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| | tert-Butyl N-(2-bromoethyl)carbamate Basic information |
| Product Name: | tert-Butyl N-(2-bromoethyl)carbamate | | Synonyms: | CarbaMic acid, N-(2-broMoethyl)-, 1,1-diMethylethyl ester;tert-Butyl N-;2-(N-Boc-aMino)ethyl BroMide;2-(tert-ButyloxycarbonylaMino)ethyl BroMide;N-(2-broMoethyl)carbaMic Acid 1,1-DiMethylethyl Ester;N-(tert-Butoxycarbonyl)-2-broMoethylaMine;N-t-Boc-2-broMoethylaMine (Technical grade, ~90%);tert-Butyl N-(2-Bromoethyl)carbamate
N-(2-Bromoethyl)carbamic Acid tert-Butyl Ester
2-(Boc-amino)ethyl Bromide | | CAS: | 39684-80-5 | | MF: | C7H14BrNO2 | | MW: | 224.1 | | EINECS: | | | Product Categories: | Miscellaneous Reagents | | Mol File: | 39684-80-5.mol |  |
| | tert-Butyl N-(2-bromoethyl)carbamate Chemical Properties |
| Melting point | 30-32 °C(lit.) | | Boiling point | 262.3±23.0 °C(Predicted) | | density | 1.321±0.06 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | Soluble in Chloroform, Dichloromethane and Ethyl Acetate. | | pka | 11.76±0.46(Predicted) | | form | Liquid | | color | Clear colorless to yellow | | BRN | 2325117 | | InChI | InChI=1S/C7H14BrNO2/c1-7(2,3)11-6(10)9-5-4-8/h4-5H2,1-3H3,(H,9,10) | | InChIKey | TZRQZPMQUXEZMC-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NCCBr | | CAS DataBase Reference | 39684-80-5(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22-36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | F | 10-21 | | HazardClass | IRRITANT | | HS Code | 29241990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | tert-Butyl N-(2-bromoethyl)carbamate Usage And Synthesis |
| Chemical Properties | White Solid | | Uses | N-t-Boc-2-bromoethylamine is a building block for preparing fluorinated spacers having nucleophilic and electrophilic termini. | | reaction suitability | reagent type: cross-linking reagent | | Synthesis | Di-tert-butyl dicarbonate (80.0 g, 366 mmol) was slowly added to a solution of 2-bromoethylamine (75.0 g, 366 mmol) and triethylamine (100 mL, 732 mmol) in methanol (700 mL) at 0 °C. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, water (500 mL) was added for dilution and extracted with dichloromethane (2 x 500 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give N-Boc-2-bromoethylamine (78.0 g, 92% yield) as a colorless oil. NMR hydrogen spectrum (400MHz, DMSO-d6) δ 7.08 (broad single peak, 1H), 3.42 (double peak, J=6.8Hz, 2H), 3.29 (double peak, J=6.8Hz, 2H), 1.39 (single peak, 9H). | | References | [1] European Journal of Organic Chemistry, 2015, vol. 2015, # 29, p. 6458 - 6465
[2] Patent: WO2016/176423, 2016, A1. Location in patent: Page/Page column 120
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 14, p. 3213 - 3215
[4] Organic and Biomolecular Chemistry, 2013, vol. 11, # 26, p. 4414 - 4418
[5] Patent: US2014/134110, 2014, A1. Location in patent: Paragraph 0087; 0088; 0089 |
| | tert-Butyl N-(2-bromoethyl)carbamate Preparation Products And Raw materials |
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