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メチルシクロペンタジエニルマンガントリカルボニル

Methylcymantrene

HCID 25511
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
12108-13-3
標準SMILES
Cc1cc[cH-]c1.[C-]#[O+].[C-]#[O+].[C-]#[O+].[Mn]
InChIKey
IYSGJCJSRBFZSZ-UHFFFAOYSA-N
分子式
C9H7MnO3-
平均分子量
218.09 g/mol
単同位体質量
217.977562

概要

Methylcyclopentadienyl manganese tricarbonyl (MMT) is a chemical compound of manganese. It was initially used as a supplement to the gasoline additive tetraethyl lead to increase a fuel's octane rating, then later also used in unleaded gasoline. It has been banned in various countries in the past due to its toxicity, but is available in most places today, despite controvery over its safety. Manganese is a naturally occurring metal with the symbol Mn and the atomic number 25. It does not occur naturally in its pure form, but is found in many types of rocks in combination with other substances such as oxygen, sulfur, or chlorine. Manganese occurs naturally in most foods and small amounts are needed to stay healthy, as manganese ions act as cofactors for a number of enzymes. (L228, L229, L239)

名称と識別子

優先名称
Methylcymantrene
IUPAC
carbon monoxide;manganese;2-methylcyclopenta-1,3-diene
現地名
メチルシクロペンタジエニルマンガントリカルボニル
英語名
Methylcyclopentadienyl manganese tricarbonyl
分子式
C9H7MnO35*
分子量
218.09

名称と別名

Methylcymantrenecarbon monoxide;manganese;2-methylcyclopenta-1,3-dieneEcotaneManganese, tricarbonylmethylcyclopentadienylMethyl cyclopentadienyl manganese tricarbonylManganese, (methylcyclopentadienyl)tricarbonyl-Manganese, tricarbonyl((1,2,3,4,5-eta)-1-methyl-2,4-cyclopentadien-1-yl)-MMT [MI]Tricarbonyl(eta(5)-methylcyclopentadienyl)manganeseManganese, tricarbonyl(methyl-2,4-cyclopentadienyl)-1E52JN2L3ISCHEMBL3791921
名称をさらに表示
メチルシクロペンタジエニルマンガントリカルボニルアンチノック332-メチルシクロペンタジエニルトリカルボニルマンガントリカルボニル(メチル-η(5)-シクロペンタジエニル)マンガン2‐メチルシクロペンタジエニルトリカルボニルマンガン(メチルシクロペンタジエニル)マンガン(I)トリカルボニル8-ヒドロキシ-6-メトキシ-3-(1,3-ペンタジエニル)-1H-2-ベンゾピラン-7-イル4-O-メチル-β-D-グルコピラノシド(2S,3R,4R,5S,6R)-2-{[8-ヒドロキシ-6-メトキシ-3-(ペンタ-1,3-ジエン-1-イル)-1H-イソクロメン-7-イル]オキシ}-6-(ヒドロキシメチル)-5-メトキシオキサン-3,4-ジオールトリカルボニル(メチルシクロペンタジエニル)マンガンMETHYLCYCLOPENTADIENYLMANGANESE TRICARBONYLTricarbonyl(methylcyclopentadienyl)manganese(methylcyclopentadienyl)manganesetricarbonyl[qr]carbon monoxide,manganese,5-methylcyclopenta-1,3-dieneCI-2MCMTAk-33xmmt[qr]ci-2[qr]EthylMMT
SCHEMBL29517668IYSGJCJSRBFZSZ-UHFFFAOYSA-NKPKMQYCSOVZNMI-UHFFFAOYSA-NAKOS015916188tricarbonyl((1,2,3,4,5-eta)-1-methyl-2,4-cyclopentadien-1-yl)- manganeseNCGC00249238-01FM172801NS00019422

データベース識別子

CAS
12108-13-3
PubChem CID
25511
UNII
1E52JN2L3I

物性

構造計算による物性

極性表面積
3 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
0
重原子数
13
形式電荷
-1
複雑度
43.3

物理化学的性質

融点
1 °C · −1 °C (30 °F; 272 K)
沸点
232 to · 232 to 233 °C (450 to 451 °F; 505 to 506 K)
比重(密度)
1.38 g/cm3 · 1.38 g/cm3
蒸気密度
1 · >1 (vs air)
蒸気圧
0.05 mm · 0.05 mm Hg ( 20 °C)
屈折率
20 · n 20/D 1.584 (lit.)
闪点
110 °C; · 110 °C; 230 °F; 383 K
貯蔵温度
Poison room
外見
liquid
色
pale yellow to dark orange
比重
1.388 · 1.388
由来生物
human
水溶解度
水に不溶。炭化水素系溶剤、アルコール、エーテル、アセトンに可溶
Merck
14 · 14,6223
安定性
安定。強力な酸化剤とは相容れない。
InChI
1S/C6H7.3CO.Mn/c1-6-4-2-3-5-6;3*1-2;/h2-5H,1H3;;;;
InChIKey
LYHJNAIHGFWRKM-UHFFFAOYSA-N
SMILES
[Mn].[C-]#[O+].[C-]#[O+].[C-]#[O+].C[C]1[CH][CH][CH][CH]1
LogP
3.4 at · 3.4 at 26℃
CAS データベース
12108 · 12108-13-3(CAS DataBase Reference)
EPAの化学物質情報
Methylcyclopentadienyl manganese tricarbonyl (12108-13-3)

化学的性質

化学的特性An orange liquid with a pleasant odor. Slightly soluble in water and denser than water. May be toxic by inhalation, ingestion and/or skin absorption. Faintly pleasant, herb-like odor.

