Diphenylmethane

ChemicalBook > CAS DataBase List > 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.)
bulk density: 1006kg/m3
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)
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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View Lastest Price from Diphenylmethane manufacturers

Hebei Mujin Biotechnology Co.,Ltd

Product: Diphenylmethane 101-81-5
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-08-25

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Diphenylmethane 101-81-5
Price: US $120.00/kg
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Purity: 99%
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Release date: 2024-05-08

Hebei Weibang Biotechnology Co., Ltd

Product: Diphenylmethane 101-81-5
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100 mt
Release date: 2024-11-08

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