テトラメチルすず

Tetramethyltin

HCID 11661

基本情報

CAS
594-27-4
標準SMILES
[CH3][Sn]([CH3])([CH3])[CH3]
InChIKey
VXKWYPOMXBVZSJ-UHFFFAOYSA-N
分子式
C4H12Sn
平均分子量
178.85 g/mol
単同位体質量
179.99609508

概要

Tetramethyltin is an organotin compound carrying four methyl groups. It has a role as a NMR chemical shift reference compound.

名称と識別子

優先名称
Tetramethyltin
IUPAC
tetramethylstannane
現地名
テトラメチルすず
英語名
TETRAMETHYLTIN
分子式
C4H12Sn
分子量
178.85

名称と別名

TetramethyltinTetramethylstannaneStannane, tetramethyl-Tin tetramethylTETRAMETHYL TINTin, tetramethyl-TetramethylcinSnMe4(CH3)4SnTetramethylcin [Czech]CCRIS 6329[SnMe4]
名称をさらに表示
テトラメチルすずテトラメチル錫テトラメチルスズ(Ⅳ)etramethyltintetramethyl-tiTetramethyltin,98%TETRAMETHYLTIN(IV)tetramethyl-stannan
UNII-8V4XU9DPBK8V4XU9DPBKEINECS 209-833-6BRN 3647887AI3-28458TETRAMETHYLSTANNANE-DTXSID4052261CHEBI:30420

データベース識別子

CAS
594-27-4
PubChem CID
11661
DTXSID
DTXSID4052261
ChEBI
CHEBI:30420
UNII
8V4XU9DPBK
EC Number
209-833-6
Nikkaji
J43.378K

物性

構造計算による物性

極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
0
回転可能結合数
0
重原子数
5

実験および物理化学的性質

Chemical ClassesMetals -> Tin Compounds, Organic
Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure110.0 [mmHg]
Physical DescriptionClear colorless liquid; [Gelest MSDS]

物理化学的性質

融点
54 °C · −54 °C(lit.)
沸点
74 · 74-75 °C(lit.)
比重(密度)
1.291 g/mL · 1.291 g/mL at 25 °C(lit.)
屈折率
20 · n20/D 1.441(lit.)
闪点
9 °F · 9 °F
貯蔵温度
30 °C · Store below +30°C.

化学的性質

化学的特性clear colorless liquid

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H225 (50%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P316, P320, P321, P330, P361+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 94 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

危険有害性情報

Regulatory Information · 2 件

Chemical: Stannane, tetramethyl-

Tetramethyltin: HSNO Approval: HSR004718 Approved with controls

Hazards Summary · 1 件

Causes lachrymation and convulsions in inhalation lethal-concentration studies of mice; [RTECS] May cause severe eye irritation; Symptoms reported from inhalation exposure include bradycardia, hypertension, nausea, vomiting, respiratory tract irritation, abrupt variation in sinus rhythm, and short term memory loss; Higher level inhalation exposure has been reported to cause brain cell and limbic system damage; May be absorbed through skin; Oral LD50 (rat) = 195-331 mg/kg; Chronic exposure may cause memory loss, exhibition of rage and anger, and decreased sexual function; [Gelest MSDS] See Tetraethyl tin.

Hazard Classes and Categories · 2 件

Flam. Liq. 2 (50%)

Flammable liquids - Category 2

安全と保護具

Exposure Control and Personal Protection · 2 件

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

0.005 [mg/m3](can also occur as vapor and aerosol)[German Research Foundation (DFG)]

Threshold Limit Values (TLV) · 2 件

0.1 [mg/m3], as Sn

0.2 [mg/m3], as Sn

Permissible Exposure Limit (PEL)0.1 [mg/m3], as Sn
Immediately Dangerous to Life or Health (IDLH)25.0 [mg/m3], as Sn

毒性情報

Health EffectsBreathing or swallowing, or skin contact with organotins, can interfere with the way the brain and nervous system work, causing death in severe cases. Organic tin compounds may also damage the immune and reproductive system. (L307, L308)
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesOral (L308) ; inhalation (L308) ; dermal (L308)
Toxicity Summary · 1 件

