化工社化工社 化学情報印刷レポート · 研究参考用
α-ブロモ-o-キシレン
α-ブロモ-o-キシレン · (o-トリルメチル)ブロミド · o-キシリルブロミド · 2-(ブロモメチル)トルエン · 1-メチル-2-(ブロモメチル)ベンゼン · 2-メチルベンジルブロミド · o-メチルベンジルブロミド · 1-ブロモメチル-2-メチルベンゼン
識別子と物理属性
| CAS No. | 28777-60-8 |
|---|---|
| 分子式 | C8H9Br |
| 平均分子量 | 185.06 g/mol |
| 単同位体質量 | 183.98876239 g/mol |
| SMILES | Cc1ccccc1CBr |
| InChIKey | WGVYCXYGPNNUQA-UHFFFAOYSA-N |
| PubChem CID | 6992 |
| EC No. | 201-951-6 |
| DTXSID | DTXSID00870422 |
| 現地名 | α-ブロモ-o-キシレン |
化学・物理的性質
| XLogP | 3 |
|---|---|
| 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 | 1 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 80.6 |
| 物質分類 | Other Classes -> Halogenated Monoaromatics |
| SpringerMaterials Properties | Nuclear quadrupole resonance spectroscopy |
| 密度 | 1.381 g/cu cm at 23 °C1.381 g/mL at 25 °C(lit.) |
| Color/Form | Prisms |
| 溶解度 | Insoluble in waterPractically insol in watersol in alcohol, etherSoluble in acetone, benzene, organic solvents実質的に不溶 |
| 引火点 | 82 °C (180 °F) - closed cup |
| 沸点 | 217 °CBP: 223-234 °C216-217 °C at 742 mm Hg102 °C at 15 mm Hg216-217 °C742 mm Hg(lit.) |
| Decomposition | Hazardous decomposition products formed under fire conditions. - Carbon oxides, Hydrogen bromide gas |
| 融点 | 21 °C16-20 °C(lit.) |
| 蒸気圧 | 0.15 [mmHg] |
| 屈折率 | Index of refraction: 1.5730 at 27 °C/Dn20/D 1.575(lit.) |
| Physical Description | Prisms[Merck Index] Colorless liquid with melting point of 18-20 deg C[MSDSonline] |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | clear liquid |
| 色 | Colorless to Light yellow |
| Merck | 14,10090 |
| BRN | 636333 |
| ヘンリー定数 | 1.3×10-2 mol/(m3Pa) at 25℃, HSDB (2015) |
| InChI | 1S/C8H9Br/c1-7-4-2-3-5-8(7)6-9/h2-5H,6H2,1H3 |
| InChIKey | WGVYCXYGPNNUQA-UHFFFAOYSA-N |
| SMILES | Cc1ccccc1CBr |
| CAS データベース | 89-92-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzene, 1-(bromomethyl)-2-methyl-(89-92-9) |
化学的特性
clear yellow liquid
安全性と法規制
| GHS 分類 | DangerH314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P271, P280, P284, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P320, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Benzene, 1-(bromomethyl)-2-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 火災の可能性 | Slight, when exposed to heat or flame. |
| 有害性の概要 | Powerful lachrymator[Merck Index] Toxic by inhalation and ingestionA strong irritant[Hawley] Toxic by inhalationCauses burnsMay cause pneumonitis and pulmonary edema after inhalation of high concentrations[MSDSonline] |
| Hazard Classes and Categories | Skin Corr. 1B (100%) |
| Shipment Methods and Regulations | No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article. |
| Shipping Name/ Number DOT/UN/NA/IMO | UN 1701Xylyl bromide, liquidUN 3417Xylyl bromide, solidIMO 6.1 |
| Hazardous Reactivities and Incompatibilities | Alcohols, Bases, Amines, Oxidizing agents |
| 消火手順 | For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spraysolid streams of water may be ineffective. Cool all affected containers with flooding quantities of water.Use water spray to cool unopened containers.Wear self contained breathing apparatus for fire fighting if necessary.If material on fire or involved in fire: Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. Cool all affected containers with flooding quantities of water. Use water spray to knock-down vapors. /Xylyl bromide, liquidXylyl bromide, solid/Personnel protection: ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Xylyl bromide, liquid |
| 保管条件 | Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. |
| 清掃方法 | Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas.Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal.Prevent further leakage or spillage if safe to do so. Do not let product enter drains. |
| 処分方法 | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 qualitypotential migration in soil or watereffects on animal and plant lifeand conformance with environmental and public health regulations.Contaminated packaging: Dispose of as unused product.This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. |
| Preventive Measures | Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the buildup of electrostatic charge.In case of skin contact: Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water.If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Use water spray to knock-down vapors. /Xylyl bromide, liquidXylyl bromide, solid/Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. ... If contact with the material anticipated, wear appropriate chemical protective clothing. /Xylyl bromide, liquid |
