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トリイソブチルアルミニウム

Triisobutylaluminum

HCID 16682931
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
部分構造検索類似構造を探す

基本情報

CAS
100-99-2
標準SMILES
CC(C)[CH2][Al]([CH2]C(C)C)[CH2]C(C)C
InChIKey
MCULRUJILOGHCJ-UHFFFAOYSA-N
分子式
C12H27Al
平均分子量
198.32 g/mol
単同位体質量
198.19281449

概要

Triisobutyl aluminum appears as a colorless liquid.

名称と識別子

優先名称
Triisobutylaluminum
IUPAC
tris(2-methylpropyl)alumane
現地名
トリイソブチルアルミニウム
英語名
Triisobutylaluminum
分子式
C12H27Al
分子量
198.32

名称と別名

TRIISOBUTYLALUMINUMTriisobutylaluminium100-99-2TibalTriisobutylalaneAluminum, tris(2-methylpropyl)-tris(2-methylpropyl)alumaneTriisobutyl aluminumTris(isobutyl)aluminumAluminum, triisobutyl-Tris(isobutyl)alaneTris(2-methylpropyl)aluminum
名称をさらに表示
トリイソブチルアルミニウム (15%ヘキサン溶液, 約0.50mol/L)トリイソブチルアルミニウム (15%ヘプタン溶液, 約0.53mol/L)トリス(2-メチルプロピル)アルミニウムトリイソブチルアラントリ(イソブチル)アルミニウムトリスイソブチルアルミニウムトリス(イソブチル)アルミニウムトリ-ISO-ブチルアルミニウム,N-ヘキサン溶液トリイソブチルアルミニウム,N-ヘキサン溶液トリiso-ブチルアルミニウムトリイソブチルアルミニウム (16%ヘキサン溶液, 約0.55mol/L)トリイソブチルアルミニウム,N‐ヘキサン溶液1.0MOL/Lトリイソブチルアルミニウムトルエン溶液トリイソブチルアルミニウム 溶液トリイソブチルアルミニウムTriisobutyLtiba solutiontriisobutyl-alanetriisobutyl-aluminuTriisobutylAmmonium
09P2THV2X4DTXSID0026670TIBAL cpdRefChem:191689DTXCID906670202-906-3tri-i-ButylaluminumTRIISOBUTYL ALUMINIUM

データベース識別子

CAS
100-99-2
PubChem CID
16682931
DTXSID
DTXSID0026670
UNII
09P2THV2X4
EC Number
202-906-3
Nikkaji
J609B

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
6
重原子数
13
形式電荷
0
複雑度
92.5

実験および物理化学的性質

Chemical Classes · 2 件

Metals -> Metals, Organic Compounds

Flammable agents - 4th degree

Density · 3 件

0.788 at 68 °F (USCG, 1999) - Less dense than water; will float

0.781 @ 25 °C

0.7859 @ 20°C

Viscosity1.9 mPa-s (millipascal second) at 25 °C
Color/Form · 2 件

CLEAR COLORLESS LIQUID

Colorless liquid

Flash Point-23 °C (closed cup)
Boiling Point · 4 件

414 °F at 760 mmHg (USCG, 1999)

86 °C @ 10 mm Hg

Boiling point: 114 °C at 30 mmHg.

Boiling point: 212 °C at 1 atm.

DecompositionWhen heated to decomposition, it emits acrid smoke and irritating fumes.
Melting Point · 3 件

33.8 °F (USCG, 1999)

-5.6 °C (freezing point)

6 °C

Vapor Pressure · 3 件

0.13 [mmHg]

1 mm Hg @ 47 °C

1 [mm Hg] @47 °C

Surface Tension24 DYNES/CM= 0.024 NEWTONS/M AT 20 °C (ESTIMATED)
Heat of Combustion-18.423 BTU/LB= -10.235 CAL/G= -428.23X10+5 JOULES/KG
Heat of Vaporization101 BTU/LB= 56 CAL/G= 2.3X10+5 JOULES/KG

