부티릴클로라이드
N-뷰티릴클로라이드 · 부티릴클로라이드 · 염화부티릴 · N-뷰티릴 클로라이드 · N-BUTYRYL CHLORIDE · BUTANOYL CHLORIDE · butyryl · BUTYRIC ACID CHLORIDE
식별자 및 물리적 특성
| CAS No. | 141-75-3 |
|---|---|
| 분자식 | C4H7ClO |
| 평균 분자량 | 106.55 g/mol |
| 단동위원소 질량 | 106.01854252 g/mol |
| SMILES | CCCC(=O)Cl |
| InChIKey | DVECBJCOGJRVPX-UHFFFAOYSA-N |
| PubChem CID | 8855 |
| ChEMBL | CHEMBL1300263 |
| EC No. | 205-498-5 |
| DTXSID | DTXSID5024710 |
| 현지명 | 부티릴클로라이드 |
화학 및 물리적 성질
| XLogP | 1.6 |
|---|---|
| 극성 표면적 | 17.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 6 |
| 형식 전하 | 0 |
| 복잡도 | 51.5 |
| 물질 분류 | Toxic Gases & Vapors -> Other Toxic Gases & VaporsFlammable agents - 3rd degree |
| SpringerMaterials Properties | Coriolis coupling |
| 냄새 | Pungent acid chloride odorSharp odor자극적인 냄새 |
| 밀도 | 1.0277 at 68 °F (USCG, 1999) - Denser than waterwill sink1.0263 at 20.6 °C/4 °C1.026 g/mL at 25 °C(lit.) |
| Color/Form | Colorless liquid |
| 용해도 | Reaction (NTP, 1992)Dissolves slowly with decomposition in waterDissolves slowly with decomposition in alcoholmiscible with ether에테르와 혼합 가능. |
| Corrosivity | Corrosive to metals |
| 인화점 | 71 °F (NTP, 1992)18 °C (64 °F) - closed cup |
| 끓는 점 | 216 °F at 760 mmHg (NTP, 1992)101-102 °C102 °C(lit.) |
| Decomposition | Dissolves slowly with decomposition in water, alcohol. |
| 녹는점 | -128 °F (NTP, 1992)-89 °C−89 °C(lit.) |
| 증기 밀도 | 3.67 (vapor specific gravity)3.7 (vs air) |
| 증기압 | 39 hPa (20 °C) |
| 굴절률 | n20/D 1.412(lit.) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| 색상 | 약간 노란색으로 맑음 |
| 폭발한계 | 2.5-7.3%(V) |
| 용해도 | 물에서 분해되다 |
| Merck | 14,1598 |
| BRN | 605395 |
| InChI | 1S/C4H7ClO/c1-2-3-4(5)6/h2-3H2,1H3 |
| InChIKey | DVECBJCOGJRVPX-UHFFFAOYSA-N |
| SMILES | CCCC(Cl)=O |
| LogP(분배 계수) | 0.51 at 25℃ |
| NIST | Butanoyl chloride(141-75-3) |
| EPA | Butanoyl chloride (141-75-3) |
화학적 성질
Butyryl chloride is a colorless to light yellow liquid with a strong pungent odor. It undergoes vigorous hydrolysis with water; decomposes in water; soluble in almost aprotic organic solvents. It is used as an intermediate for organic synthesis for the preparation of pharmaceuticals, agrochemicals, dyes, cellulose esters, and peroxide compounds.
안전 및 규제
| GHS 분류 | DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P234, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P370+P378, P390, P403+P233, P403+P235, P405, P406, and P501 (click each P-code to see the statement) |
|---|---|
| Hazards Identification | Water-reactive material (WR) |
| 규제 정보 | Chemical: Butanoyl chlorideStatus: Active Update: 02-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5853Butyryl chloride: 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.) |
| 기타 안전 정보 | IMAP assessments - Butanoyl chloride: Human health tier I assessment |
| 운송 라벨(DOT) | Flammable Liquid Corrosive |
| 화재 위험 | Special Hazards of Combustion Products: Emits toxic fumes of chlorine gas (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
| 화재 가능성 | Flammable ... . |
| 건강 유해성 | Extremely destructive to the mucous membranes, upper respiratory tract, eyes, and skin. Inhalation may cause death as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. (USCG, 1999)· TOXIC and/or CORROSIVEinhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. |
| 유해성 요약 |
용도
용도
Butyryl chloride is used as an intermediate for the synthesis of active pharmaceutical ingredients benzoyl peroxide, t-butyl perbenzoate, and benzophenone. It is also used as an acylation reagent. Further, it is used in the preparation of peroxides such as benzoyl peroxide, benzophenone and t-butyl perbenzoate. In addition to this, it is involved in the preparation of chromones and antiproliferative agents. Butyryl chloride has been used to esterify wood meal dissolved in the ionic liquid, 1-butyl-3-methylimidazolium chloride.
일반 설명
A clear colorless liquid with a sharp odor. Slightly denser than water. Flash point near 20°F. Severely irritates skin, eyes, and mucous membranes. Used to make other chemicals.
제조 및 합성 방법
제조 방법
Butyryl chloride is obtained by the reaction of butyric acid with thionyl chloride. Heat the thionyl chloride to reflux, add butyric acid dropwise over approximately 4 hours, reflux for another hour, then distill. Collect the fraction at 95–115°C, redistill once, and collect the fraction at 101–105°C to obtain the final product, with a yield of over 70%. Phosphorus trichloride can also be added to the reaction, yielding a 75% yield.