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

安全と保護具

Minimum Risk LevelChronic Inhalation: 0.0003 mg/m3 (L134)

毒性情報

Health Effects · 1 件

Manganese mainly affects the nervous system and may cause behavioral changes and other nervous system effects, which include movements that may become slow and clumsy. This combination of symptoms when sufficiently severe is referred to as “manganism”. (L228)

Exposure RoutesOral (L228) ; inhalation (L228)
Toxicity Summary · 1 件

Manganese is a cellular toxicant that can impair transport systems, enzyme activities, and receptor functions. It primarily targets the central nervous system, particularily the globus pallidus of the basal ganglia. It is believed that the manganese ion, Mn(II), enhances the autoxidation or turnover of various intracellular catecholamines, leading to increased production of free radicals, reactive oxygen species, and other cytotoxic metabolites, along with a depletion of cellular antioxidant defense mechanisms, leading to oxidative damage and selective destruction of dopaminergic neurons. In addition to dopamine, manganese is thought to perturbations other neurotransmitters, such as GABA and glutamate. In order to produce oxidative damage, manganese must first overwhelm the antioxidant enzyme manganese superoxide dismutase. The neurotoxicity of Mn(II) has also been linked to its ability to substitute for Ca(II) under physiological conditions. It can enter mitochondria via the calcium uniporter and inhibit mitochondrial oxidative phosphorylation. It may also inhibit the efflux of Ca(II), which can result in a loss of mitochondrial membrane integrity. Mn(II) has been shown to inhibit mitochondrial aconitase activity to a significant level, altering amino acid metabolism and cellular iron homeostasis. (L228)

Signs and Symptoms · 1 件

Manganese mainly affects the nervous system and may cause behavioral changes and other nervous system effects, which include movements that may become slow and clumsy. This combination of symptoms when sufficiently severe is referred to as “manganism”. (L228)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLD50: 140-795 mg/kg (Dermal, Rabbit) (T32) LD50: 58 mg/kg (Oral, Rat) (A178) LC50: 247 mg/m3 over 1 hour (Inhalation, Rat) (T32)

安全データ

OEB
C
OEL
TWA: 0.2 mg/m3 [skin]
wgk
3
tsca
TSCA listed
rtecs
OP1450000
ridadr
UN 3281 6.1/PG 2
毒性
LD50 orally in mice, guinea pig, rabbit: 352; 905; 95 mg/kg; orally in male, female rats: 175 ±33; 89 ±14; LC50 inhalation in rat: 0.22 mg/l (Stara)
risk_code
23/24/25-40-50/53-48/23-38-26-24/25
hazard_code
T,N,T+
safety_code
23-26-36/37/39-45-61-60-36/37-28
hazard_class
6.1
packing_group
II
Hazard Classifications
Acute Tox. 1 InhalationAcute Tox. 2 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Skin Irrit. 2STOT RE 1 Inhalation
ストレージクラス
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
有毒物質データの
12108-13-3(Hazardous Substances Data)
危険度評価(NFPA 704基準/消防庁データ)
人的[青]=4 火災[赤]=1

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Manganese is absorbed mainly via ingestion, but can also be inhaled. It binds to alpha-2-macroglobulin, albumin, or transferrin in the plasma and is distributed to the brain and all other mammalian tissues, though it tends to accumulate more in the liver, pancreas, and kidney. MMT is metabolized by cytochrome P-450 enzymes into hydroxylmethylcyclopentadienyl manganese tricarbonyl and carboxycyclopentadienyl manganese tricarbonyl. These metabolites are excreted in the urine and faeces. (L228)

用途と製造

Uses · 1 件

Methylcyclopentadienyl manganese tricarbonyl (MMT) is a chemical compound of manganese. It was initially used as a supplement to the gasoline additive tetraethyl lead to increase a fuel's octane rating, then later also used in unleaded gasoline. It has been banned in various countries in the past due to its toxicity, but is available in most places today, despite controvery over its safety. (L239)

応用分野 · 3 件

用途ガソリンのアンチノック剤、有機マンガン錯体の合成原料

使用Methylcyclopentadienyl manganese tricarbonyl is used for doping of ZnSe nanocrystalsIt can also be used as a reactant for: Aldol addition reactionsPreparation of homo- and heteronuclear mixed biscarbene complexes with conjugated bithiophene units Molecular fragmentation using shaped femtosecond laser pulses Preparation of MnAs thin films grown on GaAs(001) by metalorganic vapour phase epitaxy (MOVPE)

一般的な説明Methylcyclopentadienyl manganese tricarbonyl (hereinafter "MMT") is an antiknock agent for gasoline discovered in the fifties and sold commercially by Ethyl Corporation. It can be made by the reaction of carbon monoxide with bis(methylcyclopentadienyl) manganese referred to as "carbonylation".

上流・下流製品情報

上流原料

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