glycol
107-21-1

ethylene glycol

A

diethylene glycol
111-46-6

diethylene glycol

B

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
at 100℃;
oxirane
75-21-8

oxirane

ethylene glycol
107-21-1

ethylene glycol

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

diethylene glycol
111-46-6

diethylene glycol

C

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
at 130 - 210℃; unter Druck, 1 Mol Aethylenoxyd;
oxirane
75-21-8

oxirane

A

ethylene glycol
107-21-1

ethylene glycol

B

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With water under 37503.8 Torr; for 5h; Product distribution / selectivity;
With water; potassium hydrogencarbonate under 52505.3 Torr; for 3 - 4h; Conversion of starting material;
With water; AMBERJET 4200 exchanged with bicarbonate anions at 84 - 93℃; under 7500.75 Torr; for 127 - 2556h; not specified; Product distribution / selectivity; Continuous process;
oxirane
75-21-8

oxirane

A

ethylene glycol
107-21-1

ethylene glycol

B

diethylene glycol
111-46-6

diethylene glycol

C

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
at 180 - 200℃; Hydrolysis;
With water at 100℃; pH=6; Product distribution / selectivity; Multiclave;
With water; CR11:H+2 at 100℃; pH=5; Product distribution / selectivity; Multiclave;
oxirane
75-21-8

oxirane

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With water at 160 - 200℃; under 11032.6 - 14710.2 Torr;
With water at 40℃; under 7500.75 Torr; for 3h; Schlenk technique; Inert atmosphere;
oxirane
75-21-8

oxirane

A

diethylene glycol
111-46-6

diethylene glycol

B

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
With water at 160 - 200℃; under 11032.6 - 14710.2 Torr;
ethylene glycol
107-21-1

ethylene glycol

ethylene dibromide
106-93-4

ethylene dibromide

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
at 115 - 120℃;
ethylene glycol
107-21-1

ethylene glycol

ethylene dibromide
106-93-4

ethylene dibromide

A

Tetraethylene glycol
112-60-7

Tetraethylene glycol

B

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

C

diethylene glycol
111-46-6

diethylene glycol

D

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
at 115 - 120℃; Produkt5: Hexaaethylenglykol;
ethylene glycol
107-21-1

ethylene glycol

2-bromoethanol
540-51-2

2-bromoethanol

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
at 115 - 120℃;
ethylene glycol
107-21-1

ethylene glycol

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With sulfuric acid
With iodine at 190℃;
With mesoporous sulfonated silica catalyst under 760.051 Torr; Microwave irradiation;96 %Chromat.
1-methyl-1,3,6-trioxacyclooctane
2781-01-3

1-methyl-1,3,6-trioxacyclooctane

A

acetaldehyde
75-07-0

acetaldehyde

B

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With water; hydrogenchloride In 1,4-dioxane Rate constant; Ambient temperature; effect of alkali and alkaline earth metal chlorides and concentrations of HCl;
dibenzo-18-crown-6
14187-32-7

dibenzo-18-crown-6

A

perhydrodibenzo-18-crown-6
16069-36-6

perhydrodibenzo-18-crown-6

B

benzocyclohexano-18-crown-6
26030-69-3

benzocyclohexano-18-crown-6

C

diethyleneglycol monocyclohexyl ether
25961-84-6

diethyleneglycol monocyclohexyl ether

D

diethyleneglycol dicyclohexyl ether

diethyleneglycol dicyclohexyl ether

E

1-(2-hydroxycyclohexyl)-1,4-dioxahexan-6-ol
77094-42-9

1-(2-hydroxycyclohexyl)-1,4-dioxahexan-6-ol

F

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With hydrogen; Rh on carbon In water; isopropyl alcohol at 100℃; under 37503 Torr; Product distribution; oth. catalysts, oth. solvents, var. H2 pressure, rate and selectivity of reaction;
stilbeno 9-crown-3
62698-60-6

