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Triphenylgermanium chloride, also known as GeCl3Ph3, is a white to off-white crystalline solid that is highly soluble in organic solvents such as benzene and toluene. It is a versatile reagent mainly used in organic and inorganic synthesis, often serving as a catalyst in various chemical reactions, including the synthesis of polymers and the formation of carbon-carbon bonds. Additionally, it plays a role in the production of pharmaceuticals and agrochemicals. However, due to its hazardous nature, it requires careful handling to prevent irritation to the skin, eyes, and respiratory system.

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  • 1626-24-0 Structure
  • Basic information

    1. Product Name: TRIPHENYLGERMANIUM CHLORIDE
    2. Synonyms: GERMANIUM TRIPHENYL CHLORIDE;CHLOROTRIPHENYLGERMANE;TRIPHENYLCHLOROGERMANE;TRIPHENYLGERMANIUM CHLORIDE;Germane, chlorotriphenyl-;Triphenylgermyl chloride;Triphenylgermaniumchloride,99%;Triphenylgermanium chloride 99 % (C6H5)3GeCl F.W.339.36 m.p.1140C b.p.2850/12 mm
    3. CAS NO:1626-24-0
    4. Molecular Formula: C18H15ClGe
    5. Molecular Weight: 339.4
    6. EINECS: 216-617-5
    7. Product Categories: Classes of Metal Compounds;Ge (Germanium) Compounds;Semimetal Compounds;Organogermanium;Organometallic Reagents;Others;organogermanium compound
    8. Mol File: 1626-24-0.mol
  • Chemical Properties

    1. Melting Point: 114-115 °C(lit.)
    2. Boiling Point: 285 °C12 mm Hg(lit.)
    3. Flash Point: 221.1 °C
    4. Appearance: white/crystal
    5. Density: 1.166 g/cm3
    6. Vapor Pressure: 4.32E-08mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. Sensitive: moisture sensitive
    11. CAS DataBase Reference: TRIPHENYLGERMANIUM CHLORIDE(CAS DataBase Reference)
    12. NIST Chemistry Reference: TRIPHENYLGERMANIUM CHLORIDE(1626-24-0)
    13. EPA Substance Registry System: TRIPHENYLGERMANIUM CHLORIDE(1626-24-0)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 20/21/22-36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 1626-24-0(Hazardous Substances Data)

1626-24-0 Usage

Uses

Used in Chemical Synthesis:
Triphenylgermanium chloride is used as a catalyst in chemical synthesis for its ability to facilitate various reactions, including the synthesis of polymers and the formation of carbon-carbon bonds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, triphenylgermanium chloride is used as a reagent in the production of certain pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Agrochemical Production:
Similarly, in the agrochemical industry, triphenylgermanium chloride is utilized as a reagent in the synthesis of agrochemicals, aiding in the creation of products for agricultural applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1626-24-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,2 and 6 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1626-24:
(6*1)+(5*6)+(4*2)+(3*6)+(2*2)+(1*4)=70
70 % 10 = 0
So 1626-24-0 is a valid CAS Registry Number.
InChI:InChI=1/C18H15ClGe/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

1626-24-0 Well-known Company Product Price

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  • Aldrich

  • (288217)  Triphenylgermaniumchloride  99%

  • 1626-24-0

  • 288217-5G

  • 1,862.64CNY

  • Detail

1626-24-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name TRIPHENYLGERMANIUM CHLORIDE

1.2 Other means of identification

Product number -
Other names chloro(triphenyl)germane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1626-24-0 SDS

1626-24-0Relevant articles and documents

Studies of germanium-platinum bonds in bis(aryl-substituted germyl)platinum complexes by laser flash photolysis and chemical trapping experiments

Mochida, Kunio,Masukawa, Yusuke,Yamada, Atsuko,Yanaga, Mai,Nanjo, Masato,Arii, Hidekazu,Gohdo, Masao,Wakasa, Masanobu

, p. 62 - 63 (2008)

The UV photolysis of bis(triaryl-substituted germyl)platinum complexes, Pt(Ar3Ge)2(PMe2Ph)2 (Ar = Ph, p-C6H4-SiMe3, and p-C6H 4C(CH3)3

donor-acceptor oligogermanes: Synthesis, structure, and electronic properties

Zaitsev, Kirill V.,Kapranov, Andrey A.,Churakov, Andrei V.,Poleshchuk, Oleg Kh.,Oprunenko, Yuri F.,Tarasevich, Boris N.,Zaitseva, Galina S.,Karlov, Sergey S.

