2-Cyclopropen-1-one,2,3-diphenyl- supplier

Name
DIPHENYLCYCLOPROPENONE
EINECS 212-948-4
CAS No. 886-38-4
Article Data50
CAS DataBase
Density 1.232 g/cm³
Solubility insoluble in water
Melting Point 118-122 °C(lit.)
Formula C₁₅H₁₀O
Boiling Point 407.2 °C at 760 mmHg
Molecular Weight 206.244
Flash Point 182.7 °C
Transport Information
Appearance slightly pinkish-orange to beige crystalline
Safety 36/37
Risk Codes 38-43
Molecular Structure
Hazard Symbols Xi
Synonyms Cyclopropenone,diphenyl- (6CI,7CI,8CI);1,2-Diphenylcyclopropenone;2,3-Diphenyl-2-cyclopropen-1-one;2,3-Diphenylcyclopropenone;Diphencyclopropenone;Diphencyprone;Diphenylcyclopropenone;NSC 57541;
PSA 17.07000
LogP 3.18010

Synthetic route

: bis(2,3-diphenylcyclopropenyliun) ether ditriflate

: 109-89-7
diethylamine

A: 60933-18-8
diethylammonium trifluoromethanesulfonate

B: C19H20N(1+)*CF3O3S(1-)

C

Conditions

Conditions	Yield
In chloroform	A n/a B 27% C 99%

...Expand

A: 10304-81-1
1-phenyl-2-chloropropane

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 0.333333h; Inert atmosphere;	A 95% B n/a

...Expand

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

: 624-15-7
geraniol

A: 4490-10-2
geranyl chloride

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.0833333h; Inert atmosphere;	A 95% B n/a

...Expand

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

: 21210-43-5
(S)-Methyl mandelate

A: 7476-66-6
methyl 2-chloro-2-phenylethanoate

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 1.08333h; Inert atmosphere;	A 93% B n/a

...Expand

: 20739-58-6
2-octyn-1-ol

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A: 51575-83-8
1-chloro-2-octyne

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.0833333h; Inert atmosphere;	A 92% B n/a

...Expand

: 104-54-1
3-Phenylpropenol

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A: 886-38-4
diphenylcyclopropenone

B: 2687-12-9
cinnamyl chloride

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.05h; Inert atmosphere;	A n/a B 92%
In dichloromethane at 23℃; for 0.05h;

...Expand

: 98-85-1, 13323-81-4
1-Phenylethanol

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A: 672-65-1
(1-chloroethyl)benzene

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;	A 91% B n/a

...Expand

: 1445-91-6
(S)-1-phenylethanol

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A

B

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.166667h; Inert atmosphere; enantioselective reaction;	A 90% B n/a

...Expand

Conditions

Conditions	Yield
With hydrogenchloride In chloroform; water for 1h; Ambient temperature;	89%

: 60-12-8
2-phenylethanol

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A: 622-24-2
2-phenylethyl chloride

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.25h; Mechanism; Solvent; Inert atmosphere;	A 89% B n/a
In dichloromethane at 23℃; for 0.25h;

...Expand

: 6262-42-6
1,2,3,3-tetrachlorocyclopropene

: 71-43-2
benzene

: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
Stage #1: 1,2,3,3-tetrachlorocyclopropene; benzene With aluminum (III) chloride In dichloromethane at -78 - 20℃; for 4h; Inert atmosphere; Sealed tube; Stage #2: With water In dichloromethane Inert atmosphere; Sealed tube;	85%
Stage #1: 1,2,3,3-tetrachlorocyclopropene; benzene With aluminum (III) chloride In dichloromethane for 0.5h; Stage #2: With water; sodium hydroxide In dichloromethane at 20℃; for 1.5h;	63%
With aluminium trichloride; water 1.) 1,2-dichloroethane, room temp.;

: 64196-68-5
(Z)-4-acetoxy-2-buten-1-ol

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A: 55613-61-1
(Z)-4-chlorobut-2-en-1-yl acetate

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.0833333h; Inert atmosphere;	A 84% B n/a

...Expand

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

: 100-51-6
benzyl alcohol

A: 100-44-7
benzyl chloride

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.166667h; Inert atmosphere;	A 81% B n/a
In dichloromethane at 23℃; for 0.166667h;

...Expand

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

: 100-51-6
benzyl alcohol

A: 100-52-7
benzaldehyde

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide; acetonitrile at -20℃; for 0.666667h; Swern Oxidation; Inert atmosphere;	A n/a B 80%

...Expand

: 2570-01-6
2,3-diphenylcyclopropen-1-thione

: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
With triphenyl phosphite ozonide In dichloromethane for 1h; Product distribution; Ambient temperature; other solvent, other reagent promoting oxidation;	75%

: 1370587-84-0
C38H38N2O2

: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
With hydrogenchloride; water; acetic acid at 80℃; for 2h; Inert atmosphere;	66%