stilbeno 9-crown-3

A

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

B

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal In ethanol at 60℃; under 3800 Torr;
diethylene glycol bischloroformate
106-75-2

diethylene glycol bischloroformate

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 25℃; for 6h; Rate constant; Kinetics; effect of further solvents, reagent, and reagent concentration, temperatures;
sodium 1,1-di-(3-oxa-5-hydroxypentyloxy)-2,4,6-trinitrocyclohexa-2,5-dienate
107047-03-0

sodium 1,1-di-(3-oxa-5-hydroxypentyloxy)-2,4,6-trinitrocyclohexa-2,5-dienate

A

1-(3-oxa-5-hydroxypentyloxy)-2,4,6-trinitrobenzene

1-(3-oxa-5-hydroxypentyloxy)-2,4,6-trinitrobenzene

B

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With 2,4,6-Trinitrophenol In dimethylsulfoxide-d6
diphenyl-8-crown-3
77130-21-3

diphenyl-8-crown-3

A

benzophenone
119-61-9

benzophenone

B

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 30℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), var. temp.;
2-propyl-8-crown-3
85970-08-7

2-propyl-8-crown-3

A

butyraldehyde
123-72-8

butyraldehyde

B

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With water; hydrogenchloride In 1,4-dioxane at 25℃; Rate constant; effect of solvent;
ethylene glycol
107-21-1

ethylene glycol

A

1,4-dioxane
123-91-1

1,4-dioxane

B

diethylene glycol
111-46-6

diethylene glycol

C

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
ConditionsYield
With carbon monoxide; Λ(+)-tris(pentane-2,5-dionato)ruthenium at 200℃; under 112509 Torr;
With carbon monoxide; Λ(+)-tris(pentane-2,5-dionato)ruthenium at 200℃; under 112509 Torr; Product distribution;
sodium salt of 2-ethyl-3-propyl-4-hydroxymethylhexanoic acid
79186-58-6

sodium salt of 2-ethyl-3-propyl-4-hydroxymethylhexanoic acid

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

1,4-dioxane
123-91-1

1,4-dioxane

B

α,γ-diethyl-β-propyl-δ-valerolactone
57778-94-6

α,γ-diethyl-β-propyl-δ-valerolactone

C

ethylene glycol
107-21-1

ethylene glycol

D

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
In xylene
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With potassium hydroxide; cis-cyclohexano-18-crown-6 at 80℃; Product distribution; other catalysts;
With Agrobacterium tumefaciens C58 haloalkane dehalogenase Y109W; water In aq. buffer at 37℃; pH=8.6; Kinetics; Enzymatic reaction;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

A

triethyleneglycol dimethacrylate
109-16-0

triethyleneglycol dimethacrylate

B

2-(2-(2-hydroxyethoxy)ethoxy)ethyl methacrylate
2351-42-0

2-(2-(2-hydroxyethoxy)ethoxy)ethyl methacrylate

C

ethylene glycol
107-21-1

ethylene glycol

D

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
toluene-4-sulfonic acid at 70 - 100℃; Kinetics; bulbs method; at various concentrations of catalyst;
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetoxy]-2'-hydroxy-diethyloxide
78458-11-4

2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetoxy]-2'-hydroxy-diethyloxide

A

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
53-86-1

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

B

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
With isotonic phosphate buffer at 32℃; chemical and enzymatic stability; other temperature and reagents, other pH; other olygoethylene derivatives as substrates;
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

diethylene glycol
111-46-6

diethylene glycol

diethylene glycol ditosylate
7460-82-4

diethylene glycol ditosylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 24h;100%
With potassium hydroxide In dichloromethane at 0℃; for 3h;100%
With potassium hydroxide In dichloromethane at 0 - 10℃; for 3h;99%
diethylene glycol
111-46-6

diethylene glycol

p-dioxanone
3041-16-5

p-dioxanone

Conditions
ConditionsYield
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid In acetonitrile Inert atmosphere;100%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 22℃; for 2h; Reagent/catalyst;98%
With C42H36ClIrO2P2; caesium carbonate In para-xylene for 12h; Inert atmosphere; Reflux;96%
1,3-bis-bromomethyl-2,5-dimethoxy-benzene
72652-35-8

