다이-n-뷰틸아민
다이-n-뷰틸아민 · 다이-n-뷰틸아민(디-n-뷰틸아민) · 디-n-부틸아민 · 디부틸아민 · 다이뷰틸아민 · N-부틸-1-부탄아민 · N,N-디부틸아민 · N-디부틸아민
식별자 및 물리적 특성
| CAS No. | 111-92-2 |
|---|---|
| 분자식 | C8H19N |
| 평균 분자량 | 129.24 g/mol |
| 단동위원소 질량 | 129.15174961 g/mol |
| SMILES | CCCCNCCCC |
| InChIKey | JQVDAXLFBXTEQA-UHFFFAOYSA-N |
| PubChem CID | 8148 |
| ChEMBL | CHEMBL3184528 |
| EC No. | 203-921-8 |
| DTXSID | DTXSID7024952 |
| 현지명 | 다이-n-뷰틸아민 |
화학 및 물리적 성질
| XLogP | 2.8 |
|---|---|
| 극성 표면적 | 12 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 6 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 37.8 |
| 물질 분류 | Nitrogen Compounds -> Amines, AliphaticCorrosives |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| 농약 | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| LogP(분배 계수) | log Kow= 2.832.68 |
| 냄새 | AMMONIA-LIKE ODOR약한 암모니아. |
| 밀도 | 0.759 at 68 °F (USCG, 1999) - Less dense than waterwill float0.7601 @ 20 °C/4 °CDensity (at 20 °C): 0.76 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.010.7613 @ 20°C0.767 g/mL at 25 °C(lit.) |
| Color/Form | LiquidColorless |
| 용해도 | Soluble (NTP, 1992)Sol in alcoholVery sol in ether and ethanolsol in acetone3500 mg/l in water @ 25 °CSolubility in water, g/100ml: 0.35 (slightly soluble)물: 20°C에서 용해성3.8g/L |
| 인화점 | 125 °F (NTP, 1992)57 °C57 °C (open cup)51.6 °C (open cup)47 °C106 °F |
| 끓는 점 | 318 to 320 °F at 760 mmHg (NTP, 1992)159-160 °C159 °C159.6 °C @760 [mm Hg]159 °C(lit.) |
| Decomposition | When heated to decomp it emits toxic fumes of /nitrogen oxides/.Products of decomposition include carbon monoxide, carbon dioxide, hydrocarbons, & oxides of nitrogen as well as amine vapors. |
| 녹는점 | -76 to -74 °F (NTP, 1992)-60 to -59 °C-61.9 °C−62 °C(lit.) |
| 증기 밀도 | 4.46 (vs air) |
| 증기압 | 1.9 mm Hg ( 20 °C) |
| 굴절률 | n20/D 1.417(lit.) |
| 저장 조건 | Store below +30°C. |
| pKa(산도 계수) | 11.25(at 21℃) |
| 물리적 상태 | 액체 |
| 색상 | 하얀색 |
| pH | 11.1 (1g/l, H2O, 20℃) |
| 폭발한계 | 0.6-6.8%(V) |
| 용해도 | 4.05g/L(25℃) |
| 비열 | Cp(liquid): 2.27 J/(g·K), at 25℃ |
| Merck | 14,3032 |
| BRN | 506001 |
| 헨리 상수 | 1.3×10-1 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 유전율 | 3.0(20℃) |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제, 대부분의 일반적인 금속, 강산과 호환되지 않습니다. 증기는 표면 위로 흘러 먼 발화원까지 흘러갈 수 있습니다. 공기와 폭발성 혼합물을 형성할 수 있음. |
| InChI | 1S/C8H19N/c1-3-5-7-9-8-6-4-2/h9H,3-8H2,1-2H3 |
| InChIKey | JQVDAXLFBXTEQA-UHFFFAOYSA-N |
| SMILES | CCCCNCCCC |
| LogP(분배 계수) | 2.1 at 23℃ |
| NIST | 1-Butanamine, N-butyl-(111-92-2) |
| EPA | Dibutylamine (111-92-2) |
화학적 성질
Dibutylamine is a colorless liquid with an odor of ammonia.
안전 및 규제
| GHS 분류 | DangerH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P361+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P361+P364, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 규제 정보 | Chemical: 1-Butanamine, N-butyl-1-Butanamine, N-butyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanamine, N-butyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 01-07-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/135271-Butanamine, N-butyl-: 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.) |
| 운송 라벨(DOT) | Corrosive Flammable Liquid |
| 화재 위험 | Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires. (USCG, 1999)· Flammable/combustible material.Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 47 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion on contact with strong acids or strong oxidizing agents. |
| 화재 가능성 | FLAMMABLE LIQUID WHEN EXPOSED TO HEAT OR FLAME ... . |
| 건강 유해성 | Inhalation causes irritation of nose, throat, and lungscoughingnauseaheadache. Ingestion causes irritation of mouth and stomach. Contact with eyes causes irritation. Contact with skin causes irritation and dermatitis. (USCG, 1999) |
용도
용도
Dibutylamine is a secondary dialkylamine. It is a versatile intermediate with a variety of applications.Dibutylamine is extensively used in palladium-catalyzed cross-coupling with aryl halides to synthesize arylamines, popularly known as Buchwald–Hartwig amination.It can be used in the oxone-mediated annulation of 2-aminobenzamides and 1,2-diaminobenzenes to synthesize 2,3-dihydroquinazolin-4(1H)-ones and 1H-benzimidazoles, respectively.It can also be used in the one-pot multicomponent reactions to synthesize tetra- and penta-substituted polyfunctional dihydropyrroles.Dibutylamine was employed as organocatalyst during the synthesis of 2-amino-3-cyano-4H-chromen-4-ylphosphonates via Knoevenagel, Pinner and phospha-Michael reactions. Di-n-butylamine (Dibutylamine) may be used to investigate the performance of a dry sampler, with an impregnated denuder in series with a glass fibre filter for airborne isocyanates. It was used in the preparation of 1M dibutylammonium phosphate buffer.
일반 설명
Dibutylamine appears as a yellow-colored liquid with a amine-like odor. Denser than water. Very corrosive, may burn skin, eyes, and mucous membranes. Flash point 125 °F. Combustible. Produce toxic oxides of nitrogen when burned. Used to make other chemicals.
제조 및 합성 방법
생산 방법
n-Dibutylamine is prepared by two major methods. The first involves passing ammonia and butanol over an alumina or silica catalyst at a temperature of 300-500°C and under pressure. The second method employs passing ammonia, butanol, and hydrogen over a dehydrogenation catalyst. In each instance the resulting mixtures are separated by continuous distillation and extraction (Schweizer et al 1978). n-Dibutylamine can also be prepared from butyl bromide and ammonia or by reaction of butyl chloride and ammonia (HSDB 1989). The amine also is naturally present in food (Neurath et al 1977) and its emissions are produced in soil and sewage. The amine is also found in the expired air of normal, healthy, nonsmoking adults (Krotoszynski et al 1979). N-Nitrosamines and their precursors including n-dibutylamine are present in rubber products in which the accelerators and stabilizers used in the vulcanization process were derived from dialkylamines. Analysis of a single extraction of rubber nipples and baby pacifiers with artificial saliva (containing sodium nitrite) showed n-dibutylamine levels up to 3890 p.p.b. and N-nitrosodibutylamine concentrations as high as 427 p.p.b. (Thompson et al 1984).