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2-Chlorotetrahydro-2H-pyran is an organic chemical compound with the molecular formula C5H9ClO. It is a colorless liquid that is soluble in water and various organic solvents. 2-Chlorotetrahydro-2H-pyran is primarily used as a synthetic intermediate in the production of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is also known for its ability to act as a protecting group in organic synthesis, particularly in the protection of alcohols. The compound is synthesized through the reaction of 3,4-dihydro-2H-pyran with chloroform in the presence of a base, such as sodium hydride. Due to its reactivity and potential hazards, it is important to handle 2-chlorotetrahydro-2H-pyran with care, following proper safety protocols.

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  • 3136-02-5 Structure
  • Basic information

    1. Product Name: 2-Chlorotetrahydro-2H-pyran
    2. Synonyms: 2-Chlorotetrahydro-2H-pyran;2H-Pyran, 2-chlorotetrahydro-
    3. CAS NO:3136-02-5
    4. Molecular Formula: C5H9ClO
    5. Molecular Weight: 120.57736
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 3136-02-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 155.7°C at 760 mmHg
    3. Flash Point: 56.2°C
    4. Appearance: /
    5. Density: 1.08g/cm3
    6. Vapor Pressure: 3.86mmHg at 25°C
    7. Refractive Index: 1.448
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-Chlorotetrahydro-2H-pyran(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-Chlorotetrahydro-2H-pyran(3136-02-5)
    12. EPA Substance Registry System: 2-Chlorotetrahydro-2H-pyran(3136-02-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 3136-02-5(Hazardous Substances Data)

3136-02-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3136-02-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,3 and 6 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3136-02:
(6*3)+(5*1)+(4*3)+(3*6)+(2*0)+(1*2)=55
55 % 10 = 5
So 3136-02-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H9ClO/c6-5-3-1-2-4-7-5/h5H,1-4H2

3136-02-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-chlorooxane

1.2 Other means of identification

Product number -
Other names Tetrahydropyrane,2-chloro,# 2

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:3136-02-5 SDS

3136-02-5Relevant articles and documents

Amine functionalized polythiophenes: Synthesis and formation of chiral, ordered structures on DNA substrates

Ewbank, Paul C.,Nuding, Guido,Suenaga, Hikaru,McCullough, Richard D.,Shinkai, Seiji

, p. 155 - 157 (2001)

Highly regioregular, head-to-tail coupled, 3-(amino functionalized)-polythiophenes can be synthesized by CuO co-catalyzed Stille coupling. Salts of one example are water soluble, and become helically ordered upon addition of DNA.

Thiofunctionalization of Electron-Rich Heteroarenes through Magnesiation and Trapping with Octasulfur

Vera, Gonzalo,Mangeant, Reynald,Stiebing, Silvia,Berhault, Yohann,Fabis, Frédéric,Cailly, Thomas,Collot, Valérie

supporting information, p. 5099 - 5105 (2021/09/25)

Herein we report a site-selective and thiol-free thiofunctionalization of electron-rich heteroarenes. After a selective ortho-magnesiation, the use of S8 followed by an electrophile allows direct access to S-alkyl or -aryl derivatives. In situ oxidation provides the corresponding sulfoxide and sulfone derivatives. Applying this protocol, Cerlapirdine was prepared in 4 steps with 28% overall yield. (Figure presented.).

Reactions of 2-Methyltetrahydropyran on Silica-Supported Nickel Phosphide in Comparison with 2-Methyltetrahydrofuran

Bui, Phuong P.,Oyama, S. Ted,Takagaki, Atsushi,Carrow, Brad P.,Nozaki, Kyoko

, p. 4549 - 4558 (2016/07/12)

The reactions of 2-methyltetrahydropyran (2-MTHP, C6H12O) on Ni2P/SiO2 provide insights on the interactions between a cyclic ether, an abundant component of biomass feedstock, with a transition-metal phosphide, an effective hydrotreating catalyst. At atmospheric pressure and a low contact time, conditions similar to those of a fast pyrolysis process, 70% of products formed from the reaction of 2-MTHP on Ni2P/SiO2 were deoxygenated products, 2-hexene and 2-pentenes, indicating a good oxygen removal capacity. Deprotonation, hydrogenolysis, dehydration, and decarbonylation were the main reaction routes. The reaction sequence started with the adsorption of 2-MTHP, followed by ring-opening steps on either the methyl substituted side (Path I) or the unsubstituted side (Path II) to produce adsorbed alkoxide species. In Path I, a primary alkoxide was oxidized at the α-carbon to produce an aldehyde, which subsequently underwent decarbonylation to 2-pentenes. The primary alkoxide could also be protonated to give a primary alcohol which could desorb or form the final product 2-hexene. In Path II, a secondary alkoxide was oxidized to produce a ketone or was protonated to a secondary alcohol that was dehydrated to give 2-hexene. The active sites for the adsorption of 2-MTHP and O-intermediates were likely to be Ni sites.