物理化学的性質

融点
4 · 4-6°C
沸点
68 · 68-69 °C
比重(密度)
0.848 g/mL · 0.848 g/mL at 25 °C
蒸気圧
75 Pa · 75Pa at 25℃
屈折率
1.4494 · 1.4494
闪点
1 °F · −1 °F
貯蔵温度
0 · 0-6°C
外見
解決
比重
0.848 · 0.848
色
無色透明~薄黄色
水溶解度
反応する
Merck
14 · 14,326
BRN
3587328 · 3587328
InChI
1S/3C4H9.Al/c3*1-4(2)3;/h3*4H,1H2,2-3H3;
InChIKey
MCULRUJILOGHCJ-UHFFFAOYSA-N
SMILES
CC(C)C[Al](CC(C)C)CC(C)C
CAS データベース
100 · 100-99-2(CAS DataBase Reference)
EPAの化学物質情報
Triisobutyl aluminum (100-99-2)

化学的性質

化学的特性clear colorless to light yellow solution

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。

GHS分類

GHS Classification · 4 件

Danger

H250 (100%): Catches fire spontaneously if exposed to air [Danger Pyrophoric liquids]

P210, P222, P223, P231, P231+P232, P233, P260, P264, P264+P265, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P402+P404, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 89 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 5 件

Chemical: Aluminium, tris(2-methylpropyl)-

Aluminum, tris(2-methylpropyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Aluminum, tris(2-methylpropyl)- 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: 21-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/13426

Triisobutylaluminum: HSNO Approval: HSR006350 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Aluminium, tris(2-methylpropyl)-: Human health tier I assessment
DOT LabelSpontaneously Combustible Dangerous When Wet
Fire HazardsSpecial Hazards of Combustion Products: Dense smoke may cause metal-fume fever.
Fire Potential · 4 件

Material if flammable in air at all temperatures.

Certain polymerization catalysts, such as aluminum alkyls, react & burn violently on contact with water. /Aluminum alkyls/

Aluminum alkyls are organic aluminum compounds that are highly reactive and dangerous because of spontaneous burning in air. /Aluminum alkyls/

Prophoric material in flammable solvent. Vapors are heavier than air & may travel to a source of ignition & flash back. /Aluminum alkyls/

Health HazardsInhalation of smoke from fire causes metal-fume fever (flu-like symptoms). Contact with liquid can cause severe burns of eyes and skin because of spontaneous ignition. (USCG, 1999)
Hazards Summary · 1 件

In animal studies, heavy inhalation exposure causes CNS depression and dyspnea. [ChemIDplus] Liquid may cause second or third degree burns after brief skin contact. [CHRIS] Inhalation can induce acute pulmonary edema; [CHEMINFO MSDS] Organoaluminum compounds are corrosive; Harmful if absorbed through the skin or inhaled; The butyl alkyls and below are pyrophoric; Aluminum alkyls are eye irritants; [HSDB] Organic aluminum compounds can cause irritation or burns, depending upon concentration; [Ullmann] TLV withdrawn for aluminum alkyls because of inadequate toxicological data; [ACGIH] Pyrophoric; Reacts violently with water evolving flammable gas; [CAMEO] See Aluminum. See ORGANOMETALS.

Reactive GroupMetal Hydrides, Metal Alkyls, Metal Aryls, and Silanes
Special Reports · 1 件

Anon; Information profiles on Potential Occupaional Hazards: Aluminum & Compounds, 2nd Draft (Revised); GRA & I Issue 21 NTIS/PB89-216238 (1989)> TD3: Information profiles are working papers used by the National Institute for Occupational Safety and Health to assist the Institute in establishing priorities. The proile summarizes data on organic and inorganic substances containing aluminum as the only metal. Each summary presents data on known and suspected health effects, the extent of worker exposure, physical and chemical properties and the industrial importance of the following aluminum compounds: aluminum metal, aluminum ammonium sulfate, aluminum chlorhydrate, aluminum chloride anhydrous, aluminum chloride hydrous, aluminum distearate, aluminum ethoxide, aluminum fluoride, aluminum hydride, aluminum hydroxide, aluminum nitrate, aluminum oxide, aluminum ortho-phosphate, aluminum potassium sulfate, aluminum silicate, aluminum sodium sulfate, aluminum sulfate, calcium aluminum silicate, diethylaluminum chloride, sodium aluminate, tri-n-butylaluminum, triethylaluminum, tri-n-hexylaluminum, triisobutylaluminum, tri-n-octylaluminum. Detailed literature searches are conducted to identify information to be used in the profile sumaries. Sponsored by National Inst. for Occupational Safety and Health, Rockville, MD.

