| Identification | More | [Name]
9-Bromo-1-nonanol | [CAS]
55362-80-6 | [Synonyms]
9-BROMO-1-NONANOL
9-BROMO-NONAN-1-OL
NONAMETHYLENE BROMOHYDRIN
9-bromo-1-nonano
9-BROMOAN-1-OL
7-bromo-1-nonanol
9-BROMO-1-NONANOL,99+%
9-boromo-1-nonanol
9-Bromononane-1-ol | [EINECS(EC#)]
611-262-6 | [Molecular Formula]
C9H19BrO | [MDL Number]
MFCD00063348 | [Molecular Weight]
223.15 | [MOL File]
55362-80-6.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
33-35 °C (lit.) | [Boiling point ]
125-126 °C/2 mmHg (lit.) | [density ]
1.2107 (rough estimate) | [refractive index ]
1.5700 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
−20°C
| [solubility ]
Soluble in dichloromethane, ethyl acetate and hexane. | [form ]
Solid | [pka]
15.19±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [BRN ]
1737525 | [InChIKey]
USJDOLXCPFASNV-UHFFFAOYSA-N | [CAS DataBase Reference]
55362-80-6(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Nonanol, 9-bromo-(55362-80-6) | [EPA Substance Registry System]
55362-80-6(EPA Substance) |
| Safety Data | Back Directory | [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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29055900 |
| Hazard Information | Back Directory | [Chemical Properties]
solid | [Uses]
9-Bromo-1-nonanol is used as a pharmaceutical intermediate. | [Synthesis]
1,9-Nonanediol (20 g, 0.125 mol) was dissolved in toluene (500 mL) in a 500 mL round bottom flask fitted with a Dean-Stark water separator. Hydrobromic acid (48%, 21 mL, 188 mmol) was slowly added to this solution, followed by heating and refluxing the reaction mixture for 30 h, during which time the resulting water was removed by means of a Dean-Stark water separator. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm complete consumption of 1,9-nonanediol. Upon completion of the reaction, the mixture was cooled to room temperature and washed sequentially with 1 M hydrochloric acid (100 mL), 1 M sodium hydroxide solution (100 mL), water (100 mL) and saturated saline (100 mL). The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by fractional distillation to give 9-bromo-1-nonanol in 94% yield. Boiling point: 124-128°C/2 mmHg (literature value: 125-126°C/2 mmHg). | [References]
[1] Patent: WO2017/171674, 2017, A1. Location in patent: Page/Page column 3; 4
[2] Tetrahedron, 1997, vol. 53, # 21, p. 7255 - 7266
[3] Chemical Research in Toxicology, 2012, vol. 25, # 10, p. 2253 - 2260
[4] Journal of Fluorine Chemistry, 2003, vol. 123, # 2, p. 255 - 259
[5] Molecules, 2013, vol. 18, # 5, p. 5201 - 5208 |
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