124391-75-9

Basic information

• Product Name: (S)-Tetrahydrofuran-3-ylm...
• Synonyms: (S)-Tetrahydrofuran-3-ylm...;(3S)-oxolan-3-ylMethanol;(S)-Tetrahydrofuran-3-ylMethanol;(3S)-tetrahydro-3-Furanmethanol
• CAS NO: 124391-75-9
• Molecular Formula: C₅H₁₀O₂
• Molecular Weight: 102.1317
• Mol File: 124391-75-9.mol

Chemical Properties

• Boiling Point: 198.6±0.0 °C(Predicted)
• Appearance: /
• Density: 1.038±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 14.81±0.10(Predicted)
• CAS DataBase Reference: (S)-Tetrahydrofuran-3-ylm...(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-Tetrahydrofuran-3-ylm...(124391-75-9)
• EPA Substance Registry System: (S)-Tetrahydrofuran-3-ylm...(124391-75-9)

Safety Data

• Hazardous Substances Data: 124391-75-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-Tetrahydrofuran-3-ylmethylamine is used as a key intermediate in the synthesis of various pharmaceuticals. Its high reactivity and (S)-chirality make it an essential component in the production of enantiomerically pure drugs, which are crucial for ensuring the desired therapeutic effects and minimizing potential side effects.
Used in Agrochemical Industry:
In the agrochemical industry, (S)-Tetrahydrofuran-3-ylmethylamine is used as a building block for the development of new agrochemicals. Its reactivity and structural features enable the creation of novel compounds with improved properties, such as increased effectiveness, reduced environmental impact, and enhanced selectivity towards target pests or diseases.
Used in Dye Industry:
(S)-Tetrahydrofuran-3-ylmethylamine is used as a starting material in the synthesis of dyes. Its unique structure and reactivity allow for the development of new dye molecules with specific color properties, improved stability, and enhanced performance in various applications, such as textiles, plastics, and printing inks.

Upstream product

• 89364-31-8 3-tetrahydrofuroic acid 
• 15424-04-1 2-(allyloxy)ethyl bromide 
• 65805-36-9 3-(2-iodoethoxy)prop-1-ene 
• 204262-67-9 9-hydroxymethyl-7,12-dioxaspiro<5,6>dodecane 
• 109992-08-7 9-formyl-7,12-dioxaspiro<5,6>dodecane 
• 488-93-7 3-Furoic acid 
• 79710-86-4 tetrahydrofuran-3-carboxaldehyde 
• 67-63-0 isopropyl alcohol 
• 1708-29-8 2,5-dihydrofuran 
• 201230-82-2 carbon monoxide 
• 1191-99-7 2,3-dihydro-2H-furan 
• 63972-17-8 1,3-diethyl 2-(2-hydroxyethyl)propanedioate 
• 6482-32-2 2-(hydroxymethyl)butane-1,4-diol 
• 4360-91-2 α-carboxy-γ-butyrolactone 

Downstream Products

• 13423-15-9 3-methyltetrahydrofuran 
• 96-47-9 2-methyltetrahydrofuran 
• 930-27-8 3-methylfuran 
• 127047-77-2 4-acetoxy-3-(acetoxymethyl)-1-iodobutane 
• 89364-31-8 3-tetrahydrofuroic acid 
• 15833-63-3 (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate 
• 726180-98-9 (R)-(tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate 
• 921755-43-3 endo-ethyl 1-azabicyclo[2.2.1]heptane-2-carboxylate 
• 921755-43-3 exo-ethyl 1-azabicyclo[2.2.1]heptane-2-carboxylate 
• 475060-43-6 3-iodomethyl-tetrahydro-furan 
• 726181-18-6 1-Benzyl-2-[(R)-1-(tetrahydro-furan-3-yl)methylsulfanyl]-1H-benzoimidazole 
• 188775-25-9 4-nitrophenyl tetrahydrofuran-3-yl carbonate 
• 64190-48-3 dihydro-4-methyl-2(3H)-furanone 
• 1679-47-6 3-methyltetrahydro-2-furanone 

