Tris(propan-2-yl)silanethiol

HCID 3435097

노트 반응

부분 구조 검색 유사 구조 찾기

기본 정보

CAS: 156275-96-6
표준 SMILES: CC(C)[Si](S)(C(C)C)C(C)C
InChIKey: CPKHFNMJTBLKLK-UHFFFAOYSA-N
분자식: C9H22SSi
평균 분자량: 190.42 g/mol
단동위원소 질량: 190.12114823

이름 및 식별자

우선 이름: Tris(propan-2-yl)silanethiol
IUPAC: tri(propan-2-yl)-sulfanylsilane
영어명: TRIISOPROPYLSILANETHIOL
분자식: C9H22SSi
분자량: 190.42

이름 및 동의어

tris(propan-2-yl)silanethiolRefChem:900373683-644-0Triisopropylsilanethiol156275-96-6tri(propan-2-yl)-sulfanylsilaneSilanethiol,1,1,1-tris(1-methylethyl)-MFCD00216593triisopropyl silanethioltriisopropyl-silanethioltriisopropylsilane thiolSilanethiol, 1,1,1-tris(1-methylethyl)-

이름 더 보기

TriisopropylsilylthiolSKL291Triisopropylsilanethiol 97%Triisopropylsilanethiol 95%+trisopropylsiliconalkanethiolri(propan-2-yl)-sulfanylsilane1,1,1-Tris(1-methylethyl)silanethiol

SCHEMBL7141Triisopropylsilanethiol, 97%CS-0187703Silanethiol, tris(1-methylethyl)-C9H22SSiTriisopropylsitriisopropylsilyl thiolTIPS-SH

데이터베이스 식별자

CAS: 156275-96-6
PubChem CID: 3435097
DTXSID: DTXSID80392455
EC Number: 683-644-0
Nikkaji: J1.169.587F

물성

구조 계산 물성

극성 표면적: 1 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 1
회전 가능 결합 수: 3
무거운 원자 수: 11
형식 전하: 0
복잡도: 97

물리화학적 성질

끓는 점: 70 · 70-75 °C2 mm Hg(lit.)
밀도: 0.887 g/mL · 0.887 g/mL at 25 °C(lit.)
굴절률: 20 · n20/D 1.479(lit.)
인화점: 171 °F · 171 °F
저장 조건: 2 · 2-8°C, stored under nitrogen
용해도: 대부분의 유기용매에 용해됩니다.
물리적 상태: liquid
산도 계수 (pKa): 9.86 · 9.86±0.10(Predicted)
InChI: InChI=1S/C9H22SSi/c1-7(2)11(10,8(3)4)9(5)6/h7-10H,1-6H3
InChIKey: CPKHFNMJTBLKLK-UHFFFAOYSA-N
SMILES: [Si](C(C)C)(C(C)C)(C(C)C)S

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): 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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

안전 데이터

wgk: 3
ridadr: UN 3334
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스: 10 - Combustible liquids

화학 및 산업

응용 분야 · 1건

용도Triisopropylsilanethiol is convenient synthetic equivalent of H2S for the synthesis of alkanethiols and unsymmetrical dialkyl sulfides; used as polarityreversal catalyst in radical reactions.1. Use as a Nucleophile: A Synthetic Equivalent of H2S. HSTIPS is prepared in quantitative yield (98%) from the reaction of LiSH (readily obtained by reacting H2S with n-BuLi in THF) with TIPSCl at 78°C.2.Synthesis of 9-BBN-derived Alkyl and Aryl Boranes.3.Palladium-catalyzed Cross-coupling Reactions. The Pd0- catalyzed cross-coupling of vinyl and aryl halides with KSTIPS affords the corresponding silyl sulfides, which can be used either to prepare thiols or sulfides.4.Use as Ligand in Ziegler-Natta Polymerization of Ethylene in Solution. A medium pressure process for the polymerization of ethylene has been developed in the presence of a catalytic system involving a monocyclopentadienyl titanium species, containing TIPSthiolate as the heteroligand and two activable ligands (2Cl or 2Me), associated with an ionic activator such as triphenylcarbenium tetrakis(pentafluorophenyl)borate.5.Use in Radical Reactions. The radical reduction of alkyl halides by silanes is promoted by thiols. According to Roberts, the thiol acts as a polarity-reversal catalyst.6.