1,3-bis-bromomethyl-2,5-dimethoxy-benzene

diethylene glycol
111-46-6

diethylene glycol

2,6-bis-(7-hydroxy-2,5-dioxaheptyl)-1,4-dimethoxybenzene
113858-79-0

2,6-bis-(7-hydroxy-2,5-dioxaheptyl)-1,4-dimethoxybenzene

Conditions
ConditionsYield
With sodium hydroxide at 110℃; for 2h;100%
3,3,7,7-tetramethyl-2,8-dioxa-5-aza-1λ3-phosphabicyclo(3,3,0)octane
75194-94-4

3,3,7,7-tetramethyl-2,8-dioxa-5-aza-1λ3-phosphabicyclo(3,3,0)octane

diethylene glycol
111-46-6

diethylene glycol

C20H42N2O7P2
158073-11-1

C20H42N2O7P2

Conditions
ConditionsYield
In acetonitrile for 0.25h; Ambient temperature;100%
In toluene Addition;
2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate
62921-74-8

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate

diethylene glycol
111-46-6

diethylene glycol

3,6,9,12,15-pentaoxahexadecanol
23778-52-1

3,6,9,12,15-pentaoxahexadecanol

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 80℃; for 15h; Inert atmosphere;100%
Stage #1: diethylene glycol With sodium at 100℃;
Stage #2: 2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate at 100℃; Further stages.;
Thiosalicylic acid
147-93-3

Thiosalicylic acid

diethylene glycol
111-46-6

diethylene glycol

di(ethylene glycol) bis(2-mercaptobenzoate)

di(ethylene glycol) bis(2-mercaptobenzoate)

Conditions
ConditionsYield
With sulfuric acid In toluene for 6h; Heating / reflux;100%
Lithocholic acid
434-13-9

Lithocholic acid

diethylene glycol
111-46-6

diethylene glycol

2-(2-hydroxyethoxy)ethyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

2-(2-hydroxyethoxy)ethyl (R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Conditions
ConditionsYield
With hydrogenchloride at 55℃; for 20h; pH=3; Inert atmosphere;100%
phosgene
75-44-5

phosgene

diethylene glycol
111-46-6

diethylene glycol

diethylene glycol bischloroformate
106-75-2

diethylene glycol bischloroformate

Conditions
ConditionsYield
With sulfuric acid at 0 - 10℃; for 1h; Temperature; Concentration;99.6%
at 8 - 20℃;
cooling;
benzoic acid
65-85-0

benzoic acid

diethylene glycol
111-46-6

diethylene glycol

diethylene glycol benzoate
20587-61-5

diethylene glycol benzoate

Conditions
ConditionsYield
With titanium(IV) isopropylate In 5,5-dimethyl-1,3-cyclohexadiene at 200 - 240℃; under 37.5038 - 750.075 Torr; for 4h; Pressure; Solvent;99.5%
With aluminum oxide; methanesulfonic acid at 80℃; for 1h;92%
With cationen-exchanger; toluene
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 0.75h; Sonication; Inert atmosphere;132 mg
4-O-benzyl-3,5-di-O-(methoxymethyl)gallic acid
1034343-24-2

4-O-benzyl-3,5-di-O-(methoxymethyl)gallic acid

diethylene glycol
111-46-6

diethylene glycol

2,2’-oxybis(ethane-2,1-cliyl)bis(4-(benzyloxy)-3,5-bis(methoxymethoxy)benzoate)

