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101-81-5

Basic Information
CAS No.: 101-81-5
Name: Diphenylmethane
Article Data: 1239
Molecular Structure:
Molecular Structure of 101-81-5 (Diphenylmethane)
Formula: C13H12
Molecular Weight: 168.238
Synonyms: Methane,diphenyl- (8CI);1,1'-Methylenebis[benzene];Benzene, (phenylmethyl)-;Benzylbenzene;Ditan;Ditane;NSC 4708;
EINECS: 202-978-6
Density: 0.996 g/cm3
Melting Point: 24.5 °C
Boiling Point: 264.3 °C at 760 mmHg
Flash Point: 104.9 °C
Solubility: 14.1mg/L(25 oC)
Appearance: colorless to pale yellow low melting solid
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 24/25
Transport Information: UN 3077
PSA: 0.00000
LogP: 3.27740
Synthetic route
119-61-9

benzophenone

101-81-5

Diphenylmethane

Conditions
ConditionsYield
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%
91-01-0

1,1-Diphenylmethanol

101-81-5

Diphenylmethane

Conditions
ConditionsYield
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%
100-44-7

benzyl chloride

71-43-2

benzene

101-81-5

Diphenylmethane

Conditions
ConditionsYield
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%

N,N-dimethyl-2,3,3-triphenylpropanamide

A

18925-69-4

N,N-dimethyl-2-phenylacetamide

B

101-81-5

Diphenylmethane

Conditions
ConditionsYield
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%
100-39-0

benzyl bromide

98-80-6

phenylboronic acid

101-81-5

Diphenylmethane

Conditions
ConditionsYield
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%
617-86-7

triethylsilane

119-61-9

benzophenone

101-81-5

Diphenylmethane

Conditions
ConditionsYield
With C14H26B22Cl22Zn at 20℃; for 1h; Inert atmosphere; Glovebox;100%
90-99-3

diphenylchloromethane

101-81-5

Diphenylmethane

Conditions
ConditionsYield
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%
100-51-6

benzyl alcohol

71-43-2

benzene

101-81-5

Diphenylmethane

Conditions
ConditionsYield
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%
776-74-9

Bromodiphenylmethane

101-81-5

Diphenylmethane

Conditions
ConditionsYield
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%

(S)-3-(diphenylmethylamino)butanol

A

101-81-5

Diphenylmethane

B

61477-39-2

(+)-(S)-3-aminopropan-1-ol

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In methanol under 3000.2 Torr; for 5h; Yields of byproduct given;A n/a
B 99%
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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%.

Diphenylmethane can be prepared by diphenylmethanol

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%.

Diphenylmethane can be used to get benzophenone

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.