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CAS RN: 540-80-7 | 제품번호: N0357
tert-Butyl Nitrite
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•보관 조건은 예고없이 변경 될 수 있습니다. 제품 보관 조건의 최신 자료는 홈페이지에 기재되어 있으니 양해 부탁드립니다.
•본건의 원가격은 한국 대리점의 예상 판매가격입니다.자세한 정보가 필요하시면 연락해 주십시오.( SEJIN CI Co., Ltd. (한국총대리점) 전화 : 02-2655-2480 이메일 : sales@sejinci.co.kr)
•보관 조건은 예고없이 변경 될 수 있습니다. 제품 보관 조건의 최신 자료는 홈페이지에 기재되어 있으니 양해 부탁드립니다.
| 제품번호 | N0357 |
| Purity/Analysis Method | >90.0%(GC) |
| M.F. / M.W. | C__4H__9NO__2 = 103.12 |
| 물리적 상태 (20 ℃) | Liquid |
| 보관 조건 | Refrigerated (0-10°C) |
| 불활성 가스 하에서 보관 | Store under inert gas |
| 피해야 할 조건 | Light Sensitive,Air Sensitive,Heat Sensitive |
| CAS RN | 540-80-7 |
| Reaxys-RN | 1209339 |
| PubChem Substance ID | 87573709 |
| SDBS | 3977 |
| Merck Index (14) | 1583 |
| MDL 번호 | MFCD00002055 |
규격표
| Appearance | Colorless to Yellow to Orange clear liquid |
| Purity(GC) | min. 90.0 % |
물성치(참고치)
| bp | 63 °C |
| flp | -13 °C |
| 비중 | 0.87 |
| 굴절률 | 1.37 |
| Solubility in water | Slightly soluble, Decomposes in contact with water |
| Solubility (miscible with) | Alcohol |
GHS
| 픽토그램 |
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| 신호 워드 | Danger |
| 위험물 및 유해 등록 | H302 + H332 : Harmful if swallowed or if inhaled. H370 : Causes damage to organs. H225 : Highly flammable liquid and vapor. |
| 주의 사항 | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray. P270 : Do not eat, drink or smoke when using this product. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. P403 + P235 : Store in a well-ventilated place. Keep cool. P405 : Store locked up. |
법규 정보
| RTECS # | RA0802000 |
운송 정보
| UN 번호 | UN2351 |
| 등급 | 3 |
| 포장 그룹 | II |
| HS 번호* | 2920.90-000 |
Application
TCI Practical Example: Sandmeyer Reaction Using tBuONO
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Used Chemicals
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Procedure
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To a solution of p-anisidine (123 mg, 1.0 mmol), p-TsOH-H2O (190 mg, 1.0 mmol, 1.0 eq.), KI (415 mg, 2.5 mmol, 2.5 eq.) in acetonitrile (5 mL) was added dropwise tBuONO (0.30 mL, 2.5 mmol, 2.5 eq.) at 0 °C and the mixture was stirred at same temperature for 30 min. Then the reaction mixture was heated 60 °C and stirred for 4 h. After quenching with water (15 mL), it was extracted with ethyl acetate (15 mL x 3) and the organic layer was washed with 2 mol/L HCl aq. (15 mL), sat. NaHCO3 aq. (15 mL), brine (15 mL), dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography (on silica gel, ethyl acetate:hexane = 1:4) to give 4-iodeanisole as a red solid (202 mg, 86% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by UPLC.
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Analytical Data
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4-iodeanisole
1H NMR (400 MHz, CDCl3); δ 7.56 (d, J = 8.0 Hz, 2H), 6.68 (d, J = 8.0 Hz, 2H), 3.78 (s, 3H).
