262579

Sigma-Aldrich

2-(Bromomethyl)tetrahydro-2H-pyran

98%

Synonym(s):
Tetrahydro-2H-pyran-2-methyl bromide
Empirical Formula (Hill Notation):
C6H11BrO
CAS Number:
Molecular Weight:
179.05
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

refractive index

n20/D 1.489 (lit.)

bp

153 °C (lit.)

mp

−59-−58 °C (lit.)

density

1.397 g/mL at 25 °C (lit.)

SMILES string

BrCC1CCCCO1

InChI

1S/C6H11BrO/c7-5-6-3-1-2-4-8-6/h6H,1-5H2

Inchi Key

MHNWCBOXPOLLIB-UHFFFAOYSA-N

General description

Cross-coupling reaction of 2-(bromomethyl)tetrahydro-2H-pyran with potassium heteroaryltrifluoroborates has been investigated.

Application

2-(Bromomethyl)tetrahydro-2H-pyran has been used in the preparation of tellurated heterocycles, 2-[(2-thienyltelluro)methyl]tetrahydrofuran and [(2-thienyltelluro)methyl]tetrahydro-2H-pyran.

Packaging

5, 25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Tellurated heterocycles, 2-[(2-thienyltelluro)methyl]tetrahydrofuran and [(2-thienyltelluro)methyl]tetrahydro-2H-pyran: Synthesis and complexation reactions with Pd(II), Pt(II), Hg(II), Ru(II) and Cu(I)
Bali S, et al.
Journal of Organometallic Chemistry, 691(18), 3788-3796 (2006)
Gary A Molander et al.
Organic letters, 12(24), 5783-5785 (2010-11-26)
A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated...

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