ChemicalBook > CAS DataBase List > TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN

TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN

Product Name
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN
CAS No.
6089-04-9
Chemical Name
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN
Synonyms
2-Propargyloxane;pent-4-ynoic acid;2-prop-2-ynoxyoxane;TIMTEC-BB SBB008982;(2S)-2-prop-2-ynoxyoxane;2-Propynyl 2-pyranyl ether;2-(Prop-2-yn-1-yloxy)oxane;2-prop-2-ynoxytetrahydropyran;Tetrahydropyran-2-yloxypropyne;2-(Propargyloxy)tetrahydropyran
CBNumber
CB1779468
Molecular Formula
C8H12O2
Formula Weight
140.18
MOL File
6089-04-9.mol
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TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN Property

Boiling point:
63-65 °C9 mm Hg(lit.)
Density 
0.997 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.458(lit.)
Flash point:
139 °F
storage temp. 
2-8°C
form 
Liquid
color 
Clear colorless to light yellow
Specific Gravity
0.997
InChI
InChI=1S/C8H12O2/c1-2-6-9-8-5-3-4-7-10-8/h1,8H,3-7H2
InChIKey
RNRIMDSCBRDPLC-UHFFFAOYSA-N
SMILES
C1(OCC#C)OCCCC1
CAS DataBase Reference
6089-04-9
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Safety

Hazard Codes 
Xi,F
Risk Statements 
11
Safety Statements 
26-27-28-36/37/39-16
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
HazardClass 
3.2
PackingGroup 
III
HS Code 
29329900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
300810
Product name
Tetrahydro-2-(2-propynyloxy)-2H-pyran
Purity
98%
Packaging
25g
Price
$78.3
Updated
2025/07/31
Sigma-Aldrich
Product number
300810
Product name
Tetrahydro-2-(2-propynyloxy)-2H-pyran
Purity
98%
Packaging
100g
Price
$236.71
Updated
2025/07/31
TCI Chemical
Product number
P1624
Product name
2-(2-Propynyloxy)tetrahydropyran
Purity
>97.0%(GC)
Packaging
25g
Price
$146
Updated
2025/07/31
GFS CHEMICALS
Product number
84241
Product name
PROPARGYLALCOHOLTHPETH
Packaging
25g
Price
$89.14
Updated
2021/12/16
TRC
Product number
P838445
Product name
2-(2-Propynyloxy)tetrahydropyran
Packaging
2.5g
Price
$140
Updated
2021/12/16
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TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN Chemical Properties,Usage,Production

Chemical Properties

Clear colorless to light yellow liquid

Uses

Tetrahydro-2-(2-propynyloxy)-2H-pyran was used in preparation of 1,3-dienyl acetal.

Synthesis Reference(s)

Chemistry Letters, 6, p. 817, 1977
Organic Syntheses, Coll. Vol. 7, p. 334, 1990
Synthetic Communications, 19, p. 901, 1989 DOI: 10.1080/00397918908051010

General Description

The anion formed by metalation at the acetylenic carbon reacts with a variety of electrophiles.

Synthesis

110-87-2

107-19-7

6089-04-9

General procedure for the synthesis of O-THP propargyl alcohol (Compound 18) from 3,4-dihydro-2H-pyran and 2-propyn-1-ol: Compound 18 was prepared according to literature procedure. To a solution of propargyl alcohol 17 (2.6 mL, 44.6 mmol) and p-toluenesulfonic acid monohydrate (0.09 g, 0.5 mmol) in dichloromethane (45 mL) was added dropwise 3,4-dihydro-2H-pyran (4.3 mL, 46.8 mmol) at 0 °C. The reaction mixture was stirred at 0 °C for 5 min before slowly warming up to room temperature and continued stirring for 1 h. The reaction mixture was then purified with aqueous solution of saturated 2H-pyran (4.3 mL). Subsequently, the reaction mixture was washed with saturated sodium bicarbonate solution (30 mL) and the aqueous layer was extracted with dichloromethane (45 mL). The organic layers were combined, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give compound 18 (6.1 g, 97.2% yield) as a yellow oil. Thin layer chromatography (TLC) Rf = 0.30 (hexane/ether, 95:5). 1H NMR (400 MHz, CDCl3): δ = 1.50-1.67 (m, 4H), 1.70-1.89 (m, 2H), 2.41 (t, J = 2.4 Hz, 1H), 3.52-3.57 (m, 1H), 3.82-3.87 (m , 1H), 4.27 (ddd, J = 2.4 Hz, 11.3 Hz, 15.8 Hz, 2H), 4.83 (t, J = 3.4 Hz, 1H). 13C NMR (100 MHz, CDCl3): δ = 19.0, 25.3, 30.2, 53.9, 61.9, 74.0, 79.7, 96.8. mass spectra (MS-CI): m/z calculated values. ): m/z calculated value C8H12O2 [M + H]+, 141; measured value: 141. The synthesis of this compound has been reported in the literature.