Relevant articles and documents

Novel and efficient catalytic route for the syntheses of tetrahydrofurans useful in the preparation of neonicotinoid insecticides

Neonicotinoids are good alternatives to the widely used organophosphate insecticides (OP) and have gained enormous importance because of their low toxicity in vertebrates. An environmentally benign route for the synthesis of 3-(hydroxy-methyl)tetrahydrofuran useful in the preparation of a neonicotinoid insecticide viz. MTI-446 is described. Principles of green chemistry such as hydroformylation, single-pot transketalization, and intramolecular cyclocondensation through catalytic reactions were adopted. The process reported here is superior to the existing methods with respect to lower salt formation and higher atom economy, and it was extended to the preparation of a novel intermediate, 3,3-bis(hydroxymethyl)tetrahydrofuran, conceived to be useful in the preparation of new insecticides.

STRUCTURE AND FORMATION OF C4H7O(1+) IONS RESULTING FROM ELECTRON IMPACT INDUCED DECOMPOSITION OF CYCLIC PRECURSORS

Possible structures and modes of formation of C4H7O(1+) ions formed by electron impact induced decomposition of tetrahydrofuran and tetrahydropyran derivates are discussed in view of labelling results and MIKE, CA, and T data.Limitations of these techniques are pointed out.

3-(5-METHOXY-1-OXOISOINDOLIN-2-YL)PIPERIDINE-2,6-DIONE DERIVATIVES AND USES THEREOF

The present disclosure relates to compounds of formula (I') and pharmaceutical compositions and their use in reducing Widely Interspaced Zinc Finger Motifs (WIZ) expression levels, or inducing fetal hemoglobin (HbF) expression, and in the treatment of inherited blood disorders (e.g., hemoglobinopathies, e.g., beta-hemoglobinopathies), such as sickle cell disease and beta-thalassemia.

Preparation method of tetrahydro-3-furanmethanol

The invention relates to the field of preparation of insecticides, in particular to a preparation method of tetrahydro-3-furanmethanol. The method comprises the steps as follows: 13.6 g of sodium ethoxide and 0.5 g of sodium iodide are dissolved in 120 mL of absolute ethyl alcohol, 32 g of diethyl malonate is dropwise added in an ice-water bath, the temperature is controlled at 20 DEG C or below,stirring is performed continuously for 1 h after addition, then 30.3 g of ethyl bromoacetate is slowly added, the temperature is increased to 50-60 DEG C after addition, stirring is performed for about 8 h, ethyl bromoacetate is detected to be used up through gas chromatography, a heating reaction is stopped, the system is cooled to the room temperature, 10 mL of a saturated ammonium chloride solution is added with stirring, the system is adjusted to be neutral or slightly acid, solvent ethyl alcohol is evaporated, residues are dissolved in 100 mL of water and 100 mL of ethyl acetate for extraction, solution separation is performed, an organic phase is separated, the solvent ethyl acetate is removed from the organic phase, reduced pressure distillation is performed through an oil pump, andthe first fraction point, namely, a triethyl 1,1,2-ethanetricarboxylate product, is collected. The process is simple, safety in actual production is guaranteed, and the product with higher yield is obtained.

Production technology for 3-hydroxymethyltetrahydrofuran

The invention discloses a production technology for 3-hydroxymethyltetrahydrofuran, and belongs to the field of pesticide intermediate synthetic processes. The production technology is capable of using 2-butene-1,4-diol as a starting raw material, and synthesizing the 3-hydroxymethyltetrahydrofuran through a three-step reaction of dehydration cyclization, hydroformylation and reduction. The production technology is moderate in reaction conditions, low in cost, less in three wastes, and suitable for the industrial production.

Selective Hydrogenation of Carboxylic Acids to Alcohols or Alkanes Employing a Heterogeneous Catalyst

The chemoselective hydrogenation of carboxylic acids to either alcohols or alkanes is reported, employing a heterogeneous bimetallic catalyst consisting of rhenium and palladium supported on graphite. α-Chiral carboxylic acids were hydrogenated without loss of optical purity. The catalyst displays a reverse order of reactivity upon hydrogenation of different carboxylic functions with esters being less reactive than amides and carboxylic acids. This allows for chemoselective hydrogenation of an acid in the presence of an ester or an amide function.

