CAS No.4222-20-2,3,3-Diphenyl-3H-naphtho[2,1-b]pyran Suppliers

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Basic Information

Molecular Structure:
CAS No.:	4222-20-2
Name:	3,3-Diphenyl-3H-naphtho[2,1-b]pyran
Article Data:	37

Formula:	C₂₅H₁₈O
Molecular Weight:	334.417
Synonyms:	2,2-Diphenyl-5,6-benzo(2H)chromene;3,3-Diphenyl-3H-naphtho[2,1-b]pyran;Variacrol Yellow L;
Density:	1.187 g/cm³
Melting Point:	160 °C
Boiling Point:	511.1 °C at 760 mmHg
Flash Point:	265.1 °C
Appearance:	Photochromic dye
Risk Codes:	36/37/38
Safety:	26-36/37/39
PSA:	9.23000
LogP:	6.18920

Synthetic route

: 3923-52-2
1,1-diphenyl-2-propyn-1-ol

: 135-19-3
β-naphthol

: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
With sodium hydroxide; toluene-4-sulfonic acid In hexane; benzene	98%
With sodium hydroxide; toluene-4-sulfonic acid In hexane; benzene	98%
With sodium hydroxide; toluene-4-sulfonic acid In hexane; benzene	98%

: 1210-39-5
3,3-diphenyl-2-propenal

: 135-19-3
β-naphthol

: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
With benzoic acid; 3,5-bis-trifluromethylphenylboronic acid In n-heptane at 80℃; for 17h; Sealed tube;	75%

: 530-48-3
1,1-Diphenylethylene

: 708-06-5
2-hydroxynaphthalene-1-carbaldehyde

: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; trimethyl orthoformate In toluene at 20℃; for 6h; Inert atmosphere;	66%
With trifluorormethanesulfonic acid; trimethyl orthoformate In toluene at 20℃; for 6h; Inert atmosphere; regioselective reaction;	66%

: 530-48-3
1,1-Diphenylethylene

: 708-06-5
2-hydroxynaphthalene-1-carbaldehyde

: 149-73-5
trimethyl orthoformate

A: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

B: 2,3-dihydro-1-methoxy-3,3-diphenyl-1H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In toluene at 20℃; for 1h; Inert atmosphere;	A 32% B 33%

...Expand

: 4352-89-0
3H-benzo[f]chromen-3-one

: 16002-63-4
phenylmagnesium iodide

: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
With diethyl ether; benzene Erhitzen des nach der Hydrolyse erhaltenen Reaktionsprodukts mit Wasserdampf;

: 209051-94-5
1-(3,3-diphenylprop-2-enylidene)naphthalen-2-one

: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
In ethanol at 5℃; under 750.06 Torr; Kinetics; Further Variations:; Pressures; Solvents; Temperatures;
In acetic acid methyl ester at 25℃; under 750.06 Torr; Kinetics; Further Variations:; Pressures; Solvents; Temperatures;
In ethyl acetate at 14℃; Kinetics;
In acetonitrile at 20℃; Kinetics;
In toluene at 24.84℃; Kinetics;

: 209051-94-5
1-(3,3-diphenylprop-2-enylidene)naphthalen-2-one

A: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

B: 194417-56-6
1-[3,3-Diphenyl-prop-2-en-(E)-ylidene]-1H-naphthalen-2-one

Conditions

Conditions	Yield
In acetonitrile at 24℃; Kinetics;

: 194417-56-6
1-[3,3-Diphenyl-prop-2-en-(E)-ylidene]-1H-naphthalen-2-one

A: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

B: 209051-94-5
1-(3,3-diphenylprop-2-enylidene)naphthalen-2-one

Conditions

Conditions	Yield
In acetonitrile at 24℃; Kinetics;

: 119-61-9
benzophenone

(+-)-magnesium chloride-: (+-)-magnesium chloride-

: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethylenediamine / tetrahydrofuran / Ambient temperature 2: 62 percent / p-TosOH / CH2Cl2 / Heating View Scheme

: 1-(3,3-diphenylprop-2-enylidene)naphthalen-2-one

: 4222-20-2
3,3-diphenyl-3H-naphtho[2,1-b]pyran

Conditions

Conditions	Yield
With polymethylmethacrylate Darkness;
With 1-butyl-3-methylimidazolium camphorsulfonate at 25℃; under 4500450 Torr; Activation energy; Kinetics; Reagent/catalyst; Pressure;

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Specification

The CAS register number of 3,3-Diphenyl-3H-naphtho[2,1-b]pyran is 4222-20-2. It also can be called as 3H-Naphtho[2,1-b]pyran,3,3-diphenyl- and the IUPAC name about this chemical is 3,3-diphenylbenzo[f]chromene. The molecular formula about this chemical is C₂₅H₁₈O and the molecular weight is 334.41. It belongs to the following product categories, such as Azobenzene, etc. (Photochromic Compounds); Functional Materials; Photochromic Compounds and so on.

Physical properties about 3,3-Diphenyl-3H-naphtho[2,1-b]pyran are: (1)ACD/LogP: 6.89; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.89; (4)ACD/LogD (pH 7.4): 6.89; (5)ACD/BCF (pH 5.5): 102044.59; (6)ACD/BCF (pH 7.4): 102044.59; (7)ACD/KOC (pH 5.5): 133927.77; (8)ACD/KOC (pH 7.4): 133927.77; (9)#H bond acceptors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 9.23Å²; (12)Index of Refraction: 1.679; (13)Molar Refractivity: 106.27 cm³; (14)Molar Volume: 281.5 cm³; (15)Polarizability: 42.12x10^-24cm³; (16)Surface Tension: 54.3 dyne/cm; (17)Enthalpy of Vaporization: 75.25 kJ/mol; (18)Boiling Point: 511.1 °C at 760 mmHg; (19)Vapour Pressure: 4.67E-10 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,1-diphenyl-prop-2-yn-1-ol and naphthalen-2-ol. This reaction will need reagent TsOH and solvent toluene. The reaction time is 2 hour(s) at heating. The yield is about 62%.

Uses of 3,3-Diphenyl-3H-naphtho[2,1-b]pyran: it can be used to produce 2-benzhydrylidene-1,2-dihydro-naphtho[2,1-b]furan at temperature of 19.85 ℃. This reaction will need reagent dimethylformamide with reaction time of 12 hours. The yield is about 66%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O2c1ccc5c(c1\C=C/C2(c3ccccc3)c4ccccc4)cccc5
(2)InChI: InChI=1/C25H18O/c1-3-10-20(11-4-1)25(21-12-5-2-6-13-21)18-17-23-22-14-8-7-9-19(22)15-16-24(23)26-25/h1-18H
(3)InChIKey: UBNNJVRNPJVYBU-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C25H18O/c1-3-10-20(11-4-1)25(21-12-5-2-6-13-21)18-17-23-22-14-8-7-9-19(22)15-16-24(23)26-25/h1-18H
(5)Std. InChIKey: UBNNJVRNPJVYBU-UHFFFAOYSA-N