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Lead Reference
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- A New, One-Step, Effective Protocol for the Iodination of Aromatic and Heterocyclic Compounds via Aprotic Diazotization of Amines
Application
Generation of Benzynes using tert-Butyl Nitrite and Click Reaction with Aromatic Azides
Reference
- Benzyne Click Chemistry with in Situ Generated Aromatic Azides
Application
Sandmeyer-type Halogenation Reaction
Typical Procedure:
1. Chlorination:1)
To a mixture of copper(II)chloride (24.35 g, 181.2 mmol), dry acetonitrile (200 mL) and tert-butyl nitrite (25.7 mL, 226.5 mmol), a solution of 4-bromo-2-chloro-5-fluoroaniline (33.9 g, 151 mmol) in dry acetonitrile (200 mL) is added at 60 ℃ under nitrogen. The mixture is stirred for 30 min at 60 ℃, followed by cooling to room temperature and addition of 2M HCl (400 mL). The phases are separated, and the water phase is extracted with diethyl ether (150 mL). The combined organic phases are washed with water and dried over MgSO4. The organic phase is concentrated on the rotary evaporator and is distilled at 150 ℃/ 20 mbar, yielding colourless oil (30 g, 111 mmol, 72% yield, 90% purity).
1. Chlorination:1)
To a mixture of copper(II)chloride (24.35 g, 181.2 mmol), dry acetonitrile (200 mL) and tert-butyl nitrite (25.7 mL, 226.5 mmol), a solution of 4-bromo-2-chloro-5-fluoroaniline (33.9 g, 151 mmol) in dry acetonitrile (200 mL) is added at 60 ℃ under nitrogen. The mixture is stirred for 30 min at 60 ℃, followed by cooling to room temperature and addition of 2M HCl (400 mL). The phases are separated, and the water phase is extracted with diethyl ether (150 mL). The combined organic phases are washed with water and dried over MgSO4. The organic phase is concentrated on the rotary evaporator and is distilled at 150 ℃/ 20 mbar, yielding colourless oil (30 g, 111 mmol, 72% yield, 90% purity).
2. Bromination:2)
Anhydrous copper(II) bromide (6.8 g, 30.5 mmol), tert-butyl nitrite (4.3 mL, 36 mmol), and anhydrous acetonitrile (150 mL) are added to a three-neck round-bottom flask, and the mixture is heated to 65 ℃. 2,7-Diamino-9,10-anthraquinone (2.9 g, 12 mmol) is added slowly over a period of 5 min to the reaction mixture. Nitrogen is evolving during the reaction. After nitrogen evolution have subsided, the reaction mixture is cooled to room temperature and poured into an aqueous 20% HCl solution (100 mL). The crude solid product is collected, washed with ether, and chromatographed on a silica gel column (hexane : CH2Cl2 = 1: 1) to afford the desired product (2.6 g, Y.60%) as a yellow solid.
Anhydrous copper(II) bromide (6.8 g, 30.5 mmol), tert-butyl nitrite (4.3 mL, 36 mmol), and anhydrous acetonitrile (150 mL) are added to a three-neck round-bottom flask, and the mixture is heated to 65 ℃. 2,7-Diamino-9,10-anthraquinone (2.9 g, 12 mmol) is added slowly over a period of 5 min to the reaction mixture. Nitrogen is evolving during the reaction. After nitrogen evolution have subsided, the reaction mixture is cooled to room temperature and poured into an aqueous 20% HCl solution (100 mL). The crude solid product is collected, washed with ether, and chromatographed on a silica gel column (hexane : CH2Cl2 = 1: 1) to afford the desired product (2.6 g, Y.60%) as a yellow solid.
References
- 1)Synthesis of Dioxin-like Monofluorinated PCBs: for the Use as Internal Standards for PCB Analysis.
- 2)Arylethynyl Substituted 9,10-Anthraquinones: Tunable Stokes Shifts by Substitution and Solvent Polarity.
PubMed Literature
기사 / 브로셔
제품문서 (분석 차트를 제공하지 못할 수도 있으니 양해 바랍니다.)
SDS
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규격표
시험성적서， 각종 증명서
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