Definition Uses Application Synthesis
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Diphenylmethane

Definition Uses Application Synthesis
Product Name
Diphenylmethane
CAS No.
101-81-5
Chemical Name
Diphenylmethane
Synonyms
diphenyl-methan;Ditan;DITANE;BENZYLPHENYL;BENZYLBENZENE;1,1’-methylenebis-benzen;ai3-00748;ai3-28021-x;Benaylbenzene;-Phenyltoluene
CBNumber
CB3852608
Molecular Formula
C13H12
Formula Weight
168.23
MOL File
101-81-5.mol
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Diphenylmethane Property

Melting point:
22-24 °C (lit.)
Boiling point:
264 °C (lit.)
Density 
1.006 g/mL at 25 °C (lit.)
vapor density 
5.79 (vs air)
vapor pressure 
<1 mm Hg ( 77 °C)
refractive index 
n20/D 1.577(lit.)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
Soluble in ethanol, ether, benzene and chloroform.
pka
33.5(at 25℃)
form 
Low Melting Solid
Specific Gravity
1.006
color 
Colorless to pale yellow
Odor
at 10.00 % in dipropylene glycol. sweet green wet plastic geranium
Odor Type
green
explosive limit
0.69-8.66%(V)
Water Solubility 
14.1mg/L(25 ºC)
FreezingPoint 
24.0 to 26.0 ℃
Merck 
14,3328
BRN 
1904982
Dielectric constant
2.6（26℃）
LogP
4.140
CAS DataBase Reference
101-81-5(CAS DataBase Reference)
NIST Chemistry Reference
Diphenylmethane(101-81-5)
EPA Substance Registry System
Diphenylmethane (101-81-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25-58-54-44-29
RIDADR 
UN3077
WGK Germany 
2
RTECS 
DA4976500
Autoignition Temperature
905 °F
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29029090
Hazardous Substances Data
101-81-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 2250 mg/kg LD50 dermal Rabbit > 5000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D209317
Product name
Diphenylmethane
Purity
99%
Packaging
25g
Price
$36.4
Updated
2024/03/01
Sigma-Aldrich
Product number
D209317
Product name
Diphenylmethane
Purity
99%
Packaging
1kg
Price
$137
Updated
2024/03/01
TCI Chemical
Product number
D0896
Product name
Diphenylmethane
Purity
>99.0%(GC)
Packaging
25g
Price
$20
Updated
2024/03/01
TCI Chemical
Product number
D0896
Product name
Diphenylmethane
Purity
>99.0%(GC)
Packaging
500g
Price
$49
Updated
2024/03/01
Alfa Aesar
Product number
B21256
Product name
Diphenylmethane, 99+%
Packaging
100g
Price
$31.6
Updated
2024/03/01
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Diphenylmethane Chemical Properties,Usage,Production

Definition

Diphenylmethane is an organic compound with the formula (C6H5)2CH2 (often abbreviated CH2Ph2). The compound consists of methane wherein two hydrogen atoms are replaced by two phenyl groups. Diphenylmethane is a common skeleton in organic chemistry. The diphenylmethyl group is also known as benzhydryl, and it is prepared by the Friedel–Crafts alkylation of benzyl chloride with benzene in the presence of a Lewis acid such as aluminium chloride.

Uses

Diphenylmethane is widely used in the synthesis of luminogens for aggregation-induced emission (AIE).
It is used in the preparation of a polymerization initiator, diphenylmethyl potassium (DPMK).
It is one of the precursors in the synthesis of a dendrimeric polycyclic aromatic hydrocarbon (PAH), hexakis[4-(1,1,2-triphenyl-ethenyl)phenyl]benzene.

Application

The main application of diphenylmethane includes widely used in the synthesis of luminogens for aggregation-induced emission (AIE) and used in the preparation of a polymerization initiator, diphenylmethyl potassium (DPMK). It is one of the precursors in the synthesis of a dendrimeric polycyclic aromatic hydrocarbon (PAH), hexakis [4-(1,1,2-triphenyl-ethenyl) phenyl] benzene.

Synthesis

The classical synthesis of Diphenylmethane (DPMK) is the indirect metallation via potassium naphthenide. n-Butyllithium (n-BuLi) solution (1.6 M in hexanes) and sec-butyllithium (sec-BuLi) solution (1.4 M in cyclohexane) were diluted and ampoulized on a high vacuum line. Lithium chloride (99.999%, LiCl,) was dried at 130 °C for 2 days and then diluted to the target concentration in THF and ampoulized under a reduced pressure of 10-6 mm Hg. Sodium (NaNaph) and potassium naphthalenide (K-Naph) were prepared by the reaction of the corresponding metal with naphthalene in THF at room temperature for 48 h. Diphenyl methyl potassium (DPMK) was prepared by the reaction of K-Naph with diphenylmethane in THF under high vacuum conditions at room temperature for 72 h. The concentration of DPMK was determined by titration using octyl alcohol and used for anionic polymerization. All initiators were sealed off under high vacuum into ampoules with break seals and stored at -30 °C.

Chemical Properties

Colorless to pale yellow low melting solid

Occurrence

Has apparently not been reported to occur in nature.

Uses

Diphenylmethane, is used as an adhesive chemical composition for making flexible laminates for use in food packaging.

Preparation

By interaction of benzyl chloride and benzene in the presence of an acid cata lyst.

Definition

ChEBI: A diarylmethane that is methane substituted by two phenyl groups.

Synthesis Reference(s)

Journal of the American Chemical Society, 91, p. 5663, 1969 DOI: 10.1021/ja01048a053
Chemical and Pharmaceutical Bulletin, 27, p. 2405, 1979 DOI: 10.1248/cpb.27.2405
The Journal of Organic Chemistry, 57, p. 2143, 1992 DOI: 10.1021/jo00033a041

Metabolism

Diphenylmethane is hydroxylated in the rabbit and some 15% of the dose is excreted as 4-hydroxydiphenylmethane, which is largely (80-90%) in the free state. Neither the hydrocarbon nor its metabolite is oestrogenic. This reaction also occurs in the dog (Williams, 1959).

Purification Methods

Sublime it under vacuum, or distil it at 72-75o/0.4mm. Recrystallise it from cold EtOH. It has also been purified by fractional crystallisation from the melt. [Armarego Aust J Chem 13 95 1960, Beilstein 5 II 498, 5 IV 1841.]

Diphenylmethane Preparation Products And Raw materials

Raw materials

amalgam Zinc chloride Aluminum chloride

Preparation Products

β-Estradiol α-phenyl-2-p-tolylethylamine BLASTICIDIN S 2-(4-CHLOROPHENYL)-3-METHYLBUTYRONITRILE Azelastine Polymethylene polyphenyl polyisocyanate Bromodiphenylmethane
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Diphenylmethane Suppliers

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View Lastest Price from Diphenylmethane manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Diphenylmethane 101-81-5
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-08
Beijing Risun Science and Technology Limited
Product
Diphenyl methane 101-81-5
Price
US $0.00-0.00/KG
Min. Order
25KG
Purity
99 %
Supply Ability
10 tons
Release date
2024-04-28
Baoji Guokang Bio-Technology Co., Ltd.
Product
Diphenylmethane 101-81-5
Price
US $24.00/KG
Min. Order
25KG
Purity
98%
Supply Ability
1-250mt
Release date
2021-06-08

101-81-5, DiphenylmethaneRelated Search:

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  • Benzene,1,1’-methylenebis-
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