化工社化工社化学信息打印报告 · 仅供科研参考
(+/-)-B-BUTYROLACTONE
Β-丁内酮 · β-丁内酯 · B-丁内酯 · Β-丁内酯标准品 · BETA-丁内酯 · Β-甲基-Β-丙内酯 · 3-羟基丁酸 Β-内酯 · 4-甲基-β-丙酰内酯
标识与物理属性
| CAS No. | 3068-88-0 |
|---|---|
| 分子式 | C4H6O2 |
| 平均分子量 | 86.09 g/mol |
| 单同位素质量 | 86.03677943 g/mol |
| SMILES | CC1CC(=O)O1 |
| InChIKey | GSCLMSFRWBPUSK-UHFFFAOYSA-N |
| PubChem CID | 18303 |
| ChEMBL | CHEMBL1361205 |
| ChEBI | CHEBI:82296 |
| EC No. | 221-330-3 |
| DTXSID | DTXSID1020223 |
| 中文名 | B-丁内酯 |
化学与物理性质
| XLogP | 0.3 |
|---|---|
| 极性表面积 | 26.3 |
| 氢键供体 | 0 |
| 氢键受体 | 2 |
| 可旋转键 | 0 |
| 重原子 | 6 |
| 形式电荷 | 0 |
| 复杂度 | 77.6 |
| 物质类别 | Other Classes -> LactonesCarcinogens |
| 密度 | 1.0555 at 68 °F (NTP, 1992) - Denser than waterwill sink1.056 g/mL at 25 °C(lit.) |
| 溶解性 | greater than or equal to 100 mg/mL at 73 °F (NTP, 1992)132.7g/L(18 ºC) |
| 闪点 | 140 °F (NTP, 1992) |
| 沸点 | 160 to 163 °F at 29 mmHg (NTP, 1992)71-73 °C29 mm Hg(lit.) |
| 熔点 | -46.3 °F (NTP, 1992)−43.5 °C(lit.) |
| 蒸气压 | 0.5 mmHg at 108 °F5.5 mmHg at 124 °F18.5 mmHg at 163 °F (NTP, 1992)1.65 [mmHg] |
| Physical Description | Beta-butyrolactone is a clear colorless liquid with an acetone-like odor. (NTP, 1992)Clear colorless liquid with an odor like acetone[CAMEO] |
| 折射率 | n20/D 1.411(lit.) |
| 储存条件 | Storage temp. 2-8°C |
| 颜色 | Colorless to Almost colorless |
| 稳定性 | Stable. Incompatible with strong bases, strong oxidizing agents. Flammable. |
| 主要应用 | cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care |
| InChI | InChI=1S/C4H6O2/c1-3-2-4(5)6-3/h3H,2H2,1H3 |
| InChIKey | GSCLMSFRWBPUSK-UHFFFAOYSA-N |
| SMILES | O1C(C)CC1=O |
| CAS 数据库 | 3068-88-0(CAS DataBase Reference) |
| (IARC)致癌物分类 | 2B (Vol. 11, Sup 7, 71) 1999 |
| EPA化学物质信息 | .beta.-Butyrolactone (3068-88-0) |
安全与法规
| GHS 分类 | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P264, P264+P265, P280, P302+P352, P303+P361+P353, P305+P351+P338, P318, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 法规信息 | Chemical: 2-Oxetanone, 4-methyl-Hazard Traits - Carcinogenicity2-Oxetanone, 4-methyl-: Does not have an individual approval but may be used under an appropriate group standardThe 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.) |
| 其他安全信息 | IMAP assessments - 2-Oxetanone, 4-methyl-: Human health tier II assessment |
| 运输标签（DOT） | Flammable Liquid |
| 火灾危害 | This chemical is combustible. (NTP, 1992) |
| 健康危害 | SYMPTOMS: Symptoms of exposure to this compound include irritation of the skin, eyes, mucous membranes and upper respiratory tract. |
| 危害概述 | Highly flammableA skin, eye, mucous membrane, and upper respiratory tract irritantHarmful by ingestion, inhalation, and skin absorption[CAMEO] A moderate skin irritant[RTECS] A skin and strong eye irritantSuspected carcinogen[Sigma-Aldrich MSDS] See Butyrolactone. |
| 反应性基团 | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | BETA-BUTYROLACTONE is incompatible with strong oxidizers and strong bases. It is hydrolyzed by water and aqueous alkali. (NTP, 1992) |
| Air and Water Reactions | Highly flammable. Water soluble |
| Hazard Classes and Categories | Flam. Liq. 3 (100%)Carcinogenicity - category 2Skin corrosion/irritation - Category 2Carcinogenicity - Category 1B |
| 消防 | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992) |
| 急救 | 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. |
| 非火灾泄漏应对 | SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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. |
| Isolation and Evacuation | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Personal Protective Equipment (PPE) | MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. |
| 不良影响 | Neurotoxin - Acute solvent syndrome |
| Carcinogen Classification | beta-ButyrolactoneGroup 2B: Possibly carcinogenic to humansVolume 11: (1976) Cadmium, Nickel, Some Epoxides, Miscellaneous Industrial Chemicals and General Considerations on Volatile Anaesthetics19991998 |
| RAIS Toxicity Values | 0.00029CALEPA1 |
| 水危害等级（WGK） | 3 |
| TSCA 清单状态 | TSCA listed |
| RTECS 号 | RQ8050000 |
| 包装类别 | III |
| 危险类别 | 3.2Carc. 2Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2 |
| 储存类别 | 3 - Flammable liquids |
| 安全说明（S） | 26-36 |
| 海关编码 | 2932.20.5050 |
| 危险品标志 | Xn |
| 危险类别码（R） | 36/38-40 |
| 运输编号（UN） | UN 1993 3/PG 3 |
急性毒性
口服-大鼠 LD50: 17200 微升/公斤
刺激数据
皮肤-兔 500 毫克 中度
可燃性危险特性
热分解排出辛辣刺激烟雾
储运特性
库房通风低温干燥
灭火剂
水, 干粉, 二氧化碳, 泡沫
制备与合成方法
合成方法
B-丁内酯的合成方法多样，一是通过(±)-环氧丙烷合成，合成原料单一，收率高于90%；二是通过异氰酸对硝基苯和(±)-环氧丙烷合成，收率相较于第一种偏低，约为45%。近年，有研究提供了一种金鸡纳碱催化剂催化制备B-丁内酯的方法。首先，金鸡纳碱和硼烷发生硼氢化反应制备得到金鸡纳碱衍生的双官能团催化剂；催化剂催化醛和乙烯酮化合物发生[2+2]加成反应得到目标化合物。所述催化剂是既含有路易斯碱(N)活性中心，又含有路易斯酸(B)活性中心新型双官能团催化剂，将其应用于催化醛和乙烯酮[2+2]加成反应，不仅可以得到B-丁内酯，还可通过调控反应物负载基团得到一系列手性B-丁内酯衍生物。相比较之前的制备方法，该方法催化剂制备过程简短，操作方便，成本低廉。