| Identification | More | [Name]
tert-Butyl N-(2-bromoethyl)carbamate | [CAS]
39684-80-5 | [Synonyms]
2-(BOC-AMINO)ETHYL BROMIDE
2-(TERT-BUTOXYCARBONYLAMINO)ETHYL BROMIDE
BOC-1-AMINO-2-BROMOETHANE
BOC-2-AMINOETHYLBROMIDE
BOC-2-BROMOETHYLAMINE
N-(2-BROMETHYL)CARBAMINIC ACID (1,1-DIMETHYL)-ETHYL ESTER
N-(2-BROMOETHYL)CARBAMIC ACID TERT-BUTYL ESTER
N-BOC-BROMOETHYLAMINE
N-T-BOC-2-BROMETHANAMINE
N-T-BOC-2-BROMOETHANAMINE
N-(T-BOC)-2-BROMOETHYLAMINE
TERT-BUTYL N-(2-BROMOETHYL)CARBAMATE
tert-butyl 2-bromoethylcarbamate
N-BOC-2-BROMOETHYLAMINE | [Molecular Formula]
C7H14BrNO2 | [MDL Number]
MFCD02683428 | [Molecular Weight]
224.1 | [MOL File]
39684-80-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [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. | [form ]
Liquid | [pka]
11.76±0.46(Predicted) | [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) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Building block for preparing fluorinated spacers having nucleophilic and electrophilic termini | [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 |
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