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122-51-0

122-51-0

Identification

  • Product Name:Triethyl orthoformate

  • CAS Number: 122-51-0

  • EINECS:204-550-4

  • Molecular Weight:148.202

  • Molecular Formula: C7H16O3

  • HS Code:29159080

  • Mol File:122-51-0.mol

Synonyms:Ethyl formate(ortho);Triethoxymethane;Ethane, 1,1,1-[methylidynetris (oxy)]tris-;diethoxymethoxyethane;Orthomravencan ethylnaty;1,1,1-[methanetriyltris(oxy)]triethane;Triethylester kyseliny orthomravenci [Czech];Methane, triethoxy-;Ethyl orthoformate [UN2524] [Flammable liquid];Ethone;Orthoformic acid, ethyl ester;Ethylester kyseliny orthomravenci [Czech];Orthoformic acid ethyl ester (VAN);Ethylester kyseliny orthomravenci;Orthoformic acid triethyl ester;1,1,1-(Methylidynetris(oxy))tris(ethane);Ethane,1,1',1''-[methylidynetris(oxy)]tris-;Orthomravencan ethylnaty [Czech];Orthoformic acid, triethyl ester;Ethyl Orthoformate, Certified;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H226 Flammable liquid and vapour

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Price
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  • Purchase
  • Manufacture/Brand:Usbiological
  • Product Description:Triethyl Orthoformate
  • Packaging:25mg
  • Price:$ 460
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Prednisolone-d821-SulfateSodiumSalt
  • Packaging:10mg
  • Price:$ 1760
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  • Manufacture/Brand:TRC
  • Product Description:Triethyl orthoformate
  • Packaging:100g
  • Price:$ 110
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Triethyl Orthoformate >98.0%(GC)
  • Packaging:25mL
  • Price:$ 16
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Triethyl Orthoformate >98.0%(GC)
  • Packaging:500mL
  • Price:$ 42
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Triethyl orthoformate
  • Packaging:2.5 L
  • Price:$ 192
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Triethyl orthoformate
  • Packaging:1 L
  • Price:$ 112
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethyl orthoformate reagent grade, 98%
  • Packaging:20l
  • Price:$ 894
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethyl orthoformate reagent grade, 98%
  • Packaging:18 L
  • Price:$ 880
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethyl orthoformate reagent grade, 98%
  • Packaging:18l-cs
  • Price:$ 850
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Relevant articles and documentsAll total 21 Articles be found

-

Tamborski,Post

, p. 1397 (1952)

-

-

Mochel,Agre,Hanford

, p. 2268 (1948)

-

-

Erickson

, p. 1569,1571 (1955)

-

Alcoholysis of fluoroform

Miloserdov, Fedor M.,Grushin, Vladimir V.

, p. 105 - 109 (2014)

Fluoroform (CHF3) reacts with alkali metal alkoxides MOR (M = Na, K) in the corresponding alcohols ROH (R = Me, Et, i-Pr, t-Bu, and Allyl) at 80-120°C to give orthoformate esters HC(OR)3 in 55-90% yield. Particularly notable is the f

Synthesis method of crude carboxylic ester (by machine translation)

-

Paragraph 0021; 0022, (2020/08/09)

The method is characterized in that the carboxylic ester and the ether are prepared by reacting a carboxylic ester with an ether at a certain temperature under the catalysis of a catalyst at a certain pressure for a certain time. (by machine translation)

Self-assembled orthoester cryptands: Orthoester scope, post-functionalization, kinetic locking and tunable degradation kinetics

L?w, Henrik,Mena-Osteritz, Elena,Von Delius, Max

, p. 4785 - 4793 (2018/06/07)

Dynamic adaptability and biodegradability are key features of functional, 21st century host-guest systems. We have recently discovered a class of tripodal supramolecular hosts, in which two orthoesters act as constitutionally dynamic bridgeheads. Having previously demonstrated the adaptive nature of these hosts, we now report the synthesis and characterization-including eight solid state structures-of a diverse set of orthoester cages, which provides evidence for the broad scope of this new host class. With the same set of compounds, we demonstrated that the rates of orthoester exchange and hydrolysis can be tuned over a remarkably wide range, from rapid hydrolysis at pH 8 to nearly inert at pH 1, and that the Taft parameter of the orthoester substituent allows an adequate prediction of the reaction kinetics. Moreover, the synthesis of an alkyne-capped cryptand enabled the post-functionalization of orthoester cryptands by Sonogashira and CuAAC "click" reactions. The methylation of the resulting triazole furnished a cryptate that was kinetically inert towards orthoester exchange and hydrolysis at pH > 1, which is equivalent to the "turnoff" of constitutionally dynamic imines by means of reduction. These findings indicate that orthoester cages may be more broadly useful than anticipated, e.g. as drug delivery agents with precisely tunable biodegradability or, thanks to the kinetic locking strategy, as ion sensors.

