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Cas Database

2081-44-9

2081-44-9

Identification

  • Product Name:Tetrahydro-4-pyranol

  • CAS Number: 2081-44-9

  • EINECS:218-210-8

  • Molecular Weight:102.133

  • Molecular Formula: C5H10O2

  • HS Code:29329990

  • Mol File:2081-44-9.mol

Synonyms:2H-Pyran-4-ol,tetrahydro-;Pyran-4-ol,tetrahydro- (6CI,7CI);4-Hydroxytetrahydro-2H-pyran;4-Hydroxytetrahydropyran;Tetrahydro-2H-pyran-4-ol;Tetrahydro-2H-pyranol-4-ol;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn, IrritantXi

  • Hazard Codes:Xi,Xn

  • Signal Word:Danger

  • Hazard Statement:H318 Causes serious eye damage

  • 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

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:Usbiological
  • Product Description:4-Hydroxytetrahydropyan
  • Packaging:5g
  • Price:$ 442
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TRC
  • Product Description:Tetrahydro-4-pyranol
  • Packaging:1g
  • Price:$ 110
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Tetrahydro-4-pyranol >97.0%(GC)
  • Packaging:1g
  • Price:$ 21
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Tetrahydro-4-pyranol >97.0%(GC)
  • Packaging:5g
  • Price:$ 44
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Tetrahydro-4-pyranol 97.0%
  • Packaging:5 g
  • Price:$ 60
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Tetrahydro-4-pyranol 97.0%
  • Packaging:100 g
  • Price:$ 320
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Tetrahydro-4-pyranol 97.0%
  • Packaging:25 g
  • Price:$ 95
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tetrahydro-4-pyranol 98%
  • Packaging:5g
  • Price:$ 83.4
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tetrahydro-4-pyranol 98%
  • Packaging:1g
  • Price:$ 70.5
  • Delivery:In stock
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:Tetrahydro-4-pyranol
  • Packaging:5 g
  • Price:$ 715
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Relevant articles and documentsAll total 7 Articles be found

Tetrahydro-4 H-pyran-4-one: From the Laboratory Scale to Pilot Plant Manufacture

Zahim, Sara,Delacroix, Kenny,Carlier, Agathe,Berranger, Thierry,Bergraser, Julie,Echeverria, Pierre-Georges,Petit, Laurent

, p. 199 - 206 (2022/01/12)

This study describes our recent efforts to find an efficient and scalable route to tetrahydro-4H-pyran-4-one using the commercially available starting materials. The route scouting work and the full development of an efficient access to the target are described. This work culminated in the preparation of above 20 kg of the title compound in our pilot plant facility.

Method for synthesizing 1, 3-dihydric alcohol by using olefin and methanol as raw materials

-

Paragraph 0094-0120, (2021/07/28)

The invention discloses a method for preparing 1, 3-dihydric alcohol by taking olefin and methanol as raw materials through one-step reaction and a catalyst for the method. The method comprises the following steps: 1) adding a catalyst into a reactor, heating and reducing in a hydrogen-nitrogen mixed atmosphere, then cooling to 60-180 DEG C, and keeping the pressure in the reactor to be 0.5-8 MPa for reaction; 2) respectively introducing olefin and a methanol aqueous solution into the reactor for reaction, wherein the airspeed is 0.01-10h in terms of methanol; 3) enabling that the reaction product enters a product storage tank after condensation and gas-liquid separation; and 4) carrying out rectification separation on the reaction product obtained in the step 3) to obtain a 1, 3-dihydric alcohol product with the purity of more than 99%. The method provided by the invention has the advantages of low raw material cost, simple steps and continuous production.

Zeolite-Catalyzed Formaldehyde–Propylene Prins Condensation

Vasiliadou, Efterpi S.,Gould, Nicholas S.,Lobo, Raul F.

