| Identification | More | [Name]
11-BROMO-1-UNDECENE | [CAS]
7766-50-9 | [Synonyms]
11-BROMO-1-UNDECENE
1-BROMO-10-UNDECENE
N-UNDECYLENIC BROMIDE
UNDEC-10-EN-1-YL-BROMIDE
UNDEC-10-ENYL BROMIDE
UNDECYLENYL BROMIDE
W-UNDECYLENYL BROMIDE
11-Undecen-1-yl bromide
UNDEC-10-ENYL BROMIDE 95%
11-Bromoundecene | [Molecular Formula]
C11H21Br | [MDL Number]
MFCD00040825 | [Molecular Weight]
233.19 | [MOL File]
7766-50-9.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless liquid | [Melting point ]
55 °C | [Boiling point ]
149-150 °C35 mm Hg(lit.)
| [density ]
1.063 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.468(lit.)
| [Fp ]
>110°C | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
Chloroform (Slightly) | [form ]
Oil | [color ]
Colourless | [Specific Gravity]
1.063 | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in water, 0.2422 mg/L @ 25°C (est). | [BRN ]
1753231 | [InChI]
1S/C11H21Br/c1-2-3-4-5-6-7-8-9-10-11-12/h2H,1,3-11H2 | [InChIKey]
YPLVPFUSXYSHJD-UHFFFAOYSA-N | [SMILES]
BrCCCCCCCCCC=C | [LogP]
5.950 (est) | [CAS DataBase Reference]
7766-50-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
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 ]
10-23 | [HS Code ]
29033990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
colourless liquid | [Uses]
11-Bromo-1-undecene is used in advanced polymer dielectrics. | [Synthesis Reference(s)]
Journal of Medicinal Chemistry, 34, p. 1024, 1991 DOI: 10.1021/jm00107a022
Synthesis, p. 511, 1987 DOI: 10.1055/s-1987-27988 | [General Description]
11-Bromo-1-undecene is a halogenated hydrocarbon. It can be synthesized by employing alkenyl esters or dibromides as starting materials. | [Synthesis]
General procedure for the synthesis of 1-bromo-10-undecene from 10-undecadecen-1-ol: To a dichloromethane solution of 10-undecadecen-1-ol (200 mg, 1.17 mmol) was added sequentially at 0 °C CBr4 (403 mg, 1.29 mmol, 1.1 eq.) and Ph3P (340 mg, 1.29 mmol, 1.1 eq. ). The reaction mixture was kept stirred at 0 °C for 2 hours. After completion of the reaction, the reaction was quenched by the addition of water. The reaction mixture was extracted with dichloromethane, the organic layers were combined and dried over anhydrous Na2SO4. The organic solvent was removed by concentration under reduced pressure to give the crude product. The crude product was used directly in the next step of the reaction without chromatographic purification. Purification of the crude product by silica gel column chromatography afforded 1-bromo-10-undecene (273 mg, quantitative yield) [56] as a colorless oil. | [References]
[1] Synthetic Communications, 1984, vol. 14, # 7, p. 591 - 598
[2] Journal of Organic Chemistry, 1998, vol. 63, # 21, p. 7505 - 7515
[3] Lipids, 2017, vol. 52, # 12, p. 1019 - 1032
[4] Journal of Organic Chemistry, 1991, vol. 56, # 17, p. 5132 - 5138
[5] Journal of Medicinal Chemistry, 1995, vol. 38, # 13, p. 2433 - 2440 |
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