262579
2-(Bromomethyl)tetrahydro-2H-pyran
98%
Synonym(s):
Tetrahydro-2H-pyran-2-methyl bromide
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About This Item
Empirical Formula (Hill Notation):
C6H11BrO
CAS Number:
Molecular Weight:
179.05
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
liquid
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.)
functional group
bromo
ether
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
149.0 °F - closed cup
Flash Point(C)
65 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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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