1,4-Butanediol
1,4-부탄디올 · 1,4-디하이드록시부탄 · 1,4-Dihydroxybutane,뷰틸렌글리콜 · 1,4-뷰테인디올 · 1,4-테트라메틸렌글리콜 · 부틸렌글리콜 · 테트라메틸렌1,4-디올 · 1,4-뷰테인다이올
식별자 및 물리적 특성
| CAS No. | 110-63-4 |
|---|---|
| 분자식 | C4H10O2 |
| 평균 분자량 | 90.12 g/mol |
| 단동위원소 질량 | 90.06807956 g/mol |
| SMILES | OCCCCO |
| InChIKey | WERYXYBDKMZEQL-UHFFFAOYSA-N |
| PubChem CID | 8064 |
| ChEMBL | CHEMBL171623 |
| ChEBI | CHEBI:41189 |
| EC No. | 203-786-5 |
| DTXSID | DTXSID2024666 |
| 현지명 | 1,4-부탄디올 |
화학 및 물리적 성질
| XLogP | -0.8 |
|---|---|
| 극성 표면적 | 40.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 6 |
| 형식 전하 | 0 |
| 복잡도 | 17 |
| 녹는점 | 16 °C (lit.) |
| 끓는 점 | 230 °C (lit.) |
| 밀도 | 1.017 g/mL at 25 °C (lit.) |
| 증기 밀도 | 3.1 (vs air) |
| 증기압 | <0.1 hPa (20 °C) |
| 굴절률 | n20/D 1.445(lit.) |
| 인화점 | 135 °C |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 14.73±0.10(Predicted) |
| 색상 | 무색의 |
| 냄새 | 냄새 없는 |
| pH | 7-8 (500g/l, H2O, 20℃) |
| 폭발한계 | 1.95-18.3%(V) |
| 용해도 | 혼용 가능 |
| 비열 | Cp(liquid): 2.22 J/(g·K), at 25℃ |
| BRN | 1633445 |
| 헨리 상수 | 3.5×104 mol/(m3Pa) at 25℃, Burkholder et al. (2019) |
| 유전율 | 30.0(30℃) |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제, 무기산, 산 염화물, 산 무수물과 호환되지 않습니다. |
| 화장품 원료 기능 | 용제 |
| InChI | 1S/C4H10O2/c5-3-1-2-4-6/h5-6H,1-4H2 |
| InChIKey | WERYXYBDKMZEQL-UHFFFAOYSA-N |
| SMILES | OCCCCO |
| LogP(분배 계수) | -0.88 at 25℃ |
| 표면장력 | 45.33mN/m at 298.15K |
| NIST | 1,4-Butanediol(110-63-4) |
| EPA | 1,4-Butanediol (110-63-4) |
화학적 성질
1,4-butanediol (1,4-BD) is a colorless, viscous liquid derived from butane by placement of alcohol groups at each end of its molecular chain and is one of four stable isomers of butanediol.the hydroxyl function of each end group of the Butanediol reacts with different mono- and bifunctional reagents: for example with dicarboxylic acids to polyesters, with diisocyanates to polyurethanes, or with phosgene to polycarbonates. 1.4-Butanediol (BDO) is a high-quality intermediate. BDO and its derivatives are widely used for producing plastics, solvents, electronic chemicals and elastic fibers. Additionally BDO is also a building block for the synthesis of polyesterpolyols and polyetherpolyols. BASF is the most significant producer of 1,4-Butanediol and its derivatives worldwide.
안전 및 규제
| 수질 위해 등급(WGK) | 1 |
|---|---|
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | EK0525000 |
| 독성 | LD50 orally in Rabbit: 1525 mg/kg LD50 dermal Rabbit > 2000 mg/kg |
| 관세 코드 | 29053980 |
| 위험 문구(R) | 22-67 |
| 위험 표시 | Xn |
| 안전 문구(S) | 36-23-24/25 |
| 기존화학 물질 | KE-03788 |
| 자연 발화 온도 | 698 °F |
| 위험 등급 | Acute Tox. 4 OralSTOT SE 3 |
| 저장 분류 | 10 - Combustible liquids |
| 유해 물질 데이터 | 110-63-4(Hazardous Substances Data) |
용도
용도
Butanediol and its derivatives is used in a broad spectrum of applications in the chemical industry; amongst others in the manufacturing of technical plastics, polyurethanes, solvents, electronic chemicals and elastic fibres. 1,4-Butanediol is used in the synthesis of epothilones, a new class of cancer drugs. Also used in the stereoselective synthesis of (-)-Brevisamide. 1,4-Butanediol's largest use is within tetrahydrofuran (THF) production, used to make polytetramethylene ether glycol, which goes mainly into spandex fibers, urethane elastomers, and copolyester ethers. It is commonly used as a solvent in the chemical industry to manufacture gamma-butyrolactone and elastic fibers like spandex. It is used as a cross-linking agent for thermoplastic urethanes, polyester plasticizers, paints and coatings. It undergoes dehydration in the presence of phosphoric acid yielded teterahydrofuran, which is an important solvent used for various applications. It acts an intermediate and is used to manufacture polytetramethylene ether glycol (PTMEG), polybutylene terephthalate (PBT) and polyurethane (PU). It finds application as an industrial cleaner and a glue remover. 1,4-butanediol is also used as a plasticiser (e.g. in polyesters and cellulosics), as a carrier solvent in printing ink, a cleaning agent, an adhesive (in leather, plastics, polyester laminates and polyurethane footwear), in agricultural and veterinary chemicals and in coatings (in paints, varnishes and films).
일반 설명
Odorless colorless liquid or solid (depending upon temperature).
제조 및 합성 방법
생산 방법
Methods of manufacturing: The most prevalent 1,4-BD production route worldwide is BASF's Reppe process, which reacts acetylene and formaldehyde. Acetylene reacts with two equivalents of formaldehyde to form 1,4-butynediol, also known as but-2-yne- 1,4-diol. Hydrogenation of 1,4-butynediol gives 1,4-butanediol. 1,4-BD is also made on a large industrial scale by continuous hydrogenation of the 2-butyne- 1,4-diol over modified nickel catalysts. The one-stage flow process is carried out at 80 - 160°C and 300 bar. Mitsubishi uses a three-step process: (1) the catalytic reaction of butadiene and acetic acid yields 1,4-diacetoxy-2-butene; (2) subsequent hydrogenation gives 1,4-diacetoxybutane; and (3) hydrolysis leads to 1,4-butanediol.