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Diphenylmethane

Definition Uses Application Synthesis
Diphenylmethane
Diphenylmethane structure
CAS No.
101-81-5
Chemical Name:
Diphenylmethane
Synonyms
Ditan;DITANE;ai3-00748;ai3-28021-x;BENZYLPHENYL;Benaylbenzene;BENZYLBENZENE;-Phenyltoluene;iphenylmethane;diphenyl-methan
CBNumber:
CB3852608
Molecular Formula:
C13H12
Formula Weight:
168.23
MOL File:
101-81-5.mol

Diphenylmethane Properties

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
explosive limit
0.69-8.66%(V)
Water Solubility 
14.1mg/L(25 ºC)
Merck 
14,3328
BRN 
1904982
CAS DataBase Reference
101-81-5(CAS DataBase Reference)
FDA UNII
K3E387I0BC
NIST Chemistry Reference
Diphenylmethane(101-81-5)
EPA Substance Registry System
Diphenylmethane (101-81-5)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS09
Signal word  Warning
Hazard statements  H411-H303-H400-H410
Precautionary statements  P273-P391-P501
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
Toxicity LD50 orally in Rabbit: 2250 mg/kg LD50 dermal Rabbit > 5000 mg/kg
NFPA 704
1
1 0

Diphenylmethane price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D209317 Diphenylmethane 99% 101-81-5 25g $31.1 2021-03-22 Buy
Sigma-Aldrich 8.03513 Diphenylmethane for synthesis 101-81-5 250 mL $32.28 2021-03-22 Buy
Sigma-Aldrich D209317 Diphenylmethane 99% 101-81-5 1kg $93.8 2021-03-22 Buy
Sigma-Aldrich 8.03513 Diphenylmethane for synthesis 101-81-5 1 L $109.15 2021-03-22 Buy
TCI Chemical D0896 Diphenylmethane >99.0%(GC) 101-81-5 25g $17 2021-03-22 Buy

Diphenylmethane Chemical Properties,Uses,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.

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

Preparation Products


Diphenylmethane Suppliers

Global( 298)Suppliers
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Henan Tianfu Chemical Co.,Ltd.
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View Lastest Price from Diphenylmethane manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-11-30 Diphenylmethane
101-81-5
US $24.00 / KG 25KG 98% 1-250mt Baoji Guokang Bio-Technology Co., Ltd.
2021-07-13 Diphenylmethane
101-81-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-09 Diphenylmethane
101-81-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

Diphenylmethane Spectrum


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