, p. 6500 - 6510 (2013/12/04)

A series of oligogermanes, (Me3Si)3GeGeCl 3, (C6F5)3GeGePh3, (C6F5)3GeGe(p-Tol)3, and (C 6F5)2Ge[Ge(p-Tol)3]2, containing substituents with different electronic properties at neighboring germanium atoms were synthesized. According to X-ray diffraction studies, UV/visible spectroscopy, and quantum chemical calculations, these donor-acceptor oligogermanes are characterized by energies of electronic transitions lower than those for other similar compounds.

Reaction of germanes and digermanes with triflic acid: The route to novel organooligogermanes

Zaitsev, Kirill V.,Kapranov, Andrey A.,Oprunenko, Yuri F.,Churakov, Andrei V.,Howard, Judith A.K.,Tarasevich, Boris N.,Karlov, Sergey S.,Zaitseva, Galina S.

, p. 207 - 213 (2012/03/26)

Novel germanium containing triflates were prepared from the reactions of trifluoromethanesulfonic acid with tetraphenylgermane (1) and digermanes (Ph3GeGeMe3 (4), Ph3GeGePh3 (5)). The improved procedures for synthesis of known organogermanium compounds (Ph4Ge (1), Ph3GeCl (2), Ph3GeGeMe3 (4), Ph3GeGePh3 (5)) were also presented. The crystal structure of Ph3GeOTf (6) and Ph2Ge(OTf)Ge(OTf)Ph 2 (7) was studied by X-ray analysis. In 7 each germanium atom is pentacoordinated due to intramolecular interaction with O atom of the neighboring triflate group.

Iron-catalyzed chlorination of silanes

Savela, Risto,Zawartka, Wojciech,Leino, Reko

, p. 3199 - 3206 (2012/06/04)

A simple and highly efficient iron-catalyzed method for the chlorination of silanes has been developed. By use of 0.5-2% of the Fe(III)-based catalyst FeCl3 or Fe(acac)3 in the presence of 1-1.5 equiv of acetyl chloride as the chlorine donor, a large number of silanes, alkoxysilanes, and silanols were converted to the corresponding chlorosilanes in 50-93% yields. In contrast to earlier reported methods often suffering from expensive catalysts or use of stoichiometric metal salts, hazardous reagents, and reaction conditions, the presently described methodology allows benign reaction conditions and simple workup while using only catalytic amounts of a readily available and economically viable iron catalyst.

Reactions of organochlorosilanes with chloro-and organogermanes in the presence of aluminum chloride

Zhun,Sbitneva,Polivanov,Chernyshev

, p. 1564 - 1570 (2008/02/09)

The effect of substituents at the silicon and germanium atoms in reactions of organochlorosilanes with chloro-and organogermanes in the presence of aluminum chloride was studied. The only occurring process is the exchange of the chlorine atoms at Ge for the phenyl groups from Si; an increase in the number of methyl groups or chlorine atoms at Si promotes formation of phenyltrichlorogermane, and an increase in the number of phenyl groups or replacement of the chlorine atom at the Si atom by hydrogen leads to the formation of di-and triphenylchlorogermanes. Neither phenyl nor other radicals are transferred back from Ge to Si in the course of reactions of phenylgermanes with methylchlorosilanes in the presence of aluminum chloride; the only occurring processes are the exchange of the phenyl or methyl radicals bonded to Ge for the Cl atom bonded to Al and the disproportionation of phenylchlorogermanes. Nauka/Interperiodica 2006.