| Personal Protective Equipment (PPE) | Wear protective gloves/ protective clothing/ eye protection/ face protection.Complete suit protecting against chemicals.Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.For more Personal Protective Equipment (PPE) (Complete) data for O-XYLYL BROMIDE (6 total), please visit the HSDB record page. |
| Treatment | EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration. |
| 健康影響 | Strong lachrymator. Strong irritant to eyes, skin and soft tissues. Highly toxic if inhaled, swallowed or absorbed through skin |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 730(SRC), determined from a structure estimation method(2), indicates that o-xylyl bromide is expected to have low mobility in soil(SRC). Volatilization of o-xylyl bromide from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.6X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). o-Xylyl bromide is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.15 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). However, due to a reported hydrolysis half-life of 3.4 hours at 20 °C for o-xylyl bromide(4) adsorption, volatilization, and biodegradation are not expected to be important environmental fate processes in moist soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 730(SRC), determined from a structure estimation method(2), indicates that o-xylyl bromide is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 7.6X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 6 hrs and 6 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 85(SRC), from an estimated log Kow of 3.43(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). However, due to a reported hydrolysis half-life of 3.4 hours at 20 °C for o-xylyl bromide(6) adsorption, volatilization, bioconcentration, and biodegradation are not expected to be important environmental fate processes in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), o-xylyl bromide, which has an estimated vapor pressure of 0.15 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase o-xylyl bromide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 4.3 days(SRC), calculated from its rate constant of 3.7X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). o-Xylyl bromide does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| 有害作用 | Dermatotoxin - Skin burns. |
| 暴露経路 | Oral (L626)inhalation (L626)dermal (L626) |
| 毒性の概要 | Organobromide compounds such as o-Xylyl bromide are strong alkylating agents. Consequently they can readily modify free thiols (cysteines) and methionine residues of the surfaces of proteins leading to the disruption of enzyme, transporter or membrane functions. One of the most probable protein targets is the TRPA1 ion channel that is expressed in sensory nerves (trigeminal nerve) of the eyes, nose, mouth and lungs. |
| Signs and Symptoms | Causes severe eye and skin burns. Irritating to eyes, skin, and respiratory system. Acute exposure (ingestion or inhalation) can lead to coma, nausea, vomiting, and metabolic acidosis may occur. |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc of o-xylyl bromide can be estimated to be 730(SRC). According to a classification scheme(2), this estimated Koc value suggests that o-xylyl bromide is expected to have moderate mobility in soil. However, due to a reported hydrolysis half-life of 3.4 hours at 20 °C for o-xylyl bromide(3) adsorption is not expected to be important environmental fate processes in moist soil(SRC). |
| Human Toxicity Excerpts | /OTHER TOXICITY INFORMATION/ Powerful lacrimator./OTHER TOXICITY INFORMATION/ ... Strongly lacrimatory. /Xylyl bromides/ |
| Artificial Pollution Sources | o-Xylyl bromide's production and presense in a mixture with the p- and m-isomers in organic synthesis(1) may result in its release to the environment through various waste streams. Its use in mixture with p- and m-isomers as a tear gas will result in its direct release to the environment(SRC). |
| Carcinogen Classification | No indication of carcinogenicity (not listed by IARC). (L135) |
| Environmental Bioconcentration | An estimated BCF of 85 was calculated in fish for o-xylyl bromide(SRC), using an estimated log Kow of 3.43(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). However, due to a reported hydrolysis half-life of 3.4 hours at 20 °C for o-xylyl bromide(3) bioconcentration is not expected to be important environmental fate processes in water(SRC). |
| F | 19 |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | CY9039100 |
| 輸送番号（UN） | UN 1701 6.1/PG 2 |
| 税関コード | 29036990 |
| 危険文句（R） | 36/37/38-34-20/21/22 |
| 消防法 | 危-4-3-III |
| 危険表示 | C |
| 安全措置（S） | 26-36/37/39-45 |
| 危険等級 | 6.1Skin Corr. 1B |
| 包装等級 | II |
| 貯蔵分類 | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| 有害物質データ | 89-92-9(Hazardous Substances Data) |