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

CAS No.
6089-04-9
Chemical Name:
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN
Synonyms
pent-4-ynoic acid;Pyran;2-(Prop-2-yn-1-yloxy)tetrahydro-2H-pyran;PROPARGYL ALCOHOL TETRAHYDRO-2H-PYRAN ETHER;2-prop-2-ynoxytetrahydropyran;2-Propargyloxane;2-prop-2-ynoxyoxane;TIMTEC-BB SBB008982;(2S)-2-prop-2-ynoxyoxane;2-Propynyl 2-pyranyl ether
CBNumber:
CB1779468
Molecular Formula:
C8H12O2
Molecular Weight:
140.18
MDL Number:
MFCD00006604
MOL File:
6089-04-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:45:36
Product description Number Pack Size Price
Tetrahydro-2-(2-propynyloxy)-2H-pyran 98% 300810 25g $83.4
Tetrahydro-2-(2-propynyloxy)-2H-pyran 98% 300810 100g $316
2-(2-Propynyloxy)tetrahydropyran >97.0%(GC) P1624 25g $146
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN 97% 66503 5G $59
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN 97% 66503 25G $116
More product size

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

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
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)
GHS02
Signal word  Warning
Hazard statements  H315-H319-H226
Precautionary statements  P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
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
TSCA  TSCA listed
HazardClass  3.2
PackingGroup  III
HS Code  29329900
Storage Class 3 - Flammable liquids
Hazard Classifications Flam. Liq. 3
NFPA 704
2
2 0

TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN price More Price(64)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 300810 Tetrahydro-2-(2-propynyloxy)-2H-pyran 98% 6089-04-9 25g $83.4 2026-04-30 Buy
Sigma-Aldrich 300810 Tetrahydro-2-(2-propynyloxy)-2H-pyran 98% 6089-04-9 100g $316 2026-04-30 Buy
TCI Chemical P1624 2-(2-Propynyloxy)tetrahydropyran >97.0%(GC) 6089-04-9 25g $146 2026-04-30 Buy
AstaTech 66503 TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN 97% 6089-04-9 5G $59 2026-04-30 Buy
AstaTech 66503 TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN 97% 6089-04-9 25G $116 2026-04-30 Buy
Product number Packaging Price Buy
300810 25g $83.4 Buy
300810 100g $316 Buy
P1624 25g $146 Buy
66503 5G $59 Buy
66503 25G $116 Buy

TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN Chemical Properties,Uses,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

3,4-Dihydro-2H-pyran

110-87-2

Propargyl alcohol

107-19-7

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

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

142-68-7
107-19-7
6089-04-9
Synthesis of TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN from Tetrahydropyran and Propargyl alcohol
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View Lastest Price from TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN manufacturers

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TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN pictures 2026-05-05 TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN
6089-04-9
$80.00-800.00 10kg 0.99 20tons Zibo Hangyu Biotechnology Development Co., Ltd
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN  pictures 2025-11-18 TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN
6089-04-9
$1.10 1g 99.00% 100 Tons Min Dideu Industries Group Limited
TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN pictures 2025-09-25 TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN
6089-04-9
$2.00-10.00 1KG 99% Henan Fengda Chemical Co., Ltd
2-(2-Propynyloxy)tetrahydro-2H-pyran 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 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)- Tetrahydro-2-(2-propynyloxy)pyran Tetrahydropyran-2-yloxypropyne Tetrahydropyranyl propargyl ether Tetrahydro-2-(2-propynyloxy)-2H-pyran 98% 2-(2-Propynyloxy)tetrahydropyran> TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN ISO 9001:2015 REACH Tetrahydro-2-(2-propynyloxy)-2H-pyran 2-(2-ynepropoxy)tetrahydropyran 2-(Prop-2-yn-1-yloxy)tetrahydro-2H-pyran 2-prop-2-ynoxytetrahydropyran pent-4-ynoic acid PROPARGYL ALCOHOL TETRAHYDRO-2H-PYRAN ETHER Pyran 6089-04-9 089-04-9 6089-4-9 6089-04-09 C5H9OOCH2CCH Acetylenes Functionalized Acetylenes Building Blocks Heterocyclic Building Blocks Pyrans PYRAN API intermediates Boronic ester Organoborons Acetylenes Functionalized Acetylenes Building Blocks Heterocyclic Building Blocks