Vinyltrimethylsilane

HCID 79102CAS 754-05-2

기본 정보

표준 SMILES
C=C[Si](C)(C)C
InChIKey
GCSJLQSCSDMKTP-UHFFFAOYSA-N
분자식
C5H12Si
평균 분자량
100.23 g/mol
단동위원소 질량
100.07082691

개요

Nysted reagent is a chemical compound containing zinc. It is used for the olefination of ketones and aldehydes. Zinc is a metallic element with the atomic number 30. It is found in nature most often as the mineral sphalerite. Though excess zinc in harmful, in smaller amounts it is an essential element for life, as it is a cofactor for over 300 enzymes and is found in just as many transcription factors. (L48, L49, L536)

이름 및 식별자

우선 이름
Vinyltrimethylsilane
IUPAC
ethenyl(trimethyl)silane
영어명
Vinyltrimethylsilane
분자식
C5H12Si
분자량
100.23

이름 및 동의어

Vinyltrimethylsilane754-05-2trimethyl(vinyl)silaneEthenyltrimethylsilaneTrimethylvinylsilaneSilane, ethenyltrimethyl-Nysted Reagent(Trimethylsilyl)ethyleneSilane, trimethylvinyl-ethenyl(trimethyl)silaneVinyl trimethylsilane41114-59-4
이름 더 보기
VinyltrimethysilaneDK385CH2=CHSi(CH3)3Trimethylsilyletheneethenyltrimethyl-silansilane,trimethylvinyl-(Trimethylsilyl)ethene
H5HJ2RET1NC5H12SiMFCD00008606EINECS 212-042-9UNII-H5HJ2RET1NNSC 93553NSC-93553s22050

데이터베이스 식별자

CAS
754-05-2
PubChem CID
79102
DTXSID
DTXSID1061071
UNII
H5HJ2RET1N
EC Number
212-042-9
Nikkaji
J120.971J

물성

구조 계산 물성

극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
1
무거운 원자 수
6

실험 및 물리화학적 성질

Chemical ClassesMetals -> Metalloid Compounds (Silicon)
SpringerMaterials Properties29Si nuclear magnetic resonance spectrum
Physical Description · 2건

Liquid

Clear liquid with an unpleasant odor; [Air Products MSDS]

물리화학적 성질

녹는점
-132 °C · -132°C
끓는 점
55 °C · 55 °C (lit.)
밀도
0.684 g/mL · 0.684 g/mL at 25 °C (lit.)
증기압
4.44 psi · 4.44 psi ( 20 °C)
굴절률
20 · n20/D 1.391(lit.)
인화점
-30 °C · <-30 °C

화학적 성질

clear colourless liquid

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 73 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: Silane, ethenyltrimethyl-

Silane, ethenyltrimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Silane, ethenyltrimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 26-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21677

Trimethylvinylsilane: HSNO Approval: HSR006887 Approved with controls

Hazards Summary · 1건

Flammable; A mild irritant; May decompose to form flammable or explosive mixtures with air; Lethal-dose study of rats at 2,000 mg/kg produced diarrhea on the day of administration and no deaths; Lethal-concentration study of rats at 20,030 mg/m3 (4,886 ppm) caused no clinical signs of toxicity or irritation and no deaths; [Air Products MSDS] May contain up to 3% tetrahydrofuran (with BHT inhibitor) as residual impurity of production; Highly flammable; An irritant; Harmful by ingestion; Targets kidneys, liver, and CNS; [Aldrich MSDS]

Hazard Classes and CategoriesFlam. Liq. 2 (100%)

안전 및 보호

Minimum Risk LevelIntermediate Oral: 0.3 mg/kg/day (L134) Chronic Oral: 0.3 mg/kg/day (L134)

독성 정보

TreatmentZinc poisoning is treated symptomatically, often by administering fluids such as water or milk, or with gastric lavage. (L49)
Health EffectsChronic exposure to zinc causes anemia, atazia, lethargy, and decreases the level of good cholesterol in the body. It is also believed to cause pancreatic and reproductive damage. (L49)
Exposure RoutesOral (L49) ; inhalation (L49) ; dermal (L49)
Toxicity Summary · 1건

