トリフェニルメタン

Triphenylmethane

HCID 10614

基本情報

CAS
519-73-3
標準SMILES
c1ccc(C(c2ccccc2)c2ccccc2)cc1
InChIKey
AAAQKTZKLRYKHR-UHFFFAOYSA-N
分子式
C19H16
平均分子量
244.3 g/mol
単同位体質量
244.12520051

概要

Triphenylmethane is a triarylmethane in which the three aryl groups are phenyl. It forms the basic skeleton of several synthetic dyes. It has a role as a xenobiotic and an environmental contaminant.

名称と識別子

優先名称
Triphenylmethane
IUPAC
benzhydrylbenzene
現地名
トリフェニルメタン
英語名
Triphenylmethane
分子式
C19H16
分子量
244.33

名称と別名

TRIPHENYLMETHANE519-73-3TritaneBenzene, 1,1',1''-methylidynetris-8O4UTW9E17CHEBI:76212NSC-4049RefChem:6332208-275-0Benzhydrylbenzenetriphenyl methaneMethane, triphenyl-
名称をさらに表示
トリフェニルメタン1,1',1''-メチリジントリベンゼン(1,1',1''-メチリジントリスベンゼン)メチリジントリスベンゼン1,1',1''-メチリジントリス[ベンゼン]トリタントリフェニルメタン>99%トリフェニルメタン標準品(1,1′,1′′-メチリジントリスベンゼン)1,1′,1′′-メチリジントリス[ベンゼン]ベンズヒドリルベンゼン1,1′,1′′-メチリジントリベンゼン(ジフェニルメチル)ベンゼンTRITANTriphenylmethanTRILANAKOS 90745TriphenymethaneriphenylmethaneTriphenyImethane
(diphenylmethyl)benzene1,1',1''-methanetriyltribenzeneMFCD00004763CCRIS 5194benzhydryl-benzeneUNII-8O4UTW9E17DTXSID3060164Triphenylmethyl radical

データベース識別子

CAS
519-73-3
PubChem CID
10614
DTXSID
DTXSID3060164
ChEBI
CHEBI:76212
UNII
8O4UTW9E17
EC Number
208-275-0
Nikkaji
J1.574A

物性

構造計算による物性

XLogP
5.3
極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
0
回転可能結合数
3
重原子数
19

実験および物理化学的性質

Chemical ClassesOther Classes -> Aromatic Hydrocarbons
SpringerMaterials PropertiesSchoenflies notation
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionSolid; [Merck Index] Light yellow solid; [Aldrich MSDS] Light brown powder; [Alfa Aesar MSDS]

物理化学的性質

融点
92 · 92-94 °C(lit.)
沸点
358 · 358-359 °C754 mm Hg(lit.)
比重(密度)
1.014 g/mL · 1.014 g/mL at 25 °C(lit.)
屈折率
100 · nD100 1.59546
闪点
358 · 358-359°C
貯蔵温度
30 °C · Store below +30°C.
化学的性質 · 1 件

化学的特性colorless or light brown powder. soluble in nonpolar organic solvents and not in water. Triphenylmethane is the basic skeleton of many synthetic dyes called triarylmethane dyes, many of them are pH indicators, and some display fluorescence. A trityl group in organic chemistry is a triphenylmethyl group Ph3C, e.g. triphenylmethyl chloride (trityl chloride) and the triphenylmethyl radical (trityl radical).

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: Benzene, 1,1',1''-methylidynetris-

Benzene, 1,1',1''-methylidynetris-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)

安全データ

wgk
3
tsca
TSCA listed
hs_code
29029080
risk_code
36/37/38
hazard_code
Xi
hazard_note
Irritant

化学と産業

用途と製造

UsesUsed to make triarylmethane dyes (rosaniline, fuchsin, malachite green, and crystalline violet; [Hawley]
General Manufacturing InformationBenzene, 1,1',1''-methylidynetris-: ACTIVE
応用分野 · 2 件

解説トリフェニルメタン.ベンゼン3分子とクロロホルムとをフリーデル-クラフツ縮合させると得られる.二つの結晶形(アルコール溶媒)が知られており,不安定形は融点81 ℃,安定形は融点94 ℃.沸点359 ℃.λmax 256,262,269 nm(log ε 2.86,2.92,2.81).エーテル,クロロホルムなどに可溶.中心炭素に結合した水素は,弱い酸性(pKa 32.5)を示し,金属類と反応して深赤色のトリフェニルメタニドアニオン溶液を与え,酸化すればトリフェニルメタノールになる.

使用Triphenylmethane is a triarylmethane compound used as the backbone of synthetic dyes. Triphenylmethane has also been shown to inhibit 3-methylcholanthrene-induced neoplastic transformation of 10T1/2 cells.

調製方法 · 2 件

製造方法Triphenylmethane can be synthesized by Friedel–Crafts reaction from benzene and chloroform with aluminium chloride catalyst: 3 C6H6 + CHCl3 → Ph3CH + 3 HCl

純化方法Crystallise triphenylmethane from EtOH or *benzene (with one molecule of *benzene of crystallisation which is lost on exposure to air or by heating on a water bath). It can also be sublimed under vacuum. It has been given a preliminary purification by refluxing with tin and glacial acetic acid, then filtered hot through a glass sinter disc, and precipitated by addition of cold water. [Beilstein 5 H 698, 5 IV 2495.]

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補足説明

定義ChEBI: Triphenylmethane is a triarylmethane in which the three aryl groups are phenyl. It forms the basic skeleton of several synthetic dyes. It has a role as a xenobiotic and an environmental contaminant.

関連反応

70 件

化合物ノート

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