Organotin compounds produce neurotoxic and immunotoxic effects. Organotins may directly activate glial cells contributing to neuronal cell degeneration by local release of pro-inflammatory cytokines, tumor necrosis factor-_, and/or interleukins. They may also induce apoptosis by direct action on neuronal cells. Organotin compounds stimulate the neuronal release of and/or decrease of neuronal cell uptake of neurotransmitters in brain tissue, including aspartate, GABA, glutamate, norepinephrine, and serotonin. This may be either a contributing factor to or result of the neuronal cell loss. The immunotoxic effects of organotins are characterized by thymic atrophy caused by the suppression of proliferation of immature thymocytes and apoptosis of mature thymocytes. Organotin compounds are believed to exert these effects by suppressing DNA and protein synthesis, inducing the expression of genes involved in apoptosis (such as nur77), and disrupting the regulation of intracellular calcium levels, giving rise to the uncontrolled production of reactive oxygen species, release of cytochrome c to the cytosol, and the proteolytic and nucleolytic cascade of apoptosis. The suppression of proliferation of immature thymocytes further results in the suppression of T-cell-mediated immune responses. Organotins are also endocrine disruptors and are believed to contribute to obesity by inappropriate receptor activation, leading to adipocyte differentiation. Inorganic tin triggers eryptosis, contributing to tin-induced anemia. (L308, A182, A184)

Signs and SymptomsInorganic or organic tin compounds placed on the skin or in the eyes can produce skin and eye irritation. (L308)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

安全データ

wgk
2
tsca
TSCA listed
rtecs
WH8630000
ridadr
UN 3384 6.1/PG 1
PRTR法
第一種指定化学物質
hs_code
29310099

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Though tin metal is very poorly absorbed, tin compounds may be absorbed via oral, inhalation, or dermal routes, with organotin compounds being much more readily absorbed than inorganic tin compounds. Tin may enter the bloodstream and bind to hemoglobin, where it is distributed and accumulates mainly in the kidney, liver, lung, and bone. Organotin compounds may undergo dealkylation, hydroxylation, dearylation, and oxidation catalyzed by cytochrome P-450 enzymes in the liver. The alkyl products of dealkylation are conjugated with glutathione and further metabolized to mercapturic acid derivatives. Tin and its metabolites are excreted mainly in the urine and feces. (L308)

用途と製造

UsesTetramethyltin is used in organic synthesis for transition-metal mediated conversion of acid chlorides to methyl ketones and aryl halides to aryl methyl ketones. (L315)
General Manufacturing InformationStannane, tetramethyl-: ACTIVE
応用分野 · 2 件

解説アルキル,およびアリール誘導体の総称.多くのものが得られているが,一般にもとの水素化物より安定である.テトラメチルスタンナン(CH3)4Sn(178.85)は,ジブチルエーテル中でSnCl4とCH3MgIの反応(グリニャール反応)で得られる.無色の液体.沸点76.8 ℃.密度1.29 g cm-3.水に不溶,有機溶媒に可溶.Br2 と作用して(CH3)3BrSnになる.テトラフェニルスタンナン(C6H5)4Sn(427.13)は,同様にSnCl4とフェニルグリニャール試薬の反応で得られる.無色の結晶.融点229 ℃.ハロゲンと反応して(C6H5)4SnX2を,計算量のSnCl4と反応して(C6H5)3ClSnを生じる.

使用Tetramethyltin is used in many organic syntheticreactions.

調製方法 · 1 件

純化方法It is purified by fractionation using a Todd column (p 11) of 35-40 plates at atmospheric pressure. The purity of the fractions can be followed by IR [Edgell & Ward J Am Chem Soc 77 6486 1955]. It readily dissolves stopcock silicone greases which give bands in the 8-10a region. [Edgell & Ward J Am Chem Soc 76 1169 1954, Beilstein 4 IV 4307.]

サプライヤー84 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海源象化学有限公司17312431727 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
天津瑞德法莫科技有限公司13821803402 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]

補足説明

定義ChEBI: An organotin compound carrying four methyl groups.

関連反応

321 件

化合物ノート

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