Anaemia results from the excessive absorption of zinc suppressing copper and iron absorption, most likely through competitive binding of intestinal mucosal cells. Unbalanced levels of copper and zinc binding to Cu,Zn-superoxide dismutase has been linked to amyotrophic lateral sclerosis (ALS). Stomach acid dissolves metallic zinc to give corrosive zinc chloride, which can cause damage to the stomach lining. Metal fume fever is thought to be an immune response to inhaled zinc. (L48, L49, A49)

Signs and Symptoms · 1건

Ingestion of large doses of zinc causes stomach cramps, nausea, and vomiting. Acute inhalation of large amounts of zinc causes metal fume fever, which is characterized by chills, fever, headache, weakness, dryness of the nose and throat, chest pain, and coughing. Dermal contact with zinc results in skin irritation. (L49)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

안전 데이터

wgk
1
tsca
TSCA listed
ridadr
UN 1993 3/PG 1
HS 번호
29319090
risk_code
11-22-36/37/38-40
hazard_code
F,Xn

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Zinc can enter the body through the lungs, skin, and gastrointestinal tract. Intestinal absorption of zinc is controlled by zinc carrier protein CRIP. Zinc also binds to metallothioneins, which help prevent absorption of excess zinc. Zinc is widely distributed and found in all tissues and tissues fluids, concentrating in the liver, gastrointestinal tract, kidney, skin, lung, brain, heart, and pancreas. In the bloodstream zinc is found bound to carbonic anhydrase in erythrocytes, as well as bound to albumin, _2-macroglobulin, and amino acids in the the plasma. Albumin and amino acid bound zinc can diffuse across tissue membranes. Zinc is excreted in the urine and faeces. (L49)

용도 및 제조

Uses · 3건

Used in semiconductor processing; [Air Products MSDS]

Semiconductor Manufacturing [Category: Industry]

Nysted reagent is used for the olefination of ketones and aldehydes. (L536)

U.S. Production2023: <50,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2건

Computer and Electronic Product Manufacturing

Silane, ethenyltrimethyl-: ACTIVE

응용 분야 · 1건

용도Vinyltrimethylsilane is ethylene equivalent in electrophilic substitution reactions; precursor to 3-trimethylsilyl-3-buten-2-one, a methyl vinyl ketone surrogate for Robinson annulations; homologation of aldehydes to α,β-unsaturated aldehydes. It takes part in the reactions of Synthesis of Vinyl Aryl Sulfides, Synthesis of 3-Triethylsilyl-3-buten-2-one, Synthesis of α,β-Unsaturated Primary Amides, Synthesis of α,β-Unsaturated Aldehydes, Synthesis of Bicyclopentenones, Synthesis of 1-Chlorocyclopropene, Radical Addition Reactions of Vinyltrimethylsilane, Reaction of Vinyltrimethylsilane with 2-Azaallylanions, Regioselective Hydroesterification of Vinyltrimethylsilane, 3 + 2 Cycloaddition of Vinyltrimethylsilane with Nitrones, Addition of α-Iodo-α,α-Difluoroketones to Vinyltrimethylsilane, Addition of α-Iodosulfones to Vinyltrimethylsilane, Titanium-mediated Formation of Trimethylsilylcyclopropanols, β-Trimethylsilyl Ketones and Cyclopropenes, Hydrogen Acceptor Catalyst in the Conversion of Alcohols to Hydrogenated Wittig Adducts, Formation of 2-Trimethylsilylaziridines, Formation of Sulfonyl Chlorides, Improved Synthesis of 2-Trimethylsilylethylsulfonyl Chloride, Formation of an Iron Carbonyl Trienone Complex, Synthesis of 2-Phenyl-2-Trimethylsilylethanol, Synthesis of 2-Vinylanilines, Decarbonylative Vinylation of an Aromatic Ester, Asymmetric Epoxidation of Vinyltrimethylsilane, Direct Silylation of Heteroarylcarbonyl Compounds, Trimethylsilylation of Vinylboronates, etc.

제조 방법

Prepared in 67–91% yield from vinylmagnesium bromide and chlorotrimethylsilane in THF.

공급사50 곳

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