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1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one structure

CAS No.: 63106-93-4

Chemical Name:: 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one

Synonyms: Milnacipran HCl PI-1;5-phenyl-3-oxabicyclo[3.1.0]hexan-4-one;2-oxo-iphenyl-3-oxbicyclo｛3.1.0｝-hexane;2-oxo-1phenyl-3-oxbicyclo｛3.1.0｝-hexane;1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one;2–Oxo-1phenyl-3-oxbicyclo{3.1.0}-hexane2;3-Oxabicyclo[3.1.0]hexan-2-one, 1-phenyl-;2-Oxo-1-phenyl-3-oxabicyclo[3.1.0]-hexane;(1R)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one;(1S,5R)-1-PHENYL-3-OXA-BICYCLO[3.1.0]HEXAN-2-ONE

CBNumber:: CB01008935

Molecular Formula:: C11H10O2

Molecular Weight:: 174.2

MDL Number:: MFCD11046367

MOL File:: 63106-93-4.mol

MSDS File:: SDS

Last updated:2025-08-28 09:12:15

Product description	Number	Pack Size	Price
1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	P336115	25g	$65
1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	P336115	50g	$95
1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	286612	25g	$333
1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	174852	1g	$432
1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	J51001	500g	$550
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1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one Properties

Melting point	49-50 °C
Boiling point	119 °C(Press: 0.1 Torr)
Density	1.300±0.06 g/cm3(Predicted)
storage temp.	Hygroscopic, Refrigerator, under inert atmosphere
solubility	Chloroform, Methanol
form	Solid
color	White to Off-White
InChI	InChI=1S/C11H10O2/c12-10-11(6-9(11)7-13-10)8-4-2-1-3-5-8/h1-5,9H,6-7H2
InChIKey	WZGFIZUMKYUMRN-UHFFFAOYSA-N
SMILES	C12(C3=CC=CC=C3)C(C1)COC2=O

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H332-H335
Precautionary statements	P261-P280-P305+P351+P338
HS Code	2918300090

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one price More Price(21)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TRC	P336115	1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	63106-93-4	25g	$65	2021-12-16	Buy
TRC	P336115	1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	63106-93-4	50g	$95	2021-12-16	Buy
Usbiological	286612	1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	63106-93-4	25g	$333	2021-12-16	Buy
Matrix Scientific	174852	1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	63106-93-4	1g	$432	2021-12-16	Buy
AK Scientific	J51001	1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one	63106-93-4	500g	$550	2021-12-16	Buy

Product number	Packaging	Price	Buy
P336115	25g	$65	Buy
P336115	50g	$95	Buy
286612	25g	$333	Buy
174852	1g	$432	Buy
J51001	500g	$550	Buy

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one Chemical Properties,Uses,Production

Uses

Intermediate in the synthesis of Milnacipran (M344600) an antidepressant. A selective norepinephrine and serotonin reuptake inhibitor approved for the management of fibromyalgia.

Reactions

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one (1POX) is a monomer that belongs to the class of cyclopropane compounds and can be used in the synthesis of polymers. It has been shown to react with benzene, irradiation, monoxide, oxiranyl, acetonitrile and trimeric dyes to form reactive intermediates such as ketones and carboxylic acids. These intermediates can undergo photolysis to produce products such as ketones and carboxylic acids. The wavelength of the light used for photolysis can influence the product formation.

Synthesis

140-29-4

106-89-8

63106-93-4

1. To a solvent mixture of toluene (26.0 kg) and N,N'-dimethyl-2-imidazolidinone (94.9 kg), 60% sodium hydride (27.2 kg, 683 mol) was slowly added, followed by benzeneacetonitrile (40.2 kg, 343 mol). After the dropwise addition was completed at 10 to 20 °C, stirring was continued for 2 h. The mixture was then mixed into the solvent mixture at the same temperature range. 2. A mixture of 1-chloro-2,3-epoxypropane (31.7 kg, 343 mol) and toluene (26.0 kg) was added dropwise over the same temperature range and stirring was continued until the feedstock was completely gone. 3. Upon completion of the reaction, methanol (22.0 kg) and water (120.6 kg) were added for washing followed by phase separation. 4. 24% aqueous potassium hydroxide (159.1 kg) and tetrabutyl ammonium sulfate (1.1 kg) were added to the organic layer and heated under reflux conditions. 5. After removal of the organic phase by phase separation, toluene (69.6 kg) and 35% hydrochloric acid (78.7 kg) were added to the aqueous phase and stirred at 60-70 °C for 2 hours. 6. Phase separation was performed again to separate the organic phase, which was washed twice with 8% aqueous sodium bicarbonate and twice with water in turn. 7. The washed organic layer was concentrated under reduced pressure to give 40.7 kg of 1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one as a pale yellow oil in 68.1% yield. 8. The resulting 1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one oily substance was cooled to induce crystallization.

