13047-01-3

Basic information

• Product Name: 3-BROMO-TETRAHYDRO-PYRAN
• Synonyms: 3-BROMO-TETRAHYDRO-PYRAN;3-bromotetrahydro-2H-pyran(SALTDATA: FREE);2H-Pyran,3-broMotetrahydro-
• CAS NO: 13047-01-3
• Molecular Formula: C₅H₉BrO
• Molecular Weight: 165.03
• Mol File: 13047-01-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 178 °C at 760 mmHg
• Flash Point: 69.2 °C
• Appearance: /
• Density: 1.475 g/cm³
• Vapor Pressure: 1.37mmHg at 25°C
• Refractive Index: 1.491
• CAS DataBase Reference: 3-BROMO-TETRAHYDRO-PYRAN(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-TETRAHYDRO-PYRAN(13047-01-3)
• EPA Substance Registry System: 3-BROMO-TETRAHYDRO-PYRAN(13047-01-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13047-01-3(Hazardous Substances Data)

Usage

General Description

3-Bromo-tetrahydro-pyran is a chemical compound with the molecular formula C5H9BrO. It is a colorless liquid with a sweet, fruity odor and is primarily used as an intermediate in the manufacture of pharmaceuticals, agrochemicals, and other organic compounds. 3-BROMO-TETRAHYDRO-PYRAN is also used as a building block in the synthesis of various organic molecules. It is important to handle 3-Bromo-tetrahydro-pyran with caution as it may cause irritation to the skin, eyes, and respiratory system, and proper safety measures should be followed when handling and storing this chemical.

InChI:InChI=1/C5H9BrO/c6-5-2-1-3-7-4-5/h5H,1-4H2

Upstream product

• 56660-59-4 2,3-dibromotetrahydropyran 
• 821-09-0 n-Pent-4-enyl alcohol 
• 19752-84-2 Oxan-3-ol 
• 110-87-2 3,4-dihydro-2H-pyran 

Downstream Products

• 1612156-01-0 3-(4-methoxyphenyl)tetrahydro-2H-pyran 

Relevant articles and documents

Synthesis, structural characterization and catalytic activity of a multifunctional enzyme mimetic oxoperoxovanadium(v) complex

The synthesis and structural characterization of a novel oxoperoxovanadium(v) complex [VO(O2)(PAH)(phen)] containing the ligands 2-phenylacetohydroxamic acid (PAHH) and 1,10-phenanthroline (phen) has been accomplished. The oxoperoxovanadium(v) complex was found to mimic both vanadate-dependent haloperoxidase (VHPO) activity as well as nuclease activity through effective interaction with DNA. The complex is the first example of a structurally characterized stable oxoperoxovanadium(v) complex with a coordinated bi-dentate hydroximate moiety (-CONHO-) from 2-phenylacetohydroximate (PAH). The oxoperoxovanadium(v) complex has been used as catalyst for the peroxidative bromination reaction of some unsaturated alcohols (e.g. 4-pentene-1-ol, 1-octene-3-ol and 9-decene-1-ol) in the presence of H2O2 and KBr. The catalytic products have been characterized by GC-MS analysis and spectrophotometric methods. The DNA binding of this complex has been established with CT DNA whereas the DNA cleavage was demonstrated with plasmid DNA. The interactions of the complex with DNA have been monitored by electronic absorption and fluorescence emission spectroscopy. Viscometric measurements suggest that the compound is a DNA intercalator. The nuclease activity of this complex was confirmed by gel electrophoresis studies.

β-Halogeno Ether Synthesis of Olefinic Alcohols: Stereochemistry and Conformation of 2-Substituted 3-Halogenotetrahydro-pyran and furan Precursors

Ring-scission of cis- or trans-2-alkyl- (or aryl-) 3-chlorotetrahydropyrans proceeds regioselectively and highly stereoselectively to give (E)-alk-4-en-1-ols, but in the parallel tetrahydrofuran series (Z)-/(E)-mixtures, dependent on percursor geometry, are formed.In this paper the stereochemistry and conformation of the tetrahydro-pyran and - furan precursors are considered.The cis/trans-composition of 2,3-dihalogenotetrahydro-pyrans and-furans made by various routes is reported.Reaction with Grignard reagents gives separable cis-/trans-mixtures the stereoisomeric composition of which, in the cases examined, does not depend on the stereoisomeric composition of the dihalide, but does vary with the halogen and the composition of the Grignard or dialkylmagnesium; possible reasons are discussed.The stereochemistry and conformation of the 2-alkyl- (or aryl-)3-chlorotetrahydropyrans is analysed by n.m.r. methods (J2a,3acis ca. 1.5 Hz; J2a,3atrans ca. 9.8 Hz) but assignments for the two tetrahydrofuran series with J2,3 2.6-3.6 and 4.3-5.9 are made uncertain by pseudorotation.The stereochemical identity of the two series is rigorously proved by isolation of cis- and trans-2-allyl-3-chlorotetrahydrofuran.On the one hand the former is hydrogenated to the cis-2-propyl compound, correlated with other members of the alkyl series, but on the other it is oxidised and the acid is converted into the cis-p-bromophenyl ester.The stereochemistry and conformation of the latter is rigorously demonstrated by an X-ray structure.The stereochemistries and conformations of the 2-deuterio- and 2-methoxy-3-chlorotetrahydropyrans are discussed, and consideration is then extended to the 2-alkyl-3-chloro-2-methyltetrahydro-pyran and -furan series.