: 958-79-2
1,3-dibromo-1,3-diphenylpropan-2-one

: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
Stage #1: 1,3-dibromo-1,3-diphenylpropan-2-one With triethylamine In dichloromethane at 23℃; Inert atmosphere; Stage #2: With hydrogenchloride In water at 0℃; Inert atmosphere; Stage #3: With sulfuric acid In water at 0℃;	60%
With triethylamine In dichloromethane at 23℃; for 1.5h; Inert atmosphere;	60%
With triethylamine In dichloromethane at 20℃; for 1.5h; Inert atmosphere;	55%
With triethylamine In dichloromethane at 20℃; for 1h;
With triethylamine In dichloromethane at 20℃; for 1h;

: 98-87-3
benzylidene dichloride

: 13049-41-7
1,1-dimethoxy-2-phenylethene

: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
With potassium tert-butylate; benzene anschliessendes Behandeln mit wss. Saeure;

: 607-71-6
4-methyl-2H-chromen-2-one

: 77902-57-9
C16H13O(1+)*BF4(1-)

A: 77902-78-4
C11H11O2(1+)*BF4(1-)

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In liquid sulphur dioxide at 25℃; Equilibrium constant;

...Expand

: 38377-57-0
2,3-bis(4-methylphenyl)-2-cyclopropen-1-one

: 77902-57-9
C16H13O(1+)*BF4(1-)

A: 77902-60-4
C18H17O(1+)*BF4(1-)

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In liquid sulphur dioxide at 25℃; Equilibrium constant;

...Expand

: 75-61-6
dibromodifluoromethane

: 501-65-5
diphenyl acetylene

: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
With potassium fluoride; sodium hydroxide; 18-crown-6 ether; triphenylphosphine 1) DME, 25 deg C; Yield given. Multistep reaction;

: 111888-57-4
4-methyl-6-methylcarbamoyloxy-1,2-diphenyl-4,6-diazaspiro<2,3>hex-1-en-5-one

: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 61 percent / KOH / 1 h / Ambient temperature 2: 89 percent / concd.HCl / CHCl3; H2O / 1 h / Ambient temperature View Scheme

: 95-50-1
1,2-dichloro-benzene

: 1885-14-9
phenyl chloroformate

: 1104-21-8
tris(p-dimethylaminophenyl)phosphine

: 108-95-2
phenol

: 886-38-4
diphenylcyclopropenone

...Expand

: 4128-31-8
rac-octan-2-ol

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A: 886-38-4
diphenylcyclopropenone

B: 628-61-5
2-chlorooctane

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 0.5h; Inert atmosphere;	A n/a B 93 %Spectr.
In dichloromethane at 80℃; for 0.5h;

...Expand

: 100-86-7
2-Methyl-1-phenyl-2-propanol

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A: 768-49-0
(2-methyl-1-propenyl)-benzene

B: 1754-74-1
2-chloro-2-methyl-1-phenylpropane

C: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.666667h; Inert atmosphere;	A 33 %Spectr. B 45 %Spectr. C n/a

...Expand

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

: 822-67-3
Cyclohex-2-enol

A: 51575-83-8
1-chloro-2-octyne

B: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
In dichloromethane at 23℃; for 0.166667h; Inert atmosphere;	A 88 %Spectr. B n/a

...Expand

: 2570-00-5
3,3-dichloro-1,2-diphenylcyclopropene

A

B

Conditions

Conditions	Yield
In chloroform-d1 for 0.25h; Inert atmosphere;

...Expand

1,3-Diphenylpropanone: 1,3-Diphenylpropanone

: 886-38-4
diphenylcyclopropenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine / acetic acid / 0.5 h / 20 °C / Inert atmosphere 2: triethylamine / dichloromethane / 1.5 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: acetic acid; bromine / 3 h 2: triethylamine / dichloromethane / 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: bromine; acetic acid / 3 h 2: triethylamine / dichloromethane / 1 h / 20 °C View Scheme
Stage #1: 1,3-Diphenylpropanone With bromine; acetic acid for 3h; Stage #2: With triethylamine In dichloromethane at 20℃; for 1h;

: 636-99-7
4-nitrophenylhydrazine hydrochloride

: 886-38-4
diphenylcyclopropenone

: (2.3-Diphenyl-cyclopropenyliden)-p-nitro-phenylhydrazonium - Chlorid

Conditions

Conditions	Yield
In ethanol Ambient temperature;	100%

: 1352653-03-2
dimethyl 2-(1,3-dioxoisoindolin-2-yl)-cyclopropane-1,1-dicarboxylate

: 886-38-4
diphenylcyclopropenone

: C30H23NO7

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In dichloromethane at 25℃; Inert atmosphere;	100%