Preparation, structural characterization, and photochemical reactions of silyl- and germylborates

Nanjo, Masato,Matsudo, Kazuhiko,Kurihara, Mari,Nakamura, Sayaka,Sakaguchi, Yoshio,Hayashi, Hisaharu,Mochida, Kunio

, p. 832 - 838 (2008/10/09)

Silylborates (Li[PhnMe3-nSiBPh3], n = 1-3) and germylborates (Li[PhnMe3-nGeBPh3], n = 1-3; M[Et3- GeBPh3], M = Li, Na, K) were prepared by the reaction of the corresponding silyl- and germylalkali metals with triphenylborane in a hexane/benzene mixed solvent. The silyl- and germylborates were fully identified by 1H, 13C, 11B, and 7Li NMR spectroscopic methods. The solid-state structure of germylborates Li[Ph3GeBPh3] and M[Et3GeBPh 3] (M = Li and Na) were determined by X-ray diffraction analyses. The polymeric structure of M[Et3GeBPh3] was observed in the solid state and in hydrocarbon solution. The alkali metal atoms were located near the center of the benzene ring of triphenylborane and interacted with the neighboring borate molecules by Li+-π interaction. The polymeric structure was broken by the addition of MeOH. However, M[Et 3GeBPh3] was coordinated by three MeOH molecules to form a dimeric structure without methanolysis reaction. The primary processes in photochemical reactions of silyl- and germylborates were investigated by chemical trapping experiments and the CIDEP (chemical-induced dynamic electron polarization) method. The cleavage of the Ge-B (or Si-B) bonds of germylborates (or silylborates) was considered most probably to occur from their triplet states.

Radical hydrometalation of functional ethylenic compounds: Radical autoinhibition changes the regioselectivity

El Kadib, Abdelkrim,Feddouli, Amal,Riviere, Pierre,Delpech, Fabien,Riviere-Baudet, Monique,Castel, Annie,Ahra, Mohamed,Hasnaoui, Aissa,Burgos, Francisco,Manriquez, Juan M.,Chavez, Ivone

, p. 446 - 454 (2008/10/09)

Hydrometalation of carbon-carbon double bonds by group 14 hydrides is inhibited by carbonyl compounds-mainly by α,β-unsaturated carbonyl groups-as efficiently as by classical radical trapping compounds, such as galvinoxyl and hydroquinone. This phenomenon

Reactivity of 2,6-diethyl-4,8-dimethyl-1,5-dioxo-s-hydrindacene towards radical, anionic and cationic germylation

El Kadib,Castel,Delpech,Rivière,Rivière-Baudet,Gornitzka,Aguirre,Manriquez,Chavez,Abril

, p. 1256 - 1264 (2008/10/09)

The synthesis and diastereoisomeric resolution of 2,6-diethyl-4,8-dimethyl- 1,5-dioxo-s-hydrindacene allowed the determination of the structure of the meso compound by X-ray diffractometry. The diastereoisomers were inactive towards radical germylation but reacted with acidic hydrogermanes or germylithium yielding α-germylated alcohols. By contrast, they were poorly reactive towards germylamines or SET reactions. This diketone acts as an efficient spin trap in radical hydrogermylation of alkenes.

Selective synthesis of chlorohydrogermanes from mono-, di-, and trihydrogermanes

Ohshita, Joji,Toyoshima, Yutaka,Iwata, Arihiro,Tang, Heqing,Kunai, Atsutaka

, p. 886 - 887 (2007/10/03)

Treatment of hydrogermanes, R4-nGeHn (R = Hex, Et, Ph, n = 1-3), with 2 equiv of CuCl2 in ether at room temperature or in toluene under reflux led to selective replacement of an H-Ge bond with a Cl-Ge bond, giving the corresponding chlorohydrogermanes, R4-nGeHn-1Cl, selectively.

Phenyltrichlorogermane synthesis by the reaction of chlorobenzene and the dichlorogermylene intermediate formed from elemental germanium and tetrachlorogermane

Okamoto, Masaki,Asano, Takuya,Suzuki, Eiichi

, p. 5583 - 5585 (2008/10/08)

Phenyltrichlorogermane was synthesized with high selectivity, 96%, from elemental germanium, tetrachlorogermane, and chlorobenzene using no catalyst, almost all germanium and tetrachlorogermane being converted. Dichlorogermylene was formed as a reaction intermediate by the reaction of germanium with tetrachlorogermane and inserted into the C-Cl bond of chlorobenzene to yield phenyltrichlorogermane.

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