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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
Molecular Weight:
168.23
MDL Number:
MFCD00004781
MOL File:
101-81-5.mol
MSDS File:
SDS
Last updated:2024-01-11 08:41:38

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
color Colorless to pale yellow
Specific Gravity 1.006
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)
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)  GHS hazard pictograms
GHS09
Signal word  Warning
Hazard statements  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(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D209317 Diphenylmethane 99% 101-81-5 25g $36.4 2024-03-01 Buy
Sigma-Aldrich D209317 Diphenylmethane 99% 101-81-5 1kg $137 2024-03-01 Buy
TCI Chemical D0896 Diphenylmethane >99.0%(GC) 101-81-5 25g $20 2024-03-01 Buy
TCI Chemical D0896 Diphenylmethane >99.0%(GC) 101-81-5 500g $49 2024-03-01 Buy
Alfa Aesar B21256 Diphenylmethane, 99+% 101-81-5 100g $31.6 2024-03-01 Buy
Product number Packaging Price Buy
D209317 25g $36.4 Buy
D209317 1kg $137 Buy
D0896 25g $20 Buy
D0896 500g $49 Buy
B21256 100g $31.6 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.

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.]

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View Lastest Price from Diphenylmethane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diphenylmethane pictures 2023-12-23 Diphenylmethane
101-81-5
US $50.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Diphenylmethane pictures 2023-12-18 Diphenylmethane
101-81-5
US $0.00-0.00 / kg 1kg 0.99 50000kg Hebei Kingfiner Technology Development Co. , Ltd.
Diphenylmethane pictures 2023-09-12 Diphenylmethane
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US $100.00 / bag 1bag 99 5000 Hebei Fengqiang Trading Co., LTD
  • Diphenylmethane pictures
  • Diphenylmethane
    101-81-5
  • US $50.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • Diphenylmethane pictures
  • Diphenylmethane
    101-81-5
  • US $0.00-0.00 / kg
  • 0.99
  • Hebei Kingfiner Technology Development Co. , Ltd.
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