References

[1] Synlett, 2003, # 14, p. 2163 - 2166
[2] Tetrahedron, 2010, vol. 66, # 25, p. 4573 - 4576
[3] Synthesis, 2005, # 19, p. 3293 - 3296
[4] Journal of the Chinese Chemical Society, 2007, vol. 54, # 2, p. 525 - 532
[5] Journal of Organic Chemistry, 2009, vol. 74, # 4, p. 1531 - 1540

TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd
Product
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN 6089-04-9
Price
US $80.00-800.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-11-13
Henan Fengda Chemical Co., Ltd
Product
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN 6089-04-9
Price
US $10.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-28
Dideu Industries Group Limited
Product
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN 6089-04-9
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-10-29

6089-04-9, TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRANRelated Search:

METHYL PIPERIDINE-1-CARBOXYLATE N-Formylpiperidine Propargyl alcohol 9-Hydroxyxanthene Tetrahydropyran γ-Valerolactone Dehydroacetic acid 4-Chromanone D-Mannitol 3,4-Dihydro-2H-pyran CHROMONE D-(-)-Salicin Tacrolimus 10-(2-Tetrahydropyranyloxy)-8-decynoic acid esperamicin A1 2-METHYL-3-BUTYN-2-YL 2-TETRAHYDROPYRANYL ETHER 9-(Tetrahydro-2H-pyran-2-yloxy)-7-nonynoic acid 2-([3-(2,4-DIFLUOROPHENYL)PROP-2-YNYL]OXY)TETRAHYDRO-2H-PYRAN

  • 2-(2-Propynyloxy)tetrahydro-2H-pyran
  • pent-4-ynoic acid
  • TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN, 9 8%
  • 2-(Propargyloxy)tetrahydropyran
  • 2-Propargyloxane
  • 2-Propynyl 2-pyranyl ether
  • 2-Propynyl tetrahydro-2H-pyran-2-yl ether
  • 3-(2'-Tetrahydropyranyloxy)propyne
  • 3-(Tetrahydro-2-pyranyloxy)propyne
  • Propargyl 2-tetrahydropyranyl ether
  • Propargyl alcohol tetrahydropyranyl ether
  • 2-prop-2-ynoxyoxane
  • PROPARGYL ALCOHOL TETRAHYDRO-2H-PYRAN ETHER, 98%PROPARGYL ALCOHOL TETRAHYDRO-2H-PYRAN ETHER, 98%PROPARGYL ALCOHOL TETRAHYDRO-2H-PYRAN ETHER, 98%
  • 2-(Prop-2-yn-1-yloxy)oxane
  • (2S)-2-prop-2-ynoxyoxane
  • 3-(tetrahydropyran-2'-yloxy)propyne
  • Tetrahydro-2-(2-propyn-1-yloxy)-2H-pyran
  • 2-(2-PROPYNYLOXY)TETRAHYDROPYRAN
  • TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN
  • TIMTEC-BB SBB008982
  • PROPARGYL ALCOHOL TETRAHYDRO-2H-PYRAN ETHER
  • 1-(2'-Tetrahydropyranyloxy)-2-propyne
  • (Tetrahydro-2H-pyran-2-yl)(2-propynyl) ether
  • 1-(3,4,5,6-Tetrahydro-2H-pyran-2-yloxy)-2-propyne
  • Propargyl(tetrahydro-2H-pyran-2-yl) ether
  • 2-(2-Propynyloxy)tetrahydro-2H-pyran,98%
  • 2-(prop-2-ynyloxy)tetrahydro-2H-pyran
  • 2-(2-Propynyloxy)tetrahydro-2H-pyran, 98% 5GR
  • 2H-Pyran, tetrahydro-2-(2-propyn-1-yloxy)-
  • 2-(Prop-2-yn-1-yloxy)tetrahydro-2H-pyran
  • Tetrahydro-2-(2-propynyloxy)pyran
  • Tetrahydropyran-2-yloxypropyne
  • Tetrahydropyranyl propargyl ether
  • Tetrahydro-2-(2-propynyloxy)-2H-pyran 98%
  • 2-(2-Propynyloxy)tetrahydropyran&gt
  • TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN ISO 9001：2015 REACH
  • 2-prop-2-ynoxytetrahydropyran
  • Tetrahydro-2-(2-propynyloxy)-2<i>H</i>-pyran
  • 6089-04-9
  • 089-04-9
  • 6089-4-9
  • 6089-04-09
  • C5H9OOCH2CCH
  • Acetylenes
  • Functionalized Acetylenes
  • PYRAN
  • Building Blocks
  • Heterocyclic Building Blocks
  • Pyrans
  • API intermediates
  • Boronic ester
  • Organoborons
  • Pyran
  • Acetylenes
  • Functionalized Acetylenes
  • Building Blocks
  • Heterocyclic Building Blocks
  • Pyrans