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| CAS No.: | 464-72-2 |
|---|---|
| Name: | Benzopinacole |
| Molecular Structure: | |
|
|
|
| Formula: | C26H22O2 |
| Molecular Weight: | 366.459 |
| Synonyms: | Benzopinacol(6CI);1,1,2,2-Tetraphenyl-1,2-ethanediol;Benzophenone pinacol;Benzpinacol;Tetraphenyl-1,2-ethanediol;Tetraphenylethylene glycol;a,a'-Bibenzhydrol; |
| EINECS: | 207-356-8 |
| Density: | 1.198 g/cm3 |
| Melting Point: | 171-173 °C(lit.) |
| Boiling Point: | 506.9 °C at 760 mmHg |
| Flash Point: | 224.9 °C |
| Solubility: | insoluble in water |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xi;  Xn
|
| Risk Codes: | 20/21/22-36/37/38 |
| Safety: | 22-24/25-36-26 |
| PSA: | 40.46000 |
| LogP: | 4.85860 |
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| Conditions | Yield |
|---|---|
| With hydrogen sulfide; phosphorous acid trimethyl ester In diethylene glycol dimethyl ether for 2.75h; Product distribution; Irradiation; variation of solvents, reagents and conditions; | 100% |
| With hydrogen sulfide; phosphorous acid trimethyl ester In diethylene glycol dimethyl ether for 2.75h; Irradiation; | 100% |
| With iodine; magnesium In diethyl ether; benzene for 0.5h; pinacol coupling; sonication; | 99% |
- 464-72-2
tetraphenylethane-1,2-diol
| Conditions | Yield |
|---|---|
| With hydrogenchloride | 100% |
| Conditions | Yield |
|---|---|
| With benzophenone; hydrogen cation In tetrahydrofuran addn. of benzophenone in THF to the Yb-compd., hydrolysis; pptn. of Yb(OH)3, benzpinacol detd. in the THF soln. by LSC; | A 100% B 67% |
| Conditions | Yield |
|---|---|
| With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h; | A 98% B 2% |
| With triethylamine; cadmium(II) sulphide In methanol for 6h; Irradiation; | A 88% B 11% |
| With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 0.25h; | A 88% B 4% |
- 464-72-2
tetraphenylethane-1,2-diol
| Conditions | Yield |
|---|---|
| With hydrogenchloride | 98% |
| With hydrogenchloride | 98% |
| Conditions | Yield |
|---|---|
| In benzene for 20h; Product distribution; Quantum yield; Irradiation; | 96% |
- 3808-00-2
α-acetoxy-α-phenylbenzeneacetic acid
A
- 464-72-2
tetraphenylethane-1,2-diol
B
- 108-24-7
acetic anhydride
| Conditions | Yield |
|---|---|
| With triethylamine In acetonitrile Ambient temperature; electrolysis; | A 93% B n/a |
| With triethylamine In acetonitrile Product distribution; Ambient temperature; electrolysis; | A 93% B n/a |
| Conditions | Yield |
|---|---|
| In benzene for 48h; Irradiation; | 92% |
- 626-61-9
4-Chloropyridine
- 119-61-9
benzophenone
A
- 15031-78-4
2-(4-pyridyl)propan-2-ol
B
- 1620-30-0
diphenyl(pyridin-4-yl)methanol
C
- 464-72-2
tetraphenylethane-1,2-diol
| Conditions | Yield |
|---|---|
| In water; isopropyl alcohol for 24h; Product distribution; Mechanism; Irradiation; conc. H2SO4 added; | A 19% B 6% C 90% |
- 119-61-9
benzophenone
- 33966-50-6
SEC-BUTYLAMINE
- 110-66-7
n-pentanethiol
- 75-64-9
tert-butylamine
A
- 38836-40-7
N-2-butylidene-2-aminobutane
B
- 464-72-2
tetraphenylethane-1,2-diol
| Conditions | Yield |
|---|---|
| In benzene for 20h; Product distribution; Quantum yield; Irradiation; | A 76% B 90% |
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Consensus Reports
Reported in EPA TSCA Inventory.
Specification
The CAS registry number of 1,1,2,2-Tetraphenylethylene glycol is 464-72-2. Its EINECS registry number is 207-356-8. The IUPAC name is 1,1,2,2-tetraphenylethane-1,2-diol. In addition, the molecular formula is C26H22O2 and the molecular weight is 366.45. What's more, it is a kind of white crystalline powder and belongs to the class of Pharmaceutical Intermediates. It is incompatible with strong oxidizing agents. And it should be stored in a cool and dry place.
Physical properties about this chemical are: (1)ACD/LogP: 5.88; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.88; (4)ACD/LogD (pH 7.4): 5.88; (5)ACD/BCF (pH 5.5): 17300.12; (6)ACD/BCF (pH 7.4): 17300.04; (7)ACD/KOC (pH 5.5): 37599.53; (8)ACD/KOC (pH 7.4): 37599.37; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.648; (14)Molar Refractivity: 111.29 cm3; (15)Molar Volume: 305.8 cm3; (16)Polarizability: 44.12 ×10-24cm3; (17)Surface Tension: 52 dyne/cm; (18)Density: 1.198 g/cm3; (19)Flash Point: 224.9 °C; (20)Enthalpy of Vaporization: 81.8 kJ/mol; (21)Boiling Point: 506.9 °C at 760 mmHg; (22)Vapour Pressure: 4.26E-11 mmHg at 25°C.
Preparation of 1,1,2,2-Tetraphenylethylene glycol: it can be prepared by benzophenone. This reaction will need reagents Mg and chlorotrimethylsilane, catalyst InCl3 and solvent tetrahydrofuran. The reaction time is 24 hours at reaction temperature of 20 °C. The yield is about 49%.
Uses of 1,1,2,2-Tetraphenylethylene glycol: it can be used as organic synthesis intermediates. In addition, it can be used to get tetraphenylethene. This reaction will need reagent titanium slurry and solvent tetrahydrofuran. The reaction time is 20 hours by heating. The yield is about 85%.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition, you should not breathe dust.
You can still convert the following datas into molecular structure:
(1)SMILES: OC(c1ccccc1)(c2ccccc2)C(O)(c3ccccc3)c4ccccc4
(2)InChI: InChI=1/C26H22O2/c27-25(21-13-5-1-6-14-21,22-15-7-2-8-16-22)26(28,23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20,27-28H
(3)InChIKey: MFEWNFVBWPABCX-UHFFFAOYAP
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | > 8gm/kg (8000mg/kg) | European Journal of Toxicology and Environmental Hygiene. Vol. 9, Pg. 99, 1976. | |
| mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | European Journal of Toxicology and Environmental Hygiene. Vol. 9, Pg. 99, 1976. |