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Name	(Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol	EINECS	N/A
CAS No.	57323-06-5	Density	1.057g/cm³
PSA	38.69000	LogP	1.07810
Solubility	N/A	Melting Point	N/A
Formula	C9H16 O3	Boiling Point	296.351°C at 760 mmHg
Molecular Weight	172.224	Flash Point	133.028°C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	2-Buten-1-ol,4-[(tetrahydro-2H-pyran-2-yl)oxy]-, (Z)-;(Z)-4-[(Tetrahydropyranyl)oxy]-2-buten-1-ol; cis-2-Butene-1,4-diolmonotetrahydropyranyl ether	Article Data	28

(Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol Synthetic route

: 64244-47-9
4-(tetrahydro-pyran-2-yloxy)-but-2-yn-1-ol

: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

Conditions

Conditions	Yield
With hydrogen; Lindlar's catalyst In toluene	100%
With hydrogen; Pd-BaSO4 In methanol	77%
With dicobalt octacarbonyl; tri-n-butyl-tin hydride 2.) benzene, 65 deg C, 2 h; Yield given; Multistep reaction;

: 110-87-2
3,4-dihydro-2H-pyran

: 6117-80-2
1,4-butenediol

: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

Conditions

Conditions	Yield
With Amberlyst 15 In tetrahydrofuran	93%
With tin(ll) chloride In chloroform for 24h; Ambient temperature;	75%
With pyridinium p-toluenesulfonate In tetrahydrofuran at 20℃; for 24h;	74%

: 222713-57-7
tert-butyl-dimethyl-[4-(tetrahydro-pyran-2-yloxy)-but-2-enyloxy]-silane

: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

Conditions

Conditions	Yield
With zinc tetrafluoroborate In water for 5h; Ambient temperature;	89%
With oxone In methanol at 20℃; for 2.5h;	85%

: 110-87-2
3,4-dihydro-2H-pyran

: 6117-80-2
1,4-butenediol

A: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

B: 72900-28-8
2-((Z)-4-(tetrahydro-2H-pyran-2-yloxy)but-2-enyloxy)-tetrahydro-2H-pyran

Conditions

Conditions	Yield
With Dowex 50W x 2 (50-100 mesh) In toluene at 30℃; for 0.166667h;	A 80% B 3%
toluene-4-sulfonic acid In ethyl acetate 1) 0 deg C, 40 min, 2) rt, 30 min;	A 53% B 15%
With toluene-4-sulfonic acid In tetrahydrofuran; dichloromethane at 0 - 20℃; Inert atmosphere;	A 46% B 24%

: 110-87-2
3,4-dihydro-2H-pyran

: 821-11-4
(E)-2-butene-1,4-diol

: 24057-28-1
pyridinium p-toluenesulfonate

: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane	49%
In tetrahydrofuran; dichloromethane	49%
In tetrahydrofuran; dichloromethane	49%

: 110-87-2
3,4-dihydro-2H-pyran

: 6117-80-2
1,4-butenediol

A: 694-54-2
tetrahydro-2H-2-pyranol

B: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

C: 72900-28-8
2-((Z)-4-(tetrahydro-2H-pyran-2-yloxy)but-2-enyloxy)-tetrahydro-2H-pyran

Conditions

Conditions	Yield
With Dowex 50W x 2 In toluene at 30℃; for 2.33333h; Etherification; hydration;	A n/a B 88 % Chromat. C 5 % Chromat.

: 110-87-2
3,4-dihydro-2H-pyran

: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 99 percent / p-TsOH / 0.75 h 2.1: n-BuLi / tetrahydrofuran 2.2: 92 percent / tetrahydrofuran / 1.25 h / ultasound irradiation 3.1: 100 percent / H2 / Lindlar's catalyst / toluene View Scheme

: 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne

trimethylene dihalide: trimethylene dihalide

: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran 1.2: 92 percent / tetrahydrofuran / 1.25 h / ultasound irradiation 2.1: 100 percent / H2 / Lindlar's catalyst / toluene View Scheme

: 110-87-2
3,4-dihydro-2H-pyran

: 821-11-4, 6117-80-2, 110-64-5
1,4-butenediol

: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In tetrahydrofuran at 0 - 20℃; for 21h;

: 57323-06-5
(2Z)-4-(tetrahydropyran-2-yloxy)but-2-en-1-ol

: 41793-29-7
(Z)-4-chloro-1-<(tetrahydropyran-2-yl)oxy>but-2-ene

Conditions

Conditions	Yield
With 2,3,5-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride In N,N-dimethyl-formamide 1.) 0 deg C; 2.) r.t.;	100%
With 2,4,6-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride In N,N-dimethyl-formamide 0 deg C, 15 min then r.t., 1 h;	83%
With 2,3,5-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride In N,N-dimethyl-formamide at 0 - 20℃;	83%

(Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol Chemical Properties

The molecular structure of (Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol (CAS NO.57323-06-5) is

Molecular Formula: C₉H₁₆ O₃
Molecular Weight: 172.22
Density: 1.057 g/cm³
Flash Point: 133.028 °C
Boiling Point: 296.351 °C at 760 mmHg
Freely Rotating Bonds: 5
Polar Surface Area: 38.69 Å²
Index of Refraction: 1.484
Molar Refractivity: 46.578 cm³
Molar Volume: 162.921 cm³
Polarizability: 18.465 ×10^-24cm³
Surface Tension: 37.876 dyne/cm
Enthalpy of Vaporization: 62.196 kJ/mol
Vapour Pressure: 0 mmHg at 25°C
The Cas Register Number of (Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol is 57323-06-5. The chemical synonyms of (Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol (CAS NO.57323-06-5) are (Z)-4-[(Tetrahydro-2h-pyran-2-yl)oxy]-2-buten-1-ol ; (Z)-4-(Tetrahydro-2h-pyran-2-yl-oxy)but-2-en-1-ol ; CIS-4-[(Tetrahydro-2h-pyran-2-yl)oxy]-2-buten-1-ol ; (Z)-4-[(Tetrahydro-2h-pyran-2-yl)oxy]-2-buten-1-ol (preparation for lafutidine) .

(Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol Uses

(Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol (CAS NO.57323-06-5) is used as organic intermediate.

(Z)-4-[(Tetrahydro-2H-pyran-2-yl)oxy]-2-buten-1-ol Safety Profile

Hazard Codes: Xi
HazardClass: IRRITANT

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