RCRA RequirementsD003; A solid waste containing Triisobutylaluminum may become characterized as a hazardous waste when subjected to testing for reactivity as stipulated in 40 CFR 261.23, and if so characterized, must be managed as a hazardous waste.
Reactivity AlertsStrong Reducing Agent
OSHA StandardsVacated 1989 OSHA PEL TWA 2 mg/cu m is still enforced in some states. /Aluminum (soluble salts & alkyls, as Al)/

安全と保護具

Fire FightingFire Extinguishing Agents Not to Be Used: Water, foam, halogenated extinguishing agents
First AidINHALATION: only fumes from fire need be considered; metal-fume fever lasts less than 36 hrs. and is not critical.
Fire Fighting Procedures · 4 件

/Use/ CO2, dry sand, dry chemical. Do not use water, foam or halogenated extinguishing agents.

In case of fire, use all-purpose canister or self-contained breathing apparatus.

Fight fire from protected location or maximum possible distance. DO NOT use water as straight stream directly on spilled material. Violent reaction may result. Water fog may be used to control fires. Use graphite powder, soda ash, or powdered sodium chloride to extinguish fire. On solvent-based materials use dry chemical, foam, or carbon dioxide. Use water spray cautiously to keep fire-exposed containers cool. Extinguish fire using agent suitable for surrounding fire.

Stop flow of liquid before extinguishing fire. Use dry chemical or carbon dioxide. DO NOT use water as straight stream directly on spilled material. Water fog can be used to control fire. DO NOT use halogenated extinguishing agents on spilled material. Violent reaction may result. Use water spray to keep fire-exposed containers cool. Fight fire from protected location or maximum possible distance. /Aluminum Alkyls/

Storage Conditions · 5 件

Store in a cool, dry, well-ventilated location. Must be stored in a dry location. Outside or detached storage is preferred. Inside storage should be in a standard flammable liquids storage warehouse, room or cabinet.

Extremely reactive with air, moisture and compounds containing active hydrogen and therefore must be kept under a blanket of inert gas. /Aluminum alkyls/

In general, materials ... toxic as stored or which can decompose into toxic components ... Should be stored in cool ... ventilated place, out of ... sun, away from ... fire hazard ... be periodically inspected and monitored. Incompatible materials should be isolated ...

All possibility of contact with water must be avoided. Solution containing not more than 20% of these compounds in non-reactive solvents, however, can be handled without risk of spontaneous ignition. /Aluminum alkyls/

For more Storage Conditions (Complete) data for TRIISOBUTYLALUMINUM (6 total), please visit the HSDB record page.

Cleanup Methods · 2 件

Approach release from upwind. Keep water away from release. Do not use foam to blanket release and suppress vapors. Stop or control the leak, if this can be done without undue risk. Control runoff and isolate discharged material for proper disposal.

After mixing with dry sodium carbonate, disperse the mixture by scattering into a large steel pan situated in a remote place. Burn the mixture after covering with scrap wood or paper.

Nonfire Spill ResponseExcerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
Disposal Methods · 2 件

Aluminum compounds are treated under anhydrous conditions to prevent violent reactions, recover solvent, and form Al compounds suitable for landfill by reaction with anhydrous hydrolysis agent, eg calcium hydroxide. /Aluminum compounds/

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 5 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Work clothing that becomes wet or significantly contaminated should be removed and replaced. /Aluminum (soluble salts and alkyls, as Al)/

Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises. /Aluminum (soluble salts and alkyls, as Al)/

The worker should immediately wash the skin when it becomes contaminated. /Aluminum (soluble salts and alkyls, as Al)/

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

Isolation and EvacuationExcerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
Minimum Risk LevelIntermediate Oral: 1.0 mg/kg/day (L134) Chronic Oral: 1.0 mg/kg/day (L134)
Threshold Limit Values (TLV) · 3 件

8 hr Time Weighted Avg (TWA): 1 mg/cu m (respirable fraction) /Aluminum metal and insoluble compounds/

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded. /Aluminum metal and insoluble compounds/

A4: Not classifiable as a human carcinogen. /Aluminum metal and insoluble compounds/

Protective Action Criteria (PAC) · 3 件

3.3 [ppm]

36 [ppm]

220 [ppm]