: 6279-44-3
4-methoxythiobenzoic acid

: 886-38-4
diphenylcyclopropenone

: 77863-76-4
C31H24O4S2

Conditions

Conditions	Yield
With perchloric acid In ethanol Ambient temperature;	99%

: 7223-30-5
3-phenyl-propynoic acid amide

: 886-38-4
diphenylcyclopropenone

: C24H17NO2

Conditions

Conditions	Yield
di(rhodium)tetracarbonyl dichloride In toluene at 80℃; for 12h;	99%

: 1293990-74-5
4-nitro-N-(pivaloyloxy)benzamide

: 886-38-4
diphenylcyclopropenone

: 2-(4-nitrophenyl)-4,5-dipheny-1,3-oxazin-6-one

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 60℃; Schlenk technique; Inert atmosphere;	99%

: 1400655-60-8
(thiophen-2-yl)formamido 2,2-dimethylpropanoate

: 886-38-4
diphenylcyclopropenone

: 4,5-diphenyl-2-(2-thienyl)-1,3-oxazin-6-one

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 60℃; Schlenk technique; Inert atmosphere;	99%

: N-(pivaloyloxy)furan-2-carboxamide

: 886-38-4
diphenylcyclopropenone

: 2-(2-furyl)-4,5-diphenyl-1,3-oxazin-6-one

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 60℃; Schlenk technique; Inert atmosphere;	99%

: diethyl (E)-2-((3,5-dibromo-2-hydroxybenzylidene)amino)malonate

: 886-38-4
diphenylcyclopropenone

: diethyl (3R,3aS,9bR)-6,8-dibromo-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

Conditions

Conditions	Yield
With C32H28F6N4O3 In 1,3,5-trimethyl-benzene at 20℃; for 3h; Reagent/catalyst; regioselective reaction;	99%

: C15H19NO5

: 886-38-4
diphenylcyclopropenone

: diethyl (3R,3aS,9bR)-6-methyl-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

Conditions

Conditions	Yield
With C32H28F6N4O3 In 1,3,5-trimethyl-benzene at 20℃; for 22h; Reagent/catalyst; regioselective reaction;	99%

Conditions

Conditions	Yield
With C32H28F6N4O3 In 1,3,5-trimethyl-benzene at 20℃; for 7h; Reagent/catalyst; regioselective reaction;	99%

: diethyl (3R,3aS,9bR)-4-oxo-3,3a-diphenyl-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2,2(3H)-dicarboxylate

Conditions

Conditions	Yield
With C32H28F6N4O3 In 1,3,5-trimethyl-benzene at 30℃; for 0.6h; Reagent/catalyst; Solvent; regioselective reaction;	99%

2-Cyclopropen-1-one,2,3-diphenyl- Specification

This chemical is called 2-Cyclopropen-1-one, 2,3-diphenyl-, and its IUPAC name is 2,3-diphenylcycloprop-2-en-1-one. With the CAS registry number of 886-38-4, its product categories are C15 to C38; Carbonyl Compounds; Ketones. This chemical is slightly pinkish-orange to beige crystalline. However, it should be stored in a tightly closed container, away from light.

Other characteristics of the 2-Cyclopropen-1-one, 2,3-diphenyl- can be summarised as followings: (1)ACD/LogP: 3.78; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.78; (4)ACD/LogD (pH 7.4): 3.78; (5)ACD/BCF (pH 5.5): 442.04; (6)ACD/BCF (pH 7.4): 442.04; (7)ACD/KOC (pH 5.5): 2724.13; (8)ACD/KOC (pH 7.4): 2724.13; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.668; (14)Molar Refractivity: 62.44 cm³; (15)Molar Volume: 167.3 cm³; (16)Polarizability: 24.75×10^-24cm³; (17)Surface Tension: 53.8 dyne/cm; (18)Density: 1.232 g/cm³; (19)Flash Point: 182.7 °C; (20)Enthalpy of Vaporization: 65.91 kJ/mol; (21)Boiling Point: 407.2 °C at 760 mmHg; (22)Vapour Pressure: 7.66E-07 mmHg at 25°C.

Uses of this chemical: The 2-Cyclopropen-1-one, 2,3-diphenyl- could react with nitrosobenzene, and obtain the 2,3,4-triphenyl-2H-isoxazol-5-one. This reaction needs the solvent of benzene. The yield is 95 %. In addition, this reaction should be taken for 4 hours at the temperature of 80 °C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to skin. It may cause sensitization by skin contact. Wear suitable protective clothing and gloves when you use it.

You can still convert the following datas into molecular structure:
1.SMILES: O=C2C(=C2\c1ccccc1)\c3ccccc3
2.InChI: InChI=1/C15H10O/c16-15-13(11-7-3-1-4-8-11)14(15)12-9-5-2-6-10-12/h1-10H
3.InChIKey: HCIBTBXNLVOFER-UHFFFAOYAZ

Product Name

DIPHENYLCYCLOPROPENONE

Synthetic route

2-Cyclopropen-1-one,2,3-diphenyl- Specification

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