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Merck
모든 사진(1)

문서

208930

Sigma-Aldrich

Tin(IV) chloride

98%

동의어(들):

Stannic chloride fuming

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모든 사진(1)

About This Item

Linear Formula:
SnCl4
CAS Number:
7646-78-8
Molecular Weight:
260.52
EC Number:
231-588-9
MDL number:
MFCD00011242
UNSPSC 코드:
12352106
PubChem Substance ID:
24852219
NACRES:
NA.22

vapor density

9 (vs air)

Quality Level

200

vapor pressure

10 mmHg ( 10 °C)
18.6 mmHg ( 20 °C)
20 mmHg ( 22 °C)

분석

98%

형태

liquid

반응 적합성

core: tin
reagent type: Lewis acid
reagent type: catalyst

bp

114 °C (lit.)

mp

−33 °C (lit.)

density

2.226 g/mL at 25 °C (lit.)

SMILES string

Cl[Sn](Cl)(Cl)Cl

InChI

1S/4ClH.Sn/h4*1H;/q;;;;+4/p-4

InChI key

HPGGPRDJHPYFRM-UHFFFAOYSA-J

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관련 카테고리

일반 설명

Stannic chloride (SnCl4) is a strong Lewis acid widely used as a promoter or catalyst in organic synthesis. It is soluble in most organic solvents.

애플리케이션

Stannic chloride can be used to catalyze:
  • Cyclization of trans β-monocyclohomofarnesic acid to form norambreinolide.
  • Formation of C-glycosides of aromatic compounds such as thiophene, naphthalene and phloroglucinol trimethyl ether.
  • Formal [4+2] cycloaddition of 3-ethoxycyclobutanones and allyltrialkylsilanes to form 3-ethoxy-5-[(trialkylsilyl)methyl]cyclohexan-1-ones.
  • Diastereoselective reaction of δ-alkoxyallylstannanes with aldehydes to form 1,5-diol derivatives.


Other applications of SnCl4:
  • The SnCl4-2,6-dialkoxyphenols complexes can catalyze cyclization of poylenes, such as 4-(homogeranyl)toluene to form trans-fused tricyclic compound.
  • SnCl4 can act as a promoter during the reaction of ortho-aminobenzonitriles with β-ketoesters and β-enaminonitriles to form 4-aminoquinolines and 4-aminopyridines, respectively.
  • SnCl4-silver perchlorate forms an effective catalytic system for the stereoselective of glycosylation 1-O-acetyl glucose.

픽토그램

CorrosionExclamation mark
GHS05,GHS07

신호어

Danger

유해 및 위험 성명서

H314,H335,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 1

1 of 1

Tetraphenyltin 97%

Sigma-Aldrich

T26727

Tetraphenyltin

Tin (IV) chloride catalyzed cycloaddition reactions between 3-ethoxycyclobutanones and allylsilanes.
Matsuo J I, et al.
Organic Letters, 11(17), 3822-3825 (2009)
A Highly Stereoselective Synthesis of α-Glucosides from 1-O-Acetyl Glucose by Use of Tin (IV) Chloride?Silver Perchlorate Catalyst System.
Mukaiyama T, et al.
Chemistry Letters (Jpn), 20(4), 533-536 (1991)
Jian Zhi et al.
Nature communications, 12(1), 445-445 (2021-01-21)
Realizing transparent and energy-dense supercapacitor is highly challenging, as there is a trade-off between energy storing capability and transparency in the active material film. We report here that interstitial boron-doped mesoporous semiconductor oxide shows exceptional electrochemical capacitance which rivals other
Facile Syntheses of C-Glycosides of Aromatic Compounds.
Ohrui H, et al.
Agricultural and Biological Chemistry, 36(9), 1651-1653 (1972)
Tin (IV) chloride-chiral pyrogallol derivatives as new Lewis acid-assisted chiral Br?nsted acids for enantioselective polyene cyclization.
Kumazawa K, et al.
Organic Letters, 6(15), 2551-2554 (2004)
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