SMALL MOLECULE CD38 INHIBITORS AND METHODS OF USING SAME

-

Sheet 8, (2013/03/26)

The invention provides methods and compositions for inhibiting CD 38 activity, and methods of treating or preventing various disorders associated with CD38 activity.

N1-functionalized indole-phosphane oxazoline (IndPHOX) ligands in asymmetric allylic substitution reactions

Wang, Yu,Vaismaa, Matti J. P.,Rissanen, Kari,Franzen, Robert

experimental part, p. 1569 - 1576 (2012/04/23)

N-Functionalized IndPHOX ligands bearing various groups have been synthesized and the effects of the N1-substituent on the reaction rate, yield, and asymmetric induction in a palladium-catalyzed allylic substitution reaction are reported. The p

FRICTIONLESS MOLECULAR ROTARY MOTORS

-

Page/Page column 30, (2010/02/17)

A rotaxane consisting of a cucurbituril and an uncharged guest molecule, having low or null affinity therebetween is provided as well as processes for providing the same. Various uses as energy converters (“frictionless” molecular motors), biochips and biosensors using the same are also provided.

Synthesis and solid-state polymerization of triyne and enediyne derivatives with similar π-conjugated structures

Mizukoshi, Kana,Okada, Shuji,Kimura, Tatsumi,Shimada, Satoru,Matsuda, Hiro

scheme or table, p. 1028 - 1037 (2009/04/13)

Three diacetylene monomer model compounds with similar π-conjugation systems, 10-phenyl-5,7,9-decatriynyl W-phenylcarbamate (1), (E)-10-phenyldec-9- en-5,7-diynyl /V-phenylcarbamate (2), and (E)-10-phenyldec-5-en-7,9-diynyl N-phenylcarbamate (3), were synthesized and their properties and solid-state polymerization were investigated. Based on the absorption spectra of the monomers, it was found that the conjugation effect of a double bond was different from that of a triple bond in solution. Monomers 1,2, and 3 gave one, two, and five crystal forms, respectively, of which 1 and one of the crystal forms of 2 (2a) could be polymerized in the solid state. The conversions after y-ray irradiation (1 MGy dose) were 53% and 20%, respectively. The longest-wavelength absorption maxima of the polymers prepared from 1 and 2a were 645 and 655 nm, respectively. The polymerizable crystals 1 and 2a were found to have layered monomer structures with spacing of 3.1-3.6 nm. Based on solid-state 13CNMR spectra, the polymerization sites of 1 were determined to be the 1,4- and 3,6-positions with respect to the phenyl ring, and that of 2a was determined to be the 3,6-position with respect to the phenyl ring.

Simple, rapid procedure for the synthesis of chloromethyl methyl ether and other chloro alkyl ethers

Berliner, Martin A.,Belecki, Katherine

, p. 9618 - 9621 (2007/10/03)

Zinc(II) salts catalyze the reaction between acetals and acid halides to provide haloalkyl ethers in near-quantitative yield. Reactions from millimole to mole scale are typically complete in 1-4 h with 0.01 mol % catalyst. The solutions of haloalkyl ethers thus obtained can be utilized directly in reactions in which the presence of the ester byproduct does not interfere. Excess haloalkyl ether is destroyed on workup, thereby minimizing exposure to this class of carcinogenic compounds.

Compounds with high monoamine transporter affinity

-

, (2008/06/13)

Featured compounds have high monoamine transport affinity and are characterized by one of the following two general formulas set out above. The compounds bind selectively or non-selectively to monoamine transporters. The compounds are useful to treat various medical indications including attention deficit hyperactivity disorder (ADHD), Parkinson's disease, cocaine addiction, smoking cessation, weight reduction, obsessive-compulsive disorder, various forms of depression, traumatic brain injury, stroke, and narcolepsy.

Synthesis and evaluation of dopamine and serotonin transporter inhibition by oxacyclic and carbacyclic analogues of methylphenidate

Meltzer, Peter C.,Wang, Pinglang,Blundell, Paul,Madras, Bertha K.

, p. 1538 - 1545 (2007/10/03)

Methylphenidate (Ritalin) binds stereoselectively and enantioselectively to the dopamine transporter (DAT) and inhibits dopamine reuptake with in vitro and in vivo potency similar to that of cocaine. Unlike cocaine, it manifests little, if any, tolerance or addiction liability. Since this compound has a substantial clinical history, it provides an excellent template from which to design potential medications for cocaine abuse. It has long been assumed that a nitrogen, such as exists in cocaine and methylphenidate, is essential for interaction with monoamine transporters. We previously demonstrated that an amine nitrogen in phenyltropane analogues of cocaine is not necessary for conferring high DAT binding affinity. We now report the synthesis of oxacyclic and carbacyclic analogues of methylphenidate, including the four enantiomerically pure isomers of 2-(3,4-dichlorophenyl)-2-(tetrahydropyran-2-yl)acetic acid methyl ester. The threo isomers are potent and selective inhibitors of the DAT. This is the first generalization of the principle that the presence of nitrogen is not a necessity for DAT inhibition.

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