, p. 4417 - 4425 (2017/11/20)

Prins condensation of formaldehyde with propylene to form 3-buten-1-ol is investigated using microporous solid acid catalysts. Zn/H-beta shows high conversion but leads to a broad product distribution composed primarily of pyrans. Mechanistic studies revealed that 3-buten-1-ol reacts via Prins cyclization or dehydrate to 1,3-butadiene that further reacts with formaldehyde via a hetero-Diels–Alder reaction. These secondary reactions are suppressed over ZSM-5 catalysts: 3-buten-1-ol is the predominant product over H-ZSM-5 zeolite under all conditions investigated. 3-Buten-1-ol selectivity of up to 75 % is achieved. In a second step 3-buten-1-ol dehydrates at temperatures as low as 423 K, forming 1,3-butadiene. Although Br?nsted acid sites are the primary catalytic sites, ion exchange of ZnII increases the overall rate and 3-buten-1-ol selectivity. H-ZSM-5 showed significant differences in reactivity and selectivity as a function of the Si/Al ratio; optimal catalytic properties were observed within Si/Al=40–140.

Rate coefficients for the gas-phase reactions of chlorine atoms with cyclic ethers at 298 K

Alwe,Walawalkar,Sharma,Pushpa,Dhanya,Naik

, p. 295 - 305 (2013/08/25)

Rate coefficients of reactions of Cl atoms with cyclic ethers, tetrahydropyran (THP), tetrahydrofuran (THF), and dihydrofurans (2,5-DHF and 2,3-DHF) have been measured at 298 K using a relative rate method. The relative rate ratios for THP and THF are 0.80 ± 0.05 and 0.80 ± 0.08, respectively, with n-hexane as the reference molecule. The relative rate ratios for THF and 2,5-DHF with n-pentane as the reference molecule are 0.95 ± 0.07 and 1.73 ± 0.06, respectively, and for 2,5-DHF with 1-butene as reference is 1.38 ± 0.05. The average values of the rate coefficients are (2.52 ± 0.36), (2.50 ± 0.39), and (4.48 ± 0.59) × 10-10 cm3 molecule-1 s-1 for THP, THF, and 2,5-DHF, respectively. The errors quoted here for relative rate ratios are 2σ of the statistical variation in different sets of experiments. These errors, combined with the reported errors of the reference rate coefficients using the statistical error propagation equation, are the quoted errors for the rate coefficients. In the case of 2,3-DHF, after correcting for the dark reaction with CH3COCl and assuming no interference from other radical reactions, a relative rate ratio of 0.85 ± 0.16 is obtained with respect to cycloheptene, corresponding to a rate coefficient of (4.52 ± 0.99) × 10-10 cm3 molecule-1 s-1. Unlike cyclic hydrocarbons, there is no increase with increasing number of CH2 groups in these cyclic ethers whereas there is an increase in the rate coefficient with unsaturation in the ring. An attempt is also made to correlate the rate coefficients of cyclic hydrocarbons and ethers with the molecular size as well as HOMO energy.

Heterogeneous ceria catalyst with water-tolerant Lewis acidic sites for one-pot synthesis of 1,3-diols via prins condensation and hydrolysis reactions

Wang, Yehong,Wang, Feng,Song, Qi,Xin, Qin,Xu, Shutao,Xu, Jie

, p. 1506 - 1515 (2013/03/28)

The use of a heterogeneous Lewis acid catalyst, which is insoluble and easily separable during the reaction, is a promising option for hydrolysis reactions from both environmental and practical viewpoints. In this study, ceria showed excellent catalytic activity in the hydrolysis of 4-methyl-1,3-dioxane to 1,3-butanediol in 95% yield and in the one-pot synthesis of 1,3-butanediol from propylene and formaldehyde via Prins condensation and hydrolysis reactions in an overall yield of 60%. In-depth investigations revealed that ceria is a water-tolerant Lewis acid catalyst, which has seldom been reported previously. The ceria catalysts showed rather unusual high activity in hydrolysis, with a turnover number (TON) of 260, which is rather high for bulk oxide catalysts, whose TONs are usually less than 100. Our conclusion that ceria functions as a Lewis acid catalyst in hydrolysis reactions is firmly supported by thorough characterizations with IR and Raman spectroscopy, acidity measurements with IR and 31P magic-angle-spinning NMR spectroscopy, Na+/H + exchange tests, analyses using the in situ active-site capping method, and isotope-labeling studies. A relationship between surface vacancy sites and catalytic activity has been established. CeO2(111) has been confirmed to be the catalytically active crystalline facet for hydrolysis. Water has been found to be associatively adsorbed on oxygen vacancy sites with medium strength, which does not lead to water dissociation to form stable hydroxides. This explains why the ceria catalyst is water-tolerant.