Structure and conformation

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one (1POX) is also a substrate for cyclopropane ring formation reactions, which are known for their high reactivity due to the stability of this ring system. The carbonyl group on 1POX is electron withdrawing and stabilizes the planar geometry of 1POX.

References

[1] Patent: WO2005/123709, 2005, A1. Location in patent: Page/Page column 6-7
[2] Patent: EP1767522, 2007, A1. Location in patent: Page/Page column 3
[3] Patent: US2012/165339, 2012, A1. Location in patent: Page/Page column 22-23
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 11, p. 4648 - 4664

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one Preparation Products And Raw materials

Raw materials

Epichlorohydrin Benzeneacetonitrile 1,3-Dimethyl-2-imidazolidinone Toluene Sodium hydride

Preparation Products

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one Suppliers

Global( 115)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Taizhou Creating Bio-pharm co., ltd.	0576-88827176; +8613586099526	post@creatingbiopharm.com	China	223	58
Shaanxi Xianhe Biotech Co., Ltd	+86-17709210191; +8617709210191	Jerry@xhobio.com	China	871	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718; +8613336195806	sales@capot.com	China	29735	60
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21599	55
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29833	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63687	58
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418671 +8618949823763	sales@tnjchem.com	China	34563	58
Win-Win chemical CO., Limited	+86-0086-577-64498589 +86-15355981851	sales@win-winchemical.com	China	14345	58
AFINE CHEMICALS LIMITED	+86-0571-85134551	sales@afinechem.com	China	15082	58
Dayang Chem (Hangzhou) Co.,Ltd.	+86-0571-88938639 +8617705817739	info@dycnchem.com	China	52846	58

Supplier	Advantage
Taizhou Creating Bio-pharm co., ltd.	58
Shaanxi Xianhe Biotech Co., Ltd	58
Capot Chemical Co.,Ltd.	60
Henan Tianfu Chemical Co.,Ltd.	55
career henan chemical co	58
Alchem Pharmtech,Inc.	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
Win-Win chemical CO., Limited	58
AFINE CHEMICALS LIMITED	58
Dayang Chem (Hangzhou) Co.,Ltd.	58

View Lastest Price from 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-01-23	(1S,5R)-1-PHENYL-3-OXA-BICYCLO[3.1.0]HEXAN-2-ONE 63106-93-4	US $0.00 / KG	1KG	0.99	1000KG	Shaanxi Xianhe Biotech Co., Ltd
2026-01-20	(1S,5R)-1-PHENYL-3-OXA-BICYCLO[3.1.0]HEXAN-2-ONE 63106-93-4	US $0.00 / KG	1KG	0.99	10TONS	Taizhou Creating Bio-pharm co., ltd.
2025-08-29	2-Oxo-1-phenyl-3-oxabicyclo [3.1.0]-hexane 63106-93-4	US $0.00-0.00 / kg	1kg	99%	1	Jinan Ruitong Biotech Co., Ltd.

(1S,5R)-1-PHENYL-3-OXA-BICYCLO[3.1.0]HEXAN-2-ONE
63106-93-4
US $0.00 / KG
0.99
Shaanxi Xianhe Biotech Co., Ltd

(1S,5R)-1-PHENYL-3-OXA-BICYCLO[3.1.0]HEXAN-2-ONE
63106-93-4
US $0.00 / KG
0.99
Taizhou Creating Bio-pharm co., ltd.

2-Oxo-1-phenyl-3-oxabicyclo [3.1.0]-hexane
63106-93-4
US $0.00-0.00 / kg
99%
Jinan Ruitong Biotech Co., Ltd.

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one Spectrum

1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one(63106-93-4)¹HNMR

63106-93-4(1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one)Related Search:

4'-Hydroxyacetophenone Benzyl alcohol TPP 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one 1-Phenyl-1-cyclopropanecarboxylic acid

MILNACIPRAN HYDROCHLORIDE

1of2

(1S,5R)-1-PHENYL-3-OXA-BICYCLO[3.1.0]HEXAN-2-ONE 2-Oxo-1-phenyl-3-oxabicyclo[3.1.0]-hexane 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one (1R,2S)-rel-2-Oxo-1-phenyl-3-oxabicyclo[3.1.0]hexane 2–Oxo-1phenyl-3-oxbicyclo{3.1.0}-hexane2 Milnacipran HCl PI-1 2-oxo-1phenyl-3-oxbicyclo｛3.1.0｝-hexane 2-oxo-iphenyl-3-oxbicyclo｛3.1.0｝-hexane 5-phenyl-3-oxabicyclo[3.1.0]hexan-4-one Cis(±)-1-phenyl-2-oxo-3-oxa bicyclo[3.1.0]hexane (Racemate) (63106-93-4) 3-Oxabicyclo[3.1.0]hexan-2-one, 1-phenyl- (1R)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one (1S,1R)-(5R,5S)-1-Phenyl-2-oxo-3-oxabicyclo[3.1.0]hexane 63106-93-4