Robust cobalt oxide catalysts for controllable hydrogenation of carboxylic acids to alcohols

The selective catalytic hydrogenation of carboxylic acids is an important process for alcohol production, while efficient heterogeneous catalyst systems are still being explored. Here, we report the selective hydrogenation of carboxylic acids using earth-abundant cobalt oxides through a reaction-controlled catalysis process. The further reaction of the alcohols is completely hindered by the presence of carboxylic acids in the reaction system. The partial reduction of cobalt oxides by hydrogen at designated temperatures can dramatically enhance the catalytic activity of pristine samples. A wide range of carboxylic acids with a variety of functional groups can be converted to the corresponding alcohols at a yield level applicable to large-scale production. Cobalt monoxide was established as the preferred active phase for the selective hydrogenation of carboxylic acids.

Insecticide dinotefuran intermediate 3 - hydroxy methyl tetrahydrofuran synthetic method

The invention discloses a synthetic method of pesticide dinotefuran intermediate 3-hydroxymethyl tetrahydrofuran, and the synthetic method is as follows: reacting compound succinic acid dialkyl ester with formic acid alkyl ester in the presence of a strong alkali to obtain a compound III, then obtaining a compound II by a reduction reaction, finally, in the presence of an acid catalyst, obtaining a compound shown as formula I by a dehydration cyclization reaction, and R or R ' respectively independently represents C1-5 alkyl. The synthetic method is low in raw material cost, simple in reaction operation, less in pollution, high in yield of each step, 99% in the yield of the reducing step, and suitable for industrial production.

Novel process for synthesizing 3-tetrahydrofurfuryl carbinol through Prins reaction

The invention discloses a novel process for synthesizing 3-tetrahydrofurfuryl carbinol through Prins reaction, and solves the problems that in the preparation process in the prior art, the raw materials have high price; the production cost is raised; in the production process, a great amount of heat can be released; inflammable and explosive gas of hydrogen gas can be easily generated; risk can be brought to the production. The process comprises the following steps that 1, in an organic solvent, 2,5-dihydrofuran takes reaction with paraformaldehyde and chlorine hydride under the effect of a catalyst A to obtain chloromethyl-2,5-dihydrofuran; 2, the chloromethyl-2,5-dihydrofuran is hydrolyzed in a sodium hydroxide solution to obtain hydroxymethyl-2,5-dihydrofuran; distillation is performed to obtain a coarse product; (3) the coarse product of the hydroxymethyl-2,5-dihydrofuran is reduced by the hydrogen gas under the effect of the catalyst B to obtain 3-tetrahydrofurfuryl carbinol; filtering is performed; filter liquid is rectified to obtain a pure product. The novel process has the advantages that the raw material cost is low; the three-waste discharge is little; the process is simple, and the like.

New process for synthesizing tetrahydrofuran-3-methanol by adopting one-pot method

The invention discloses a new process for synthesizing tetrahydrofuran-3-methanol by adopting a one-pot method. The problems that reaction pressure in the prior art is higher so that equipment cost is increased and the recycling of ammonia gas and hydrogen is difficult are solved. The process comprises the following steps: carrying out reaction between 2,5-dihydrofuran and methanol aqueous solution at a reaction temperature of 100 to 130 DEG C in a solvent A under an effect of a catalyst A to generate 3-hydroxymethyl-2,5-dihydrofuran, and evaporating the solvent A to dryness; adding a solvent B and the organic solvent A into the generated 3-hydroxymethyl-2,5-dihydrofuran, reducing the 3-hydroxymethyl-2,5-dihydrofuran into 3- tetrahydrofuran methanol by hydrogen under an effect of a catalyst B; then filtering the 3- tetrahydrofuran methanol; evaporating the solvent B to dryness; carrying out rectification to obtain a pure product. The process has the advantages of low cost of raw materials, stable process, applicability to industrialization and the like.