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Tetrahydro-4H-pyran-4-one

CAS No.
29943-42-8
Chemical Name:
Tetrahydro-4H-pyran-4-one
Synonyms
dihydro-2H-pyran-4(3H)-one;Oxan-4-one;TETRAHYDROPYRAN-4-ONE;4-THP;4-OXOTETRAHYDROPYRAN;4H-Pyran-4-one, tetrahydro-;EOS-60523;1KG,10KG,25KG;TETRAHYDRO-GAMM;4-Oxacyclohexanone
CBNumber:
CB3703050
Molecular Formula:
C5H8O2
Molecular Weight:
100.12
MDL Number:
MFCD00006581
MOL File:
29943-42-8.mol
MSDS File:
SDS
Last updated:2024-04-23 16:18:34

Tetrahydro-4H-pyran-4-one Properties

Boiling point 166-166.5 °C (lit.)
Density 1.084 g/mL at 25 °C (lit.)
refractive index n20/D 1.452(lit.)
Flash point 134 °F
storage temp. Inert atmosphere,Room Temperature
form Liquid
color Clear colorless to pale yellow
Water Solubility MISCIBLE
BRN 106463
InChIKey JMJRYTGVHCAYCT-UHFFFAOYSA-N
CAS DataBase Reference 29943-42-8(CAS DataBase Reference)
NIST Chemistry Reference 4H-Pyran-4-one, tetrahydro-(29943-42-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210
Hazard Codes  Xi,F
Risk Statements  10-36/37/38
Safety Statements  24/25-36-26
RIDADR  UN 1224 3/PG 3
WGK Germany  3
10
Hazard Note  Keep Cold/Flammable/Irritant
HazardClass  3.2
PackingGroup  III
HS Code  29329995
NFPA 704
2
1 0

Tetrahydro-4H-pyran-4-one price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 198242 Tetrahydro-4H-pyran-4-one 99% 29943-42-8 1g $41.9 2024-03-01 Buy
Sigma-Aldrich 198242 Tetrahydro-4H-pyran-4-one 99% 29943-42-8 5g $135 2024-03-01 Buy
TCI Chemical T1806 Tetrahydro-4H-pyran-4-one >95.0%(GC) 29943-42-8 1g $37 2024-03-01 Buy
TCI Chemical T1806 Tetrahydro-4H-pyran-4-one >95.0%(GC) 29943-42-8 5g $104 2024-03-01 Buy
Alfa Aesar A19010 Tetrahydro-4H-pyran-4-one 98% 29943-42-8 1g $41.65 2024-03-01 Buy
Product number Packaging Price Buy
198242 1g $41.9 Buy
198242 5g $135 Buy
T1806 1g $37 Buy
T1806 5g $104 Buy
A19010 1g $41.65 Buy

Tetrahydro-4H-pyran-4-one Chemical Properties,Uses,Production

Description

Tetrahydro-4H-pyran-4-one is used in organic synthesis as building block for more complex chemical structures because it participate in a variety of cycloaddition reactions. Tetrahydro-4H-pyran-4-one is employed in the preparation of 4-methoxytetrahydropyran-4-yl protecting group, synthesis of symmetric tetra substituted methanes.
The methyl enol ether is a useful protecting agent for alcohols, e.g. in nucleotide synthesis, with the advantage over 3,4-Dihydro-2H-pyran. Tetrahydro-4H-pyran-4-one is also employed in a study of the enantioselective alpha-aminoxylation of ketones with nitrosobenzene and L-proline in an ionic liquid. It undergoes condensation reactions in the preparation of dipeptides and spiroimidazolones. Tetrahydro-4H-pyran-4-one is also employed in wittig reactions for the synthesis of Penicillins and in a ring of vitamin D3.

Application

Tetrahydro-4-pyrone is used in organic synthesis as a building block for more complex chemical structures because it participates in a variety of cycloaddition reactions. Tetrahydro-4H-pyran-4-one is employed in a study of the enantioselective alpha-aminoxylation of ketones with nitrosobenzene and L-proline in an ionic liquid and it undergoes condensation reactions in the preparation of dipeptides and spiroimidazolones. Tetrahydro-4H-pyran-4-one is also employed in wittig reactions for the synthesis of penicillins and in a ring of vitamin D3. Additionally, tetrahydro-4-pyrone is used as solvents in some reactions.

