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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 19.1
実験および物理化学的性質
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.
- 外見
- 液体
- 比重
- 1.291 · 1.291
- 色
- 無色
- 水溶解度
- 水に不溶。有機溶剤に可溶
- BRN
- 3647887 · 3647887
- Henry's Law Constant
- 9.4 · 9.4×10-6 mol/(m3Pa) at 25℃, Abraham and Nasehzadeh (1981)
- InChI
- 1S/4CH3.Sn/h4*1H3;
- InChIKey
- VXKWYPOMXBVZSJ-UHFFFAOYSA-N
- SMILES
- [Sn](C)(C)(C)C
- CAS データベース
- 594 · 594-27-4(CAS DataBase Reference)
- EPAの化学物質情報
- Stannane, tetramethyl- (594-27-4)
化学的性質
化学的特性clear colorless liquid
安全と法規制
GHS分類
GHS Classification
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
Chemical: Stannane, tetramethyl-
Tetramethyltin: HSNO Approval: HSR004718 Approved with controls
Hazards Summary
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
Flam. Liq. 2 (50%)
Flammable liquids - Category 2
安全と保護具
Exposure Control and Personal Protection
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)
0.1 [mg/m3], as Sn
0.2 [mg/m3], as Sn
毒性情報
Toxicity Summary
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)
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
- risk_code
- 26/27/28-50/53
- 安衛法
- 57,57-2
- 消防法
- 危険物第4類第一石油類(非水溶性)
- hazard_code
- T+,N
- safety_code
- 26-27-28-45-60-61
- hazard_class
- 3
- packing_group
- II
- Hazard Classifications
- Acute Tox. 1 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1Aquatic Chronic 1Flam. Liq. 2
- ストレージクラス
- 3 - Flammable liquids
化学と産業
薬理情報
Metabolism/Metabolites
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
応用分野
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
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.]
上流・下流製品情報
下流製品
サプライヤー84 社
補足説明
定義ChEBI: An organotin compound carrying four methyl groups.
関連反応
化合物ノート
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