tert-butyl N-(4-bromobutyl)carbamate

• ChemBase ID: 139796
• Molecular Formular: C9H18BrNO2
• Molecular Mass: 252.14872
• Monoisotopic Mass: 251.05209082
• SMILES: CC(C)(C)OC(=O)NCCCCBr
• Canonical SMILES: BrCCCCNC(=O)OC(C)(C)C
• InChI: InChI=1S/C9H18BrNO2/c1-9(2,3)13-8(12)11-7-5-4-6-10/h4-7H2,1-3H3,(H,11,12)
• InChIKey: GKGFAEREWWZBKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-(4-bromobutyl)carbamate
• IUPAC Traditional name: tert-butyl N-(4-bromobutyl)carbamate
• Synonyms: tert-Butyl N-(4-bromobutyl)carbamate; 4-(Boc-amino)butyl bromide; N-(4-Bromobutyl)carbamic Acid 1,1-Dimethylethyl Ester; N-(tert-Butoxycarbonyl)-1-bromobutan-4-ylamine; 4-(t-Boc-amino)-1-butyl Bromide; 4-(BOC-AMINO)BUTYL BROMIDE; N-(4-溴丁基)氨基甲酸叔丁酯; 4-(Boc-氨基)丁基溴

Database IDs

• CAS Number: 164365-88-2
• MDL Number: MFCD06201020
• PubChem SID: 24889343; 162234044
• PubChem CID: 10868765

CALCULATED PROPERTIES

• Acid pKa: 15.187098
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.293946
• LogD (pH = 7.4): 2.293946
• Log P: 2.293946
• Molar Refractivity: 56.6286 cm^3
• Polarizability: 21.994324 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Low Melting Solid

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41
• Safety Statements: 26-39
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (AT); 98%
• Grade: technical
• Impurities: ~5% 1-boc-pyrrolidine
• Linear Formula: Br(CH2)4NHCO2C(CH3)3

DETAILS

Sigma Aldrich - 90303

Other Notes
Building block for the synthesis of natural products and biologically active compounds.1,2
Packaging
2.5 g in glass bottle
500 mg in glass bottle

REFERENCES

• Bendale, P., et al.: J. Med. Chem., 50, 4585 (2007)
• Lansdell, M., et al.: Bioorg. Med. Chem. Lett., 18, 4944 (2007)
• Imaeda, Y., et al.: Bioorg. Med. Chem., 16, 2243 (2007)