化工社化工社 化学情報印刷レポート · 研究参考用
1,4-ジブロモベンゼン
1,4-ジブロモベンゼン · 1,4-フェニレンジブロミド · p-ジブロモベンゼン · １，４ジブロモベンゼン · P‐ジブロモベンゼン · dibromobenzene · P-DIBROMOBENZENE · 1,4-Dibrombenzol
識別子と物理属性
| CAS No. | 106-37-6 |
|---|---|
| 分子式 | C6H4Br2 |
| 平均分子量 | 235.9 g/mol |
| 単同位体質量 | 233.86798 g/mol |
| SMILES | Brc1ccc(Br)cc1 |
| InChIKey | SWJPEBQEEAHIGZ-UHFFFAOYSA-N |
| PubChem CID | 7804 |
| ChEMBL | CHEMBL195407 |
| ChEBI | CHEBI:37150 |
| EC No. | 203-390-2 |
| DTXSID | DTXSID4024012 |
| 現地名 | 1,4-ジブロモベンゼン |
化学・物理的性質
| XLogP | 3.8 |
|---|---|
| 極性表面積 | 0 |
| 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 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 54 |
| LogP（分配係数） | Log Kow= 3.79 |
| 臭い | ODOR OF XYLENE |
| 密度 | 0.9641 @ 99.6 °C1.841 g/mL at 25 °C (lit.) |
| Color/Form | PLATESCOLORLESS CRYSTALS |
| 溶解度 | SOLUBLE IN TOLUENE, VERY SOL IN HOT TOLUENEVERY SOLUBLE IN CARBON DISULFIDEPratically insoluble in watersol in about 70 parts alcoholsol in benzene, chloroformvery sol in ether> 10% in acetone> 10% in benzeneFor more Solubility (Complete) data for P-DIBROMOBENZENE (8 total), please visit the HSDB record page.アルコール、ベンゼン、クロロホルム、トルエン、四塩化炭素に可溶。エーテルに不溶。実質的に不溶 |
| 沸点 | 220.40 °C219 °C (lit.) |
| Decomposition | MODERATELY DANGEROUSWHEN HEATED TO DECOMPOSITION, IT EMITS TOXIC FUMES OF /HYDROGEN BROMIDE/. |
| 融点 | 87.3 °C83-87 °C (lit.) |
| 蒸気密度 | 8.1 (Air= 1) |
| 蒸気圧 | 0.05 [mmHg]0.0575 mm Hg @ 25 °C0.134 at 35 °C (Hine et al., 1963) |
| 屈折率 | INDEX OF REFRACTION: 1.5743 @ 99.3 °C/D1.5742 |
| Heat of Vaporization | 13,047.8 g cal/g mole |
| 引火点 | 219-220°C |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| 外観・状態 | クリスタル |
| 色 | 無色～ほぼ白色 |
| Merck | 14,3019 |
| BRN | 1904543 |
| ヘンリー定数 | 5.0 x 10-4 atmm3/mol at 25 °C (Hine and Mookerjee, 1975) |
| 誘電率 | 8.8(20℃) |
| 安定性 | 安定。可燃性。強力な酸化剤とは相容れない。 |
| InChI | 1S/C6H4Br2/c7-5-1-2-6(8)4-3-5/h1-4H |
| InChIKey | SWJPEBQEEAHIGZ-UHFFFAOYSA-N |
| SMILES | Brc1ccc(Br)cc1 |
| CAS データベース | 106-37-6(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzene, 1,4-dibromo-(106-37-6) |
| EPAの化学物質情報 | p-Dibromobenzene (106-37-6) |
化学的特性
1,4-dibromobenzene is a dibromobenzene. It is a white or off-white powder. freely soluble in hot ethanol, acetone, ether and hot benzene, soluble in ethanol and benzene, insoluble in water. It has a strong smell similar to that of the lighter chlorine analogue. It can be used as a precursor to the dye 6,6-Dibromoindigo.
安全性と法規制
| GHS 分類 | WarningH315 (98.5%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (98.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (95.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H400 (68.2%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H411 (21.2%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 66 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: Benzene, 1,4-dibromo-TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.Status: Active Update: 30-10-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/258121,4-Dibromobenzene: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | A skin and eye irritant[eChemPortal: ERMA] An irritantMay cause kidney and liver injury[MSDSonline] See Bromobenzene. See p-Dichlorobenzene. |
| DOT Emergency Guidelines | /GUIDE 129: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Dibromobenzene/ |
用途
用途
農薬?医薬?染料中間体 (NITE CHRIP)
使用
1,4-Dibromobenzene is used in the synthesis of 2,5-dibromoacetophenone, triarylamines and trans- stilbenes. It is widely used as a heavy liquid solvent as well as a motor oil additive. It finds application as an intermediate in the manufacture of organic chemicals such as dyes, pharmaceuticals and flame retardants for polymeric materials.
製法・合成法
純化方法
Steam distil the dibromobenzene , then crystallise it from EtOH or MeOH and dry it in the dark under vacuum. Purify it by zone melting. [Beilstein 5 IV 683.]