2,2’-oxybis(ethane-2,1-cliyl)bis(4-(benzyloxy)-3,5-bis(methoxymethoxy)benzoate)

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;99.4%
3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine
131986-28-2

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine

diethylene glycol
111-46-6

diethylene glycol

di(ethylene glycol) di[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-yl] ether
390799-80-1

di(ethylene glycol) di[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-yl] ether

Conditions
ConditionsYield
Stage #1: diethylene glycol With sodium hydride In tetrahydrofuran; hexane for 1h; Heating;
Stage #2: 3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine In tetrahydrofuran; hexane for 24h; Heating; Further stages.;
99.2%
diethylene glycol
111-46-6

diethylene glycol

1,4-dioxane
123-91-1

1,4-dioxane

Conditions
ConditionsYield
With copper(ll) bromide at 175℃; for 10h; Inert atmosphere; Sealed tube;99%
With hafnium tetrakis(trifluoromethanesulfonate) In neat (no solvent) at 180℃; for 4.5h;85%
With sulfuric acid durch kontinuierliche Destillation;
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

diethylene glycol
111-46-6

diethylene glycol

5-tosyloxy-3-oxapentanol
118591-58-5

5-tosyloxy-3-oxapentanol

Conditions
ConditionsYield
With potassium iodide; silver(l) oxide In dichloromethane for 10h;99%
With silver(II) oxide; potassium iodide In dichloromethane at 0 - 20℃; for 1h; Darkness;99%
With triethylamine In dichloromethane at 20℃; for 24h;98%
acryloyl chloride
814-68-6

acryloyl chloride

diethylene glycol
111-46-6

diethylene glycol

diethyleneglycol(diacrylate)
4074-88-8

diethyleneglycol(diacrylate)

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;99%
With triethylamine; 2-hydroxyresorcinol In benzene at 50℃; for 0.5h;40%
With triethylamine In dichloromethane at 20℃; Cooling with ice;
chloromethylmethyldiethoxysilane
2212-10-4

chloromethylmethyldiethoxysilane

diethylene glycol
111-46-6

diethylene glycol

2-methyl-2-chloromethyl-1,3,6,2-trioxasilocane

2-methyl-2-chloromethyl-1,3,6,2-trioxasilocane

Conditions
ConditionsYield
toluene-4-sulfonic acid In 1,4-dioxane; methanol Heating;99%
3-mercapto benzoic acid
4869-59-4

3-mercapto benzoic acid

diethylene glycol
111-46-6

diethylene glycol

di(ethylene glycol) bis(3-mercaptobenzoate)

di(ethylene glycol) bis(3-mercaptobenzoate)

Conditions
ConditionsYield
With sulfuric acid In toluene for 6h; Heating / reflux;99%
bis(3-triethoxysilylpropyl) tetrasulfide
40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

diethylene glycol
111-46-6

diethylene glycol

bis[tri(hydroxydiethyleneoxy)silylpropyl] tetrasulfide
1036978-38-7

bis[tri(hydroxydiethyleneoxy)silylpropyl] tetrasulfide

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 150℃; under 20 Torr; for 2h;99%
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

diethylene glycol
111-46-6

diethylene glycol

bis[tri(hydroxydiethyleneoxy)silylpropyl]disulfide

bis[tri(hydroxydiethyleneoxy)silylpropyl]disulfide

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 150℃; under 20 Torr; for 2h;99%
isocyanatoethene
3555-94-0

isocyanatoethene

diethylene glycol
111-46-6

diethylene glycol

diethyleneglycol bis(N-vinylcarbamate)
6420-56-0

diethyleneglycol bis(N-vinylcarbamate)

