기본 정보
- 표준 SMILES
C1=C\CC/C=C\CC/1.C1=C\CC/C=C\CC/1.[Ni]- InChIKey
JRTIUDXYIUKIIE-KZUMESAESA-N- 분자식
- C16H24Ni
- 평균 분자량
- 275.05 g/mol
개요
Bis(1,5-cyclooctadiene)nickel appears as yellow crystals or yellowish green solid. (NTP, 1992)
이름 및 식별자
- 우선 이름
- Bis(1,5-cyclooctadiene)nickel
- IUPAC
- bis((1Z,5Z)-cycloocta-1,5-diene);nickel
- 영어명
- Bis(1,5-cyclooctadiene)nickel(0)
- 분자식
- C16H24Ni
- 분자량
- 275.06
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
1295-35-8- PubChem CID
- 6433264
- EC Number
- 215-072-0
물성
구조 계산 물성
- 극성 표면적
- 0 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 0
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 17
- 형식 전하
- 0
- 복잡도
- 72.6
실험 및 물리화학적 성질
Physical Description
Bis(1,5-cyclooctadiene)nickel appears as yellow crystals or yellowish green solid. (NTP, 1992)
Yellow or yellowish-green solid; [CAMEO] Yellow crystalline solid; [MSDSonline]
물리화학적 성질
- 녹는점
- 60 °C · 60 °C (dec.)(lit.)
- 저장 조건
- -20 °C · -20°C
- 용해도
- Benzene (Partially Dissolved), THF (Slightly)
- 물리적 상태
- 반짝이는 결정성 분말
- 색상
- 골드
- 수용성
- 벤젠, 톨루엔, 테라히드로푸란, 에테르, 디메틸 포름아미드, 헥사메틸포스포르아미드, N-메틸피롤리디논에 용해됩니다. 물에 불용성.
- 안정성
- 공기에 민감한
- InChI
- InChI=1S/2C8H12.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H,3-6H2;/b2*2-1-,8-7-;
- InChIKey
- JRTIUDXYIUKIIE-KZUMESAESA-N
- SMILES
- C1C=CCCC=CC1.C1C=CCCC=CC1.[Ni] |c:1,5,9,13|
- NIST
- 1 · Nickel, bis[(1,2,5,6-«eta»)-1,5-cyclooctadiene]-(1295-35-8)
- EPA
- 1 · Bis[(1,2,5,6-.eta.)-1,5-cyclooctadiene]nickel (1295-35-8)
화학적 성질
Light yellow to Brown powder to crystal.
안전 및 규제
GHS 분류
GHS Classification
Danger
H228 (100%): Flammable solid [Danger Flammable solids]
P203, P210, P233, P240, P241, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P318, P321, P333+P317, P342+P316, P362+P364, P370+P378, P403, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazards Summary
A strong reducing agent; Reacts with air and water; Similar compounds are skin, eye, nose, and throat irritants; [CAMEO] Spontaneously flammable on exposure to air; An irritant; May cause skin sensitization; [MSDSonline] See Nickel and the linked occupational diseases.
안전 및 보호
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
독성 정보
Health Effects
The most common harmful health effect of nickel in humans is an allergic reaction. This usually manifests as a skin rash, although some people experience asthma attacks. Long term inhahation of nickel causes chronic bronchitis and reduced lung function, as well as damage to the naval cavity. Ingestion of excess nickel results in damage to the stomach, blood, liver, kidneys, and immune system, as well as having adverse effects on reproduction and development. (L41)
Toxicity Summary
Nickel is known to substitute for other essential elements in certain enzmes, such as calcineurin. It is genotoxic, and some nickel compounds have been shown to promote cell proliferation. Nickel has a high affinity for chromatin proteins, particularly histones and protamines. The complexing of nickel ions with heterochromatin results in a number of alterations including condensation, DNA hypermethylation, gene silencing, and inhibition of histone acetylation, which have been shown to disturb gene expression. Nickel has also been shown to alter several transcription factors, including hypoxia-inducible transcription factor, activating transcription factor, and NF-KB transcription factor. There is also evidence that nickel ions inhibit DNA repair, either by directly inhibiting DNA repair enzymes or competing with zinc ions for binding to zinc-finger DNA binding proteins, resulting in structural changes in DNA that prevent repair enzymes from binding. Nickel ions can also complex with a number of cellular ligands including amino acids, peptides, and proteins resulting in the generation of oxygen radicals, which induce base damage, DNA strand breaks, and DNA protein crosslinks. (L41, A40)
안전 데이터
- wgk
- 3
- tsca
- No
- rtecs
- QR6135000
- ridadr
- UN 1325 4.1/PG 2
- HS 번호
- 29319090
- risk_code
- 11-40-45
- hazard_code
- F,Xn,T
- safety_code
- 36/37-45-16-53
- 포장분류
- I
- 위험 등급
- 4.2
- Hazard Classifications
- Carc. 2Flam. Sol. 1Skin Sens. 1STOT RE 1
- 스토리지 클래스
- 4.1B - Flammable solid hazardous materials
화학 및 산업
약리 정보
Metabolism/Metabolites
Nickel is absorbed mainly through the lungs and gastrointestinal tract. Once in the body it enters the bloodstream, where it binds to albumin, L-histidine, and _2-macroglobulin. Nickel tends to accumulate in the lungs, thyroid, kidney, heart, and liver. Absorbed nickel is excreted in the urine, wherease unabsorbed nickel is excreted in the faeces. (L41)
용도 및 제조
응용 분야
용도Bis(1,5-cyclooctadiene)nickel(0) is used as a catalyst for the cycloaddition of 1,3-dienes and is used to catalyze the addition of allyl phenyl sulfide to alkynes leading to 1,4-dienes. Also, it is involved as a catalyst for asymmetric alpha-arylation and heteroarylation of ketones with chloroarenes, stereoselective borylative ketone-diene coupling, cycloaddition of benzamides with internal alkynes and methyl carboxylation of homopropargylic alcohols.
일반 설명Yellow crystals or yellowish green solid.
제조 방법
Bis(1,5-cyclooctadiene)nickel(0) is prepared by reduction of anhydrous nickel(II) acetylacetonate in the presence of the diolefin:Ni(acac)2 + 2 cod + 2 AlEt3 → Ni(cod)2 + 2 acacAlEt2 + C2H6 + C2H4Ni(cod)2 is moderately soluble in several organic solvents. One or both 1,5-cyclooctadiene ligands are readily displaced by phosphines, phosphites, bipyridine, and isocyanides. If exposed to air, the solid oxidizes to nickel(II) oxide. As a result, this compound is generally handled in a glovebox.
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