毒性情報

Health Effects · 1 件

Aluminum targets the nervous system and causes decreased nervous system performance and is associated with altered function of the blood-brain barrier. The accumulation of aluminum in the body may cause bone or brain diseases. High levels of aluminum have been linked to Alzheimer's disease. A small percentage of people are allergic to aluminium and experience contact dermatitis, digestive disorders, vomiting or other symptoms upon contact or ingestion of products containing aluminium. (L739, L740)

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesOral (L739) ; inhalation (L739)
Toxicity Summary · 1 件

The main target organs of aluminum are the central nervous system and bone. Aluminum binds with dietary phosphorus and impairs gastrointestinal absorption of phosphorus. The decreased phosphate body burden results in osteomalacia (softening of the bones due to defective bone mineralization) and rickets. Aluminum's neurotoxicity is believed to involve several mechanisms. Changes in cytoskeletal protein functions as a results of altered phosphorylation, proteolysis, transport, and synthesis are believed to be one cause. Aluminum may induce neurobehavioral effects by affecting permeability of the blood-brain barrier, cholinergic activity, signal transduction pathways, lipid peroxidation, and impair neuronal glutamate nitric oxide-cyclic GMP pathway, as well as interfere with metabolism of essential trace elements because of similar coordination chemistries and consequent competitive interactions. It has been suggested that aluminum's interaction with estrogen receptors increases the expression of estrogen-related genes and thereby contributes to the progression of breast cancer (A235), but studies have not been able to establish a clear link between aluminum and increased risk of breast cancer (A15468). Certain aluminum salts induce immune responses by activating inflammasomes. (L739, A235, A236)

Signs and Symptoms · 1 件

Inhalating aluminum dust causes coughing and abnormal chest X-rays. A small percentage of people are allergic to aluminium and experience contact dermatitis, digestive disorders, vomiting or other symptoms upon contact or ingestion of products containing aluminium. (L739, L740)

Human Toxicity Excerpts · 2 件

/SIGNS AND SYMPTOMS/ Corrosive. Causes severe eye and skin burns. Irritating to skin, eyes, and respiratory system. May be harmful if absorbed through skin or inhaled. "Metal fume fever" may result from inhalation of fumes /from organoaluminum compounds/. /SRP: While possible, metal fume fever is not highly probable./ /Organoaluminum compounds/

/OTHER TOXICITY INFORMATION/ Vapors of the pyrophoric alkyls (butyls and below) are nontoxic because they are completely consumed, but inhalation of the metallic oxide smoke (Al2O3) at 15 mg/cu m or greater can result in symptoms such as "metal fume fever." /Aluminum alkyls/

Carcinogen Classification · 1 件

Not listed by IARC. IARC classified aluminum production as carcinogenic to humans (Group 1), but did not implicate aluminum itself as a human carcinogen. (L135) A link between use of aluminum-containing antiperspirants and increased risk of breast cancer has been proposed (A235), but studies have not been able to establish a clear link (A15468).

Non-Human Toxicity Excerpts/OTHER TOXICITY INFORMATION/ /Triisobutylaluminum (TIBAL) is/ highly toxic, destroys tissue.
Evidence for CarcinogenicityA4: Not classifiable as a human carcinogen. /Aluminum metal and insoluble compounds/
Probable Routes of Human ExposureALUMINUM DUST, ISOBUTYLENE, VAPORS FROM SOLVENT & PRODUCTS OF OXIDN & DECOMP OF TRIISOBUTYLALUMINUM ARE POLLUTANTS IN WORKING AREA.
Toxicity DataLCLo (rat) = 8,000 ppm/1hr

法規制情報

RCRA RequirementsD003; A solid waste containing Triisobutylaluminum may become characterized as a hazardous waste when subjected to testing for reactivity as stipulated in 40 CFR 261.23, and if so characterized, must be managed as a hazardous waste.
State Drinking Water Standards(CA) CALIFORNIA 1000 ug/l /Aluminum/
State Drinking Water Guidelines · 3 件