Conditions
ConditionsYield
Stage #1: diethylene glycol With dibutyltin dilaurate In dichloromethane at 2.5 - 20℃; Inert atmosphere;
Stage #2: isocyanatoethene In dichloromethane at 0 - 20℃; for 26h;
99%
diethylene glycol
111-46-6

diethylene glycol

Cyclohexanecarboxylic acid
98-89-5

Cyclohexanecarboxylic acid

diethylene glycol dicyclohexylcarboxylic acid

diethylene glycol dicyclohexylcarboxylic acid

Conditions
ConditionsYield
With antimony triglycolate at 105℃; for 48h; Inert atmosphere;99%
tert-butyl-[[4-(chloromethyl)phenyl]methoxy]dimethylsilane
874883-18-8

tert-butyl-[[4-(chloromethyl)phenyl]methoxy]dimethylsilane

diethylene glycol
111-46-6

diethylene glycol

C18H32O4Si

C18H32O4Si

Conditions
ConditionsYield
Stage #1: diethylene glycol With sodium hydride In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: tert-butyl-[[4-(chloromethyl)phenyl]methoxy]dimethylsilane In tetrahydrofuran for 16h; Reflux;
99%
4-cyanobenzyl bromide
17201-43-3

4-cyanobenzyl bromide

diethylene glycol
111-46-6

diethylene glycol

C12H15NO3

C12H15NO3

Conditions
ConditionsYield
Stage #1: diethylene glycol With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 4-cyanobenzyl bromide In tetrahydrofuran for 16h; Inert atmosphere; Reflux;
99%
5-Phenyl-<5-13C>-1,2,3-thiadiazol
75212-17-8

5-Phenyl-<5-13C>-1,2,3-thiadiazol

diethylene glycol
111-46-6

diethylene glycol

2-Phenyl<2-13C>thiiren
75212-21-4

2-Phenyl<2-13C>thiiren

Conditions
ConditionsYield
at 245℃; for 1h; Product distribution; Mechanism; photolyse;98.6%
benzoic acid
65-85-0

benzoic acid

diethylene glycol
111-46-6

diethylene glycol

diethyleneglycol dibenzoate
120-55-8

diethyleneglycol dibenzoate

Conditions
ConditionsYield
With Sb(OAc)2 at 105℃; for 48h;98%
With titanium(IV) isopropylate In 5,5-dimethyl-1,3-cyclohexadiene at 170℃; Large scale;98%
With sodium hydrogen sulfate at 180 - 200℃; Large scale;95%
diethylene glycol
111-46-6

diethylene glycol

diethylene glycol dinitrate
693-21-0

diethylene glycol dinitrate

Conditions
ConditionsYield
With carbon dioxide; dinitrogen pentoxide at 0℃; under 45004.5 - 60006 Torr; for 0.5h; Autoclave;98%
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid
divinyl sulfoxide
1115-15-7

divinyl sulfoxide

diethylene glycol
111-46-6

diethylene glycol

C36H74O19S4

C36H74O19S4

Conditions
ConditionsYield
With sodium hydroxide at 60℃; for 5h;98%
diethylene glycol
111-46-6

diethylene glycol

phenyl-2-trioxaphosphocane-1,3,6,2
1079-69-2

phenyl-2-trioxaphosphocane-1,3,6,2

C14H23O6P

C14H23O6P

Conditions
ConditionsYield
Ambient temperature;98%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

diethylene glycol
111-46-6

diethylene glycol

2-(2-triisopropylsiloxyethoxy)ethanol
203932-61-0

2-(2-triisopropylsiloxyethoxy)ethanol

Conditions
ConditionsYield
With pyridine In dichloromethane Ambient temperature;98%
acide 2-perfluorooctylethanoieque
27854-31-5

acide 2-perfluorooctylethanoieque

diethylene glycol
111-46-6

diethylene glycol

Acide (Z)-3-perfluoroheptyl-9-hydroxy-4,7-dioxanon-2-enoique

Acide (Z)-3-perfluoroheptyl-9-hydroxy-4,7-dioxanon-2-enoique

Conditions
ConditionsYield
With potassium hydroxide for 3h; Elimination; Heating;98%

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