CAS No.137688-20-1,(+)-1,2-epoxyhex-5-ene Suppliers

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Basic Information

Molecular Structure:
CAS No.:	137688-20-1
Name:	(+)-1,2-epoxyhex-5-ene
Article Data:	14

Formula:	C₆H₁₀O
Molecular Weight:	98.1448
Synonyms:	2-(3-Buten-1-yl)oxirane;
Density:	0.892 g/cm³
Boiling Point:	120 °C at 760 mmHg
Flash Point:	15.6 °C
PSA:	12.53000
LogP:	1.35140

Synthetic route

: 10353-53-4
1,2-epoxy-5-hexene

: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

Conditions

Conditions	Yield
With (R,R) Co(salen); water Jacobsen kinetic racemate resolution;	86%
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); acetic acid In tetrahydrofuran; water at 0 - 20℃; for 23h; Inert atmosphere;	49%
With (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III) In water at 20℃; Jacobsen Asymmetric Epoxidation;	40%

: 10353-53-4
1,2-epoxy-5-hexene

A: 127102-61-8
(S)-hex-5-ene-1,2-diol

B: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

C: 137688-21-2
(-)-(S)-2-(but-3-enyl)oxirane

Conditions

Conditions	Yield
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃;	A 44% B n/a C n/a

...Expand

: 10353-53-4
1,2-epoxy-5-hexene

A: 133494-68-5
(R)-1,2-dihydroxy-5-hexene

B: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

C: 137688-21-2
(-)-(S)-2-(but-3-enyl)oxirane

Conditions

Conditions	Yield
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃;	A 44% B n/a C n/a

...Expand

: 10353-53-4
1,2-epoxy-5-hexene

A: 127102-61-8
(S)-hex-5-ene-1,2-diol

B: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

Conditions

Conditions	Yield
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃; for 10h;	A 44% B n/a
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid In tetrahydrofuran at 20℃; for 16h;	A n/a B 43%

: 10353-53-4
1,2-epoxy-5-hexene

A: 127102-61-8
(S)-hex-5-ene-1,2-diol

B: 133494-68-5
(R)-1,2-dihydroxy-5-hexene

C: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

Conditions

Conditions	Yield
With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid In tetrahydrofuran at 20℃; for 16h;	A n/a B n/a C 43.1%

...Expand

: 10353-53-4
1,2-epoxy-5-hexene

A poly((S)-5,6-epoxy-1-hexene): poly((S)-5,6-epoxy-1-hexene)

B: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

C: 137688-21-2
(-)-(S)-2-(but-3-enyl)oxirane

Conditions

Conditions	Yield
C64H74Cl2Co2N4O4; bis(triphenylphosphoranylidene)-ammonium acetate In toluene at 0℃; for 0.183333h; Product distribution / selectivity;	A 35% B n/a C n/a

...Expand

: 10353-53-4
1,2-epoxy-5-hexene

A: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

B: 137688-21-2
(-)-(S)-2-(but-3-enyl)oxirane

Conditions

Conditions	Yield
With Rhodotorula glutinis CIMW 147 cells In phosphate buffer at 30℃; pH=7.5; kinetic resolution; Title compound not separated from byproducts;

: Carbonic acid (R)-1-bromomethyl-pent-4-enyl ester methyl ester

: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

Conditions

Conditions	Yield
With methanol; potassium carbonate In diethyl ether Cyclization;

: 592-42-7
1,5-Hexadien

: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: AD-mix-β 2: PPTS 3: CH3COBr; Et3N 4: K2CO3; MeOH / diethyl ether View Scheme

: 133494-68-5
(R)-1,2-dihydroxy-5-hexene

: 137688-20-1
(R)-2-(but-3-en-1-yl)oxirane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: PPTS 2: CH3COBr; Et3N 3: K2CO3; MeOH / diethyl ether View Scheme

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Specification

The (+)1,2-Epoxyhex-5-ene, with the CAS registry number of 137688-20-1, is also known as 2-(3-Buten-1-yl)oxirane. This chemical's molecular formula is C₆H₁₀O. What's more, its systematic name is 2-(But-3-en-1-yl)oxirane.

Physical properties about the (+)1,2-Epoxyhex-5-ene are: (1)ACD/LogP: 1.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.4; (4)ACD/LogD (pH 7.4): 1.4; (5)ACD/BCF (pH 5.5): 6.84; (6)ACD/BCF (pH 7.4): 6.84; (7)ACD/KOC (pH 5.5): 137.89; (8)ACD/KOC (pH 7.4): 137.89; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 12.53 Å²; (13)Index of Refraction: 1.442; (14)Molar Refractivity: 29.14 cm³; (15)Molar Volume: 109.9 cm³; (16)Surface Tension: 30 dyne/cm; (17)Density: 0.892 g/cm³; (18)Flash Point: 15.6 °C; (19)Enthalpy of Vaporization: 34.33 kJ/mol; (20)Boiling Point: 120 °C at 760 mmHg; (21)Vapour Pressure: 18.6 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O1C(CC\C=C)C1
(2) InChI: InChI=1/C6H10O/c1-2-3-4-6-5-7-6/h2,6H,1,3-5H2
(3) InChIKey: MUUOUUYKIVSIAR-UHFFFAOYAD