(AZ) ARIZONA 73 ug/l /Aluminum/

(CA) CALIFORNIA 200 ug/l /Aluminum/

(ME) MAINE 1430 ug/l /Aluminum/

Federal Drinking Water GuidelinesEPA 50-200 ug/l /Aluminum/

安全データ

F
10
wgk
2
tsca
TSCA listed
rtecs
BD2203500
ridadr
UN 3394 4.2/PG 1
PRTR法
1-392
hs_code
29319090
risk_code
14-17-23/24/25-34-67-65-63-48/20-11-62-51/53
化審法
(2)-2227
安衛法
有機則 第二種有機溶剤等
消防法
危-3-II
hazard_code
F,C,N
safety_code
26-36/37/39-45-61-62-6A-46-43A-16-27-43
hazard_class
4.3
packing_group
I
Hazard Classifications
Aquatic Chronic 3Asp. Tox. 1Eye Dam. 1Flam. Liq. 2Pyr. Liq. 1Repr. 2Skin Corr. 1BSTOT RE 2STOT SE 3Water-react 1
ストレージクラス
4.2 - Pyrophoric and self-heating hazardous materials
有毒物質データの
100-99-2(Hazardous Substances Data)

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Aluminum is poorly absorbed following either oral or inhalation exposure and is essentially not absorbed dermally. The bioavailability of aluminum is strongly influenced by the aluminum compound and the presence of dietary constituents which can complex with aluminum and enhance or inhibit its absorption. Aluminum binds to various ligands in the blood and distributes to every organ, with highest concentrations found in bone and lung tissues. In living organisms, aluminum is believed to exist in four different forms: as free ions, as low-molecular-weight complexes, as physically bound macromolecular complexes, and as covalently bound macromolecular complexes. Absorbed aluminum is excreted principally in the urine and, to a lesser extent, in the bile, while unabsorbed aluminum is excreted in the faeces. (L739)

用途と製造

Uses · 6 件

Used as a chemical intermediate and a polymerization catalyst to produce polybutadiene, polyisoprene, and polypropylene; [HSDB] Organic aluminum compounds are some of the most important, highest volume, highest value organometallic compounds in production. [Ullmann]

Plastic Composites Manufacturing [Category: Industry]

... Catalyst for ethylene oligomerization to prepare even numbered, linear 1-olefins.

POLYMERIZATION CATALYST IN MFR OF POLYBUTADIENE, POLYISOPRENE, POLYPROPYLENE

INDUSTRIALLY AS POWERFUL REDUCTANT

Polyolefin catalyst; mfr of primary alcohols & olefins; pyrophoric fuel

U.S. Production · 3 件

2023: 5,500,000 - <7,000,000 lb

(1972) PROBABLY GREATER THAN 9.08X10+5 GRAMS

(1975) PROBABLY GREATER THAN 9.08X10+5 GRAMS

Consumption PatternsPROBABLY ABOUT 70% AS A POLYMERIZATION CATALYST FOR POLYBUTADIENE, POLYISOPRENE, AND POLYPROPYLENE; 30% FOR OTHER USES (1976)
Industry UsesNot Known or Reasonably Ascertainable
Methods of Manufacturing · 3 件

Triisobutylaluminum is prepared by reaction of isobutylene with aluminum at 80 °C and 20.3 MPa (200 atm) of hydrogen

Reaction of isobutylene and hydrogen with aluminum under moderate temperature & varying pressures.

The trialkylaluminums are prepared from aluminum, hydrogen and olefins; this improved "direct synthesis" was developed by Ziegler and co-workers. /Trialkylaluminums/

Formulations/PreparationsGRADES OR PURITY: TECHNICAL 95+%; 20% OR LESS BY WT IN BENZENE, HEXANE, OR HEPTANE (SOLUTIONS ARE NOT PYROPHORIC); ELECTRONIC GRADE.
General Manufacturing Information · 2 件

Not Known or Reasonably Ascertainable

Aluminum, tris(2-methylpropyl)-: ACTIVE

応用分野

用途有機合成用試薬。

使用Triisobutylaluminium is a useful reagent for preparing anti-corrosive coating materials.

上流・下流製品情報

上流原料

イソブテンアルミニウムSynthetic fibre

下流製品

β-シトロネロールpolyphenylene (IV)ジイソブチルアルミニウムクロリド,ヘプタン溶液,AcroSealR6-イソブチルキノリンエチルアルミニウムジクロリドテトライソブチルジアルミノキサン 溶液2-Chloro-1-(3-chloro-phenyl)-ethanol

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補足説明

定義A mixture of isomers readily prepared by polymerizing isobutylene. A typical mixture is 2,2,4,6,6-pentamethylheptane- 3 and 2-neopentyl-4,4-dimethylpentene-1. May be depolymerized to simpler isobutylene derivatives.

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