Chemical Properties

colorless to light yellow liquid

Uses

Tetrahydro-4-pyrone is used in organic synthesis as building block for more complex chemical structures because it participate in a variety of cycloaddition reactions.

Purification Methods

Purify the pyrone by repeated distillation, preferably in a vacuum. [Baker J Chem Soc 296 1944, IR: Olsen & Bredoch Chem Ber 91 1589 1958.] The oxime has m 87-88o and b 110-111o/13mm [Cornubert et al. Bull Soc Chim Fr 36 1950]. The 4-nitrophenylhydrazone forms orange-brown needles from EtOH, m 186o [Cawley & Plant J Chem Soc 1214 1938]. [Beilstein 17 I 131, 17 II 287, 17 III/IV 4171, 17/9 V 21.]

124-38-9
111-44-4
29943-42-8
Synthesis of Tetrahydro-4H-pyran-4-one from Carbon dioxide and 2,2'-Dichlorodiethyl ether
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View Lastest Price from Tetrahydro-4H-pyran-4-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tetrahydro-4H-pyran-4-one pictures 2024-04-23 Tetrahydro-4H-pyran-4-one
29943-42-8
US $50.00 / kg 1kg 99.10% 50000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
Tetrahydro-4H-pyran-4-one pictures 2024-02-26 Tetrahydro-4H-pyran-4-one
29943-42-8
US $0.00-0.00 / kg 1kg 99% Kgs BTC Nantong Pharmaceuticals Technology Co.,Ltd
Tetrahydro-4H-pyran-4-one pictures 2023-10-07 Tetrahydro-4H-pyran-4-one
29943-42-8
US $15.00-3.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
Tetrahydro-4-pyrone TETRAHYDRO-GAMMA-PYRONE TETRAHYDRO-4H-PYRAN-4-ONE TETRAHYDRO-2H-PYRAN-4-ONE TetrahydroHpyranone Tetrahydropyran-4-on Tetrahydro-4H-pyran-4-one,98% Tetrahydo-4H-pyran-4-one Tetrahydro-4H-pyran-4-one 97% Tetranydropyran-4-one Tetrahydro-4-H-prran-one Tetrahydro-4H-pran-4-one Tetrahydro-4H-pyran-4-one, 97+% Four hydrogen pyran - 4 - ketone Tetrahydro-4H-pyran-4-one 4-tetrahydropyranone 2,3,5,6-Tetrahydropyran-4-one 3,5,6-Trihydro-2H-pyran-4-one 4-Oxotetrahydopyran 2,3,5,6-Tetrahydro-4H-pyran-4-one 2,3,5,6-Tetrahydro-4-pyranone 4-Oxacyclohexanone Tetrahydro-4-pyranone Tetrahydro-4H-pyran-4-one,99% Tetrahydro-4H-pyran-4-one,4-Oxotetrahydropyran Tetrahydro-4H-pyran- 4-Oxotetrahydropyran(Tetrahydropyran-4-one) etrahydro-4H-pyran-4-one Tetrahydro-4H-pyran-4-one, 99% 5GR TETRAHYDRO-4H-PYRAN-4-ONE FOR SYNTHESIS 4-Oxotrtrahydropyran 4-Oxotetrahydro-4H-pyran Tetrahydro-4H-Pyran-4-One (4-THP) EOS-60523 TETRAHYDRO-GAMM 1KG,10KG,25KG Tetrahydro-4H-pyran-4-one, 98%, for synthesis Tetrahydro-4H-pyran-4-one ISO 9001:2015 REACH TETRAHYDROPYRAN-4-ONE 4-OXOTETRAHYDROPYRAN 4-THP 4H-Pyran-4-one, tetrahydro- Oxan-4-one dihydro-2H-pyran-4(3H)-one Tetrahydropyranone 29943-42-8 C5H8O2 KETONE Building Blocks Heterocyclic Building Blocks Pyrans blocks Oxygen cyclic compounds Pyrans, Piperidines &Piperazines Carbonyl Compounds Ketone Pyrans, Piperidines & Piperazines Heterocycles