Trimethylsilyldiazomethane

TMSCHN2 · TMSCH2N2 · (DIAZOMETHYL)TRIMETHYLSILANE · TMS-DIAZOMETHANE · (trimethylsilyl)diazomethanesolution · 2.0 M in hexanes · ACROS Organics™TriMethylsilyl)diazoMethan · iazomethyl(trimethyl)silane

https://huagongshe.com/ko/chemical/167693

식별자 및 물리적 특성

CAS No.	18107-18-1
분자식	C4H10N2Si
평균 분자량	114.22 g/mol
SMILES	C[Si](C)(C)C=[N+]=[N-]
InChIKey	ONDSBJMLAHVLMI-UHFFFAOYSA-N
PubChem CID	167693
EC No.	605-915-4
DTXSID	DTXSID8074653

화학 및 물리적 성질

극성 표면적	2
수소 결합 공여자 수	0
수소 결합 수용자 수	1
회전 가능 결합 수	1
무거운 원자 수	7
형식 전하	0
복잡도	96.7
물질 분류	Metals -> Metalloid Compounds (Silicon)
Color/Form	Greenish-yellow liquid
용해도	Soluble in most organic solventsInsoluble in water대부분의 유기용매를 용해시킵니다. 물에 녹지 않음.
끓는 점	96 °C at 775 mm Hg
Decomposition	Hazardous decomposition products - Trimethylsilyl diazomethane in alcoholic solvents under acidic or basic conditions can lead to the formation of diazomethane. Hazardous decomposition products formed under fire conditions. - Carbon oxides, nitrogen oxides (NOx), silicon oxide. /(Trimethylsilyl)diazomethane solution in diethyl ether/Trimethylsilyl diazomethane in alcoholic solvents under acidic or basic conditions can lead to the formation of diazomethane.. /(Trimethylssilyl)diazomethane solution in n-Hexane/
굴절률	Index of Refraction: 1.4362 at 25 °C
Physical Description	Greenish-yellow liquid[HSDB]
Stability/Shelf Life	Stable under recommended storage conditions./(Trimethylsilyl)diazomethane solution in diethyl ether/Stable under recommended storage conditions.. /(Trimethylssilyl)diazomethane solution in n-Hexane/
Other Experimental Properties	Liquid0.773 g/cu cm at 25 °C /2.0 molar solution in diethyl ether/Yellow liquid /solution of Trimethylsilyldiazomethane in hexanes/Stable in neat or in hydrocarbon solution but is decomposed quickly when in carbon tetrachloride and exposed to light. It is not hydrolyzed by neutral water or by 20% potassium hydroxide solution. It can undergo a number of reactions such as with carboxylic acids, cyclohexene, and activated olefins.
밀도	0.773 g/mL at 25 °C
인화점	−31 °F
저장 조건	Refrigerator
물리적 상태	액체
색상	하얀색
용해도	물과 섞이지 않습니다. 유기용매와 섞일 수 있음.
BRN	1902903
안정성	충격에 민감함
InChI	InChI=1S/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3
InChIKey	ONDSBJMLAHVLMI-UHFFFAOYSA-N
SMILES	C(=[N+]=[N-])[Si](C)(C)C
EPA	Silane, (diazomethyl)trimethyl- (18107-18-1)

화학적 성질

clear yellow solution

안전 및 규제

GHS 분류	DangerH225 (11.4%): Highly Flammable liquid and vapor [Danger Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P284, P302+P352, P303+P361+P353, P304+P340, P308+P316, P316, P318, P319, P320, P321, P332+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 요약	To this day, it is unknown whether TMSD itself was the proximal cause of death in two workers, or whether conditions of use led to the evolution of diazomethane. [Reference #1] See Diazomethane.
Toxic Combustion Products	Hazardous decomposition products formed under fire conditions. - Carbon oxides, nitrogen oxides (NOx), silicon oxide. /(Trimethylsilyl)diazomethane solution in diethyl ether/
Hazard Classes and Categories	Flam. Liq. 2 (11.4%)
Hazardous Reactivities and Incompatibilities	Vapors may form explosive mixture with air. /Avoid/ heat, flames and sparksextremes of temperature and direct sunlight. /(Trimethylsilyl)diazomethane solution in diethyl ether/Vapors may form explosive mixture with air. /Avoid/ heat, flames and sparks /and/ oxidizing agents. /(Trimethylssilyl)diazomethane solution in n-Hexane/.
소화 절차	Flammable in the presence of a source of ignition when the temperature is above the flash point. Keep away from heat/sparks/open flame/hot surface. No smoking. Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self contained breathing apparatus for fire fighting if necessary. Use water spray to cool unopened containers. /(Trimethylsilyl)diazomethane solution in diethyl ether/For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spraysolid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Wear self contained breathing apparatus for fire fighting if necessary. Use water spray to cool unopened containers. /(Trimethylssilyl)diazomethane solution in n-Hexane/

용도

(Trimethylsilyl)diazomethane is used as an analyte in the determination of some phenolic organohalogens in human serum by GC-MS.

일반 설명

(Trimethylsilyl)diazomethane is considered as a non-explosive substitute to diazomethane for the homologation of carbonyl derivatives, mainly ketones, via reactions such as Tiffeneau-Demjanov rearrangement.

제조 및 합성 방법

제조 방법

Trimethylsilyldiazomethane is prepared by the diazo-transfer reaction of trimethylsilylmethylmagnesium chloride with diphenyl phosphorazidate (DPPA) (eq 1).