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Cas Database |
| Name |
Diphenylmethane |
EINECS | 202-978-6 |
| CAS No. | 101-81-5 | Density | 0.996 g/cm3 |
| PSA | 0.00000 | LogP | 3.27740 |
| Solubility | 14.1mg/L(25 oC) | Melting Point |
24.5 °C |
| Formula | C13H12 | Boiling Point | 264.3 °C at 760 mmHg |
| Molecular Weight | 168.238 | Flash Point | 104.9 °C |
| Transport Information | UN 3077 | Appearance | colorless to pale yellow low melting solid |
| Safety | 24/25 | Risk Codes | 22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
Methane,diphenyl- (8CI);1,1'-Methylenebis[benzene];Benzene, (phenylmethyl)-;Benzylbenzene;Ditan;Ditane;NSC 4708; |
Article Data | 1239 |
Diphenylmethane Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen; aluminum oxide; K5PV2Mo10O40 at 300℃; under 17480 Torr; for 3.33333h; Catalytic hydrogenation; | 100% |
| With iodine; hypophosphorous acid In acetic acid for 24h; Reduction; Heating; | 100% |
| With hydrogen In methanol at 20℃; under 760.051 Torr; for 10h; chemoselective reaction; | 100% |
| Conditions | Yield |
|---|---|
| With triisopropylborane; trifluorormethanesulfonic acid In 1,1,2-Trichloro-1,2,2-trifluoroethane 1.) -30 deg C, 30 min 2.) room temp., 6 h; | 100% |
| With iodine; hypophosphorous acid In acetic acid at 60℃; for 24h; | 100% |
| With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 1h; chemoselective reaction; | 99% |
| Conditions | Yield |
|---|---|
| With Anthyllis vulneraria/Noccaea caerulescens extracts supported in montmorillonite K10 at 25℃; for 3h; Friedel Crafts alkylation; regioselective reaction; | 100% |
| lithium tetrakis(pentafluorophenyl)borate for 8h; Friedel-Crafts benzylation; Heating; | 96% |
| With carbon monoxide at 130℃; under 7600.51 Torr; for 10h; Friedel-Crafts alkylation; | 95% |
A
- 18925-69-4
N,N-dimethyl-2-phenylacetamide
B
- 101-81-5
Diphenylmethane
| Conditions | Yield |
|---|---|
| With 9,10-dihydroanthracene In 1,3,5-trimethyl-benzene at 300℃; for 5h; Kinetics; Thermodynamic data; homolytic thermolysis; various temp.; ΔG(excit.), ΔH(excit.), ΔS(excit.); | A 96% B 100% |
| Conditions | Yield |
|---|---|
| With trans-(benzimidazole-κN)diiodo(3-isopropylbenzothiazolin-2-ylidene)palladium(II); potassium carbonate In water; N,N-dimethyl-formamide at 60℃; for 2h; Suzuki-Miyaura coupling; | 100% |
| With sodium hydroxide; (μ-Ph2PCH2PPh2)Co2(CO)4(μ-Ph2PCCPPh2)*PdCl2; tetrabutylammomium bromide In tetrahydrofuran; water at 65℃; for 16h; | 99% |
| With 2C2H3O2(1-)*Pd(2+)*3Na(1+)*C18H12O9PS3(3-); potassium tert-butylate; glycerol at 100℃; for 2h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| With C14H26B22Cl22Zn at 20℃; for 1h; Inert atmosphere; Glovebox; | 100% |
| Conditions | Yield |
|---|---|
| With phosphonic Acid; iodine In benzene at 100℃; for 36h; Inert atmosphere; | 99% |
| With aluminium trichloride; 1,1,2,2,3,3,4,4-octaphenyltetrasilane In dichloromethane at 18 - 20℃; for 0.25h; | 95% |
| With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 3h; Solvent; Electrolysis; Green chemistry; | 92% |
| Conditions | Yield |
|---|---|
| With MIT-1 MWW zeolite at 84.84℃; for 5h; Friedel-Crafts Alkylation; | 99% |
| With acid-base-acid leached hierarchical mordenite at 79.84℃; under 760.051 Torr; for 0.5h; Reagent/catalyst; Time; Temperature; | 95% |
| With molybdenum oxide catalyst prepared by precipitation method at 80℃; for 1.5h; Inert atmosphere; regioselective reaction; | 94% |
| Conditions | Yield |
|---|---|
| With zinc-modified cyanoborohydride In diethyl ether for 0.5h; Ambient temperature; | 99% |
| With zinc(II) tetrahydroborate In diethyl ether for 0.2h; Ambient temperature; | 99% |
| With sodium tetrahydroborate; water In methanol at 20℃; for 0.333333h; | 96% |
| Conditions | Yield |
|---|---|
| With hydrogen; palladium dihydroxide In methanol under 3000.2 Torr; for 5h; Yields of byproduct given; | A n/a B 99% |
Diphenylmethane Specification
The CAS registry number of Diphenylmethane is 101-81-5. It is an organic compound with the formula C13H12. And it forms a common skeleton in organic chemistry. The IUPAC name of this chemical is benzylbenzene. What's more, it should be stored in sealed container, and put them in a cool and dry place. Besides, it is used in the manufacture of dyes and spices, and used as a solvent.
Physical properties about this chemical are: (1)D/LogP: 4.21; (2)ACD/LogD (pH 5.5): 4.21; (3)ACD/LogD (pH 7.4): 4.21; (4)ACD/BCF (pH 5.5): 927.57; (5)ACD/BCF (pH 7.4): 927.57; (6)ACD/KOC (pH 5.5): 4630.48; (7)ACD/KOC (pH 7.4): 4630.48; (8)#Freely Rotating Bonds: 2; (9)Index of Refraction: 1.572; (10)Molar Refractivity: 55.56 cm3; (11)Molar Volume: 168.8 cm3; (12)Polarizability: 22.02 ×10-24cm3; (13)Surface Tension: 37.6 dyne/cm; (14)Density: 0.996 g/cm3; (15)Flash Point: 104.9 °C; (16)Enthalpy of Vaporization: 48.19 kJ/mol; (17)Boiling Point: 264.3 °C at 760 mmHg; (18)Vapour Pressure: 0.016 mmHg at 25°C.
Preparation of Diphenylmethane: it is prepared by the reaction of benzyl chloride with benzene in the presence of a Lewis acid such as aluminium trichloride: C6H5CH2Cl + C6H6 → (C6H5)2CH2 + HCl. In addition, it also can be prepared by diphenylmethanol. This reaction will need reagents Ph2SiHCl and InCl3, and solvent CH2Cl2. The reaction time is 2 hours at reaction temperature of 20 °C. The yield is about 97%.
Uses of Diphenylmethane: it can be used to get benzophenone. This reaction will need reagents tert-butyl hydroperoxide and cobalt(II) ethyl phosphonate silca, and solvent acetonitrile. The reaction time is 24 hours at reaction temperature of 50 °C. The yield is about 91%.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. During using it, you should avoid contact with skin and eyes.
You can still convert the following datas into molecular structure:
(1)SMILES: c1c(cccc1)Cc2ccccc2
(2)Std. InChI: InChI=1S/C13H12/c1-3-7-12(8-4-1)11-13-9-5-2-6-10-13/h1-10H,11H2
(3)Std. InChIKey: CZZYITDELCSZES-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 705, 1974. | |
| rat | LD50 | oral | 2250mg/kg (2250mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 705, 1974. |
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