Method for producing high purity orthoformate simple and convenient method of

-

Paragraph 0022-0028, (2017/12/04)

The invention provides a simple and convenient method for producing high-purity ortho-formate by using acrylonitrile byproduct hydrocyanic acid. The method comprises the following steps: firstly producing amine salt from the acrylonitrile byproduct hydrocyanic acid, fatty alcohol and hydrogen chloride, subsequently performing alcoholysis reaction on the presence of corresponding fatty alcohol so as to obtain an ortho-formate reaction liquid, adding a proper amount of an alkali substance in the generated ortho-formate reaction liquid, decomposing nitrogenous impurity compounds such as byproduct 1,3,5-s-triazine at certain temperature, wherein the decomposed product is nitrogen and solid formate with low boiling point, performing aftertreatment on the reaction liquid so as to obtain the high-purity ortho-formate through normal distillation. Therefore, the purpose of producing the high-purity ortho-formate with high yield is achieved.

Green preparing orthoformate cleaning process

-

Paragraph 0046; 0048; 0049, (2016/10/07)

The invention provides a green process for preparing orthoformate. A hydrogen chloride alcohol solution is prepared from a byproduct hydrogen chloride tail gas of the chlorine-related synthesis industry and then is slowly added into a reaction system, so that loss caused by escape of hydrocyanic acid is reduced, the yield is increased, great equipment corrosion caused by the byproduct hydrochloric acid prepared by the companies is avoided, the economic additional value of the byproduct hydrogen chloride is greatly increased, three wastes are avoided, the byproduct only comprises ammonium chloride, resources are reasonably utilized, and the green process for preparing the orthoformate is an environment-friendly production process and has a good social benefit.

Orthoester exchange: A tripodal tool for dynamic covalent and systems chemistry

Brachvogel, Ren-Chris,Von Delius, Max

, p. 1399 - 1403 (2015/02/05)

Reversible covalent reactions have become an important tool in supramolecular chemistry and materials science. Here we introduce the acid-catalyzed exchange of O,O,O-orthoesters to the toolbox of dynamic covalent chemistry. We demonstrate that orthoesters readily exchange with a wide range of alcohols under mild conditions and we disclose the first report of an orthoester metathesis reaction. We also show that dynamic orthoester systems give rise to pronounced metal template effects, which can best be understood by agonistic relationships in a three-dimensional network analysis. Due to the tripodal architecture of orthoesters, the exchange process described herein could find unique applications in dynamic polymers, porous materials and host-guest architectures.

Process route upstream and downstream products

Process route

6-nitro-2,4-bis(trichloromethyl)-benzo-1,3-dioxine
61719-86-6

6-nitro-2,4-bis(trichloromethyl)-benzo-1,3-dioxine

chloroform
67-66-3,8013-54-5

chloroform

2-ethoxy-5-nitro-benzoic acid
57148-23-9

2-ethoxy-5-nitro-benzoic acid

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Conditions
Conditions Yield
Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

orthoacetic acid ethyl ester-dimethyl ester
57999-64-1

orthoacetic acid ethyl ester-dimethyl ester

triethyl orthoformate
53170-28-8

triethyl orthoformate

triethyl orthoacetate

triethyl orthoacetate

diethoxy(methoxy)methane
25595-98-6

diethoxy(methoxy)methane

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Conditions
Conditions Yield
With trifluoroacetic acid; In benzene-d6; for 1h;
ethanol
64-17-5

ethanol

chloromethylene-formamidine
4483-79-8

chloromethylene-formamidine

formamidine hydrochloride
6313-33-3

formamidine hydrochloride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Conditions
Conditions Yield
in der Kaelte;
1,3,5-Triazine
290-87-9

1,3,5-Triazine

hydrogenchloride
7647-01-0,15364-23-5

hydrogenchloride

ethanol
64-17-5

ethanol

formamidine hydrochloride
6313-33-3

formamidine hydrochloride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Conditions
Conditions Yield
tetrachloromethane
56-23-5

tetrachloromethane

sodium ethanolate
141-52-6

sodium ethanolate

orthocarbonic acid tetraethyl ester
78-09-1

orthocarbonic acid tetraethyl ester

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Conditions
Conditions Yield
ethanol
64-17-5

ethanol

triethoxy-trichloromethyl-silane
18295-83-5

triethoxy-trichloromethyl-silane

sodium ethanolate
141-52-6

sodium ethanolate

tetraethoxy orthosilicate
78-10-4

tetraethoxy orthosilicate

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Conditions
Conditions Yield
N,N-dimethylformamide diethyl diacetal
1188-33-6

N,N-dimethylformamide diethyl diacetal

diethyldimethylammonium iodide
4325-24-0

diethyldimethylammonium iodide

ethyl iodide
75-03-6

ethyl iodide

N,N-dimethyl-formamide
68-12-2,33513-42-7

N,N-dimethyl-formamide

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Conditions
Conditions Yield
With iodine; In diethyl ether; for 2h; Product distribution; Heating;
12.6 g
10.6 g
4.3 g
1.65 g
ethanol
64-17-5

ethanol

tris(ethylsulfanyl)methane
6267-24-9

tris(ethylsulfanyl)methane

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9,22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

ethanethiol
75-08-1

ethanethiol

Conditions
Conditions Yield
unter Abdestillieren des entstandenen Aethylmercaptans; reagiert analog mit Butylalkohol in Gegenwart von ZnCl2;
ethanol
64-17-5

ethanol

tris(ethylsulfanyl)methane
6267-24-9

tris(ethylsulfanyl)methane

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

ethanethiol
75-08-1

ethanethiol

Conditions
Conditions Yield
unter Abdestillieren des entstandenen Aethylmercaptans;
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Conditions
Conditions Yield

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