Process route upstream and downstream products

Process route

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

4-butanolide
96-48-0

4-butanolide

3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9,26354-94-9

3,4,5,6-tetrahydro-2H-pyran-2-one

Tetrahydro-4H-pyran-4-one
29943-42-8,143562-54-3

Tetrahydro-4H-pyran-4-one

3-chloropropyl formate
1487-44-1

3-chloropropyl formate

Conditions
Conditions Yield
With clorine; at 24.84 ℃; under 800 Torr; Kinetics; Inert atmosphere; Gas phase;
Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

dihydropyran
3174-74-1

dihydropyran

homoalylic alcohol
627-27-0

homoalylic alcohol

butyraldehyde
123-72-8

butyraldehyde

Conditions
Conditions Yield
With zeolite Zn/H-beta; In 1,4-dioxane; at 119.84 ℃; for 2.5h; Reagent/catalyst; Temperature; Catalytic behavior;
4-methyl-1,3-dioxane
1120-97-4

4-methyl-1,3-dioxane

Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

dihydropyran
3174-74-1

dihydropyran

homoalylic alcohol
627-27-0

homoalylic alcohol

butyraldehyde
123-72-8

butyraldehyde

Conditions
Conditions Yield
With zeolite Zn/H-beta; In 1,4-dioxane; at 119.84 ℃; for 2.5h; Reagent/catalyst; Temperature; Catalytic behavior;
methanol
67-56-1

methanol

4-methyl-1,3-dioxane
1120-97-4

4-methyl-1,3-dioxane

Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

1.3-butanediol
18826-95-4,107-88-0

1.3-butanediol

Dimethyl ether
115-10-6,157621-61-9

Dimethyl ether

Conditions
Conditions Yield
With hydrogen; In water; at 100 - 200 ℃; under 45004.5 Torr;
Conditions
Conditions Yield
With cerium(IV) oxide; Reagent/catalyst;
60%
26%
11%
4-pyrone
108-97-4

4-pyrone

ethanol
64-17-5

ethanol

Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

Tetrahydro-4H-pyran-4-one
29943-42-8,143562-54-3

Tetrahydro-4H-pyran-4-one

Conditions
Conditions Yield
at 120 ℃; under 73550.8 - 147102 Torr; Hydrogenation;
Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

Conditions
Conditions Yield
With water; platinum; Hydrogenation;
homoalylic alcohol
627-27-0

homoalylic alcohol

Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

Conditions
Conditions Yield
With sulfuric acid; water;
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

homoalylic alcohol
627-27-0

homoalylic alcohol

acetic acid
64-19-7,77671-22-8

acetic acid

Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

dihydropyran
3174-74-1

dihydropyran

4-Acetoxyoxacyclohexan
36234-16-9

4-Acetoxyoxacyclohexan

1-acetoxy-3-butene
1576-84-7

1-acetoxy-3-butene

Conditions
Conditions Yield
With zinc trifluoromethanesulfonate; at 80 ℃; for 4h;
60.8 %Chromat.
23.5 %Chromat.
6.6 %Chromat.
5.5 %Chromat.
Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

Conditions
Conditions Yield
66%

Global suppliers and manufacturers

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  • Simagchem Corporation
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  • Amadis Chemical Co., Ltd.
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  • Shaanxi BLOOM TECH Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-29-86470566
  • Emails:sales@bloomtechz.com
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  • Shanghai Upbio Tech Co.,Ltd
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  • Chemwill Asia Co., Ltd.
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  • LIDE PHARMACEUTICALS LIMITED
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-25-58409506
  • Emails:lide@lidepharma.com
  • Main Products:56
  • Country:China (Mainland)
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