CAS 645-49-8 cis-Stilbene (HCID 5356785)

概要

Cis-stilbene is an oily yellow liquid. Freezing point 5 °C. Insoluble in water. Soluble in ethanol. Unstable relative to the trans isomer, which is a solid with a melting point of 122-124 °C.

名称と識別子

優先名称: cis-Stilbene
IUPAC: (Z)-stilbene
現地名: cis-スチルベン
英語名: cis-Stilbene
分子式: C14H12
分子量: 180.25

名称と別名

cis-Stilbene(Z)-1,2-Diphenylethene(Z)-Stilbene645-49-8cis-1,2-DiphenylethyleneIsostilbenecis-DiphenyletheneStilbene, (Z)-Z-stilbene[(Z)-2-Phenylethenyl]benzene(Z)-1,2-DiphenylethyleneCCRIS 5932

名称をさらに表示

cis-スチルベン[(Z)-エテン-1,2-ジイル]ビスベンゼン1,1'-[(Z)-1,2-エテンジイル]ビスベンゼン(Z)-1,2-ジフェニルエテン(Z)-スチルベンイソスチルベン(αZ)-スチルベンcis-1,2-ジフェニルエチレンcis-スチルベン, 97%1,1′-[(Z)-1,2-エテンジイル]ビスベンゼン[(1Z)-2-フェニルエテニル]ベンゼンcis-1,2-DiphenyletheneStilbebeNsc66424CIS-BIBENZALCIS-STILBEBEDibenzal(cis)

DTXSID5026049Benzene, 1,1'-(1,2-ethenediyl)bis-, (Z)-HSDB 4270Stilbene, cis-EINECS 211-445-7NSC 66424TTG5048Y3KBenzene, 1,1'-(1Z)-1,2-ethenediylbis-

データベース識別子

CAS: 645-49-8
PubChem CID: 5356785
DTXSID: DTXSID5026049
ChEMBL: CHEMBL393702
ChEBI: CHEBI:36008
UNII: TTG5048Y3K
EC Number: 211-445-7
Nikkaji: J7.069F

物性

構造計算による物性

XLogP: 4.8
極性表面積: 0 Å²
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: 2
重原子数: 14
形式電荷: 0
複雑度: 148

実験および物理化学的性質

Chemical ClassesOther Classes -> Aromatic Hydrocarbons

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Color/Form · 2 件

LIQUID

YELLOW OIL

SolubilityCOMPLETELY SOL IN COLD ABSOLUTE ALCOHOL

Boiling Point · 2 件

293 °F at 13 mmHg (NTP, 1992)

135 DEG @ 10 MM HG

Melting Point · 2 件

41 to 43 °F (NTP, 1992)

1 °C

物理化学的性質

融点: -5 °C · -5°C
沸点: 82 · 82-84 °C0.4 mm Hg(lit.)
比重(密度): 1.011 g/mL · 1.011 g/mL at 25 °C(lit.)
屈折率: 20 · n20/D 1.622(lit.)
闪点: 230 °F · >230 °F
貯蔵温度: 2 · 2-8°C
外見: clear liquid
色: Colorless to Yellow to Green
水溶解度: 水と混和しない。エタノールと混和します。
Merck: 14 · 14,8817
BRN: 1616739 · 1616739
安定性: 安定。可燃性。強力な酸化剤とは相容れない。
InChI: 1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11-
InChIKey: PJANXHGTPQOBST-QXMHVHEDSA-N
SMILES: c1ccc(cc1)\C=C/c2ccccc2
LogP: 4.83 · 4.830 (est)
CAS データベース: 645 · 645-49-8(CAS DataBase Reference)
EPAの化学物質情報: cis-Stilbene (645-49-8)

化学的性質

化学的特性pale yellow liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (88.4%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: Benzene, 1,1'-(1,2-ethenediyl)bis-, (Z)-

Benzene, 1,1'-(1Z)-1,2-ethenediylbis-: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)

Hazards SummaryEffects after intraperitoneal injection of rats include liver changes; TDLo = 361 mg/kg; [RTECS] An irritant; [MSDSonline] See trans-1,2-Diphenylethylene.

Reactive GroupHydrocarbons, Aromatic

Reactivity ProfileCIS-STILBENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release gaseous hydrogen.

Air and Water ReactionsSensitive to prolonged exposure to air and light [Lancaster]. Insoluble in water.

安全と保護具

Fire FightingFires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

First Aid · 1 件

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 · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol 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) · 1 件

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)

毒性情報

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

安全データ

wgk: 3
rtecs: DA0513600
hs_code: 29029090
risk_code: 36/38
消防法: 危-4-3-III
hazard_code: Xi
safety_code: 26-36
ストレージクラス: 10 - Combustible liquids
有毒物質データの: 645-49-8(Hazardous Substances Data)

化学と産業

薬理情報

Metabolism/Metabolites · 3 件

CIS-STILBENE IS CONVERTED VIA THE CIS-EPOXIDE BY RABBIT-LIVER MICROSOMES INTO THREO-1,2-DIPHENYL-1,2-ETHANEDIOL, & TRANS-STILBENE VIA THE TRANS-EPOXIDE INTO THE CORRESPONDING MESO-ISOMER. A SOL FRACTION FROM RABBIT LIVER CATALYZED INTERCONVERSION OF THESE ISOMERIC DIOLS VIA BENZOIN FORMATION.

CIS-STILBENE IS OXYGENATED BY RABBIT-LIVER MICROSOMES TO CIS-STILBENE OXIDE... OBSERVED ONLY AFTER VERY SHORT INCUBATION TIMES. RATIO OF OXYGENASE TO HYDRATASE ACTIVITIES DECR RAPIDLY WITH TIME SO THAT THREO-STILBENE GLYCOL IS MAJOR...PRODUCT.

INCUBATION OF CIS-STILBENE WITH RABBIT LIVER MICROSOMES IN PRESENCE OF NADPH YIELDED THREO-STILBENE GLYCOL & A TRACE OF MESOSTILBENE GLYCOL.

用途と製造

Uses · 2 件

Used as a research chemical; [HSDB]

RESEARCH CHEMICAL

U.S. Exports · 2 件

(1977) No Data

(1979) No Data

U.S. Imports · 2 件

(1977) No Data

(1979) No Data

U.S. Production · 2 件

(1977) NOT COMMERCIALLY PRODUCED IN US

(1979) NOT COMMERCIALLY PRODUCED IN US

Methods of Manufacturing · 1 件

...CIS-FORM BY COPPER-CHROMITE DECARBOXYLATION OF ALPHA-PHENYLCINNAMIC ACID: BUCKLES, WHEELER, ORG SYN COLL VOL IV, 857 (1963). SYNTH OF CIS...FORMS BY WITTIG REACTION & BY DECARBOXYLATION OF PHENYLCINNAMIC ACIDS: WHEELER, BATLLE DE PABON, J ORG CHEM 30, 1473 (1965).

応用分野 · 3 件

用途有機合成用試薬。

使用cis-Stilbene: stilbene and its natural derivatives such as resveratrol and vitisins inhibits Staphylococcus aureus hemolytic activity and biofilm formation without affecting its bacterial growth

一般的な説明Oily yellow liquid. Freezing point 5°C. Insoluble in water. Soluble in ethanol. Unstable relative to the trans isomer, which is a solid with a melting point of 122-124°C.

調製方法

純化方法Purify it by chromatography on alumina using hexane and distil it under vacuum. (The final product contains ca 0.1% of the trans-isomer.) [Lewis et al. J Am Chem Soc 107 203 1985, Saltiel J Phys Chem 91 2755 1987, Beilstein 5 H 630.]