5-(broMoMethyl)undecane
- Product Name
- 5-(broMoMethyl)undecane
- CAS No.
- 85531-02-8
- Chemical Name
- 5-(broMoMethyl)undecane
- Synonyms
- EA033;C48Br;85531-02;5-(broMoMethyl)undecane;Undecane, 5-(bromomethyl)-;5- (bromomethyl) undecanone;5-(broMoMethyl)undecane ISO 9001：2015 REACH
- CBNumber
- CB02573052
- Molecular Formula
- C12H25Br
- Formula Weight
- 249.23
- MOL File
- 85531-02-8.mol
5-(broMoMethyl)undecane Property
- Boiling point:
- 271.6±8.0 °C(Predicted)
- Density
- 1.037±0.06 g/cm3(Predicted)
- refractive index
- 1.46
- storage temp.
- Inert atmosphere,Room Temperature
- form
- clear liquid to cloudy liquid
- color
- Colorless to Light yellow
- InChI
- InChI=1S/C12H25Br/c1-3-5-7-8-10-12(11-13)9-6-4-2/h12H,3-11H2,1-2H3
- InChIKey
- PQAMWMMOUKNGEL-UHFFFAOYSA-N
- SMILES
- CCCCC(CBr)CCCCCC
- CAS DataBase Reference
- 85531-02-8
Safety
- HS Code
- 2903.39.2050
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B5721
- Product name
- 5-(Bromomethyl)undecane
- Packaging
- 5G
- Price
- $123
- Updated
- 2025/07/31
- Product number
- B5721
- Product name
- 5-(Bromomethyl)undecane
- Packaging
- 25G
- Price
- $489
- Updated
- 2025/07/31
- Product number
- B687375
- Product name
- 5-(Bromomethyl)-undecane
- Packaging
- 1g
- Price
- $115
- Updated
- 2021/12/16
- Product number
- B687375
- Product name
- 5-(Bromomethyl)-undecane
- Packaging
- 25g
- Price
- $1175
- Updated
- 2021/12/16
- Product number
- 3280AC
- Product name
- 5-(Bromomethyl)undecane
- Packaging
- 1g
- Price
- $123
- Updated
- 2021/12/16
5-(broMoMethyl)undecane Chemical Properties,Usage,Production
Uses
5-(Bromomethyl)-undecane is used as a reagent in the synthesis of alkyl triazole glycosides (ATGs) which is a new class of bio-related surfactants.
Synthesis
3913-02-8
85531-02-8
General procedure for the synthesis of 5-(bromomethyl)undecane from 2-butyl-octanol: Bromine (100 mmol, 5.11 mL) and triphenylphosphine (26.18 g, 100 mmol) were dissolved in 250 mL of dichloromethane (DCM) and bubbled with argon (Ar) for 10 min. The reaction system was cooled to 0 °C, followed by the addition of 2-butyl-1-octanol (18.635 g, 100 mmol) and stirred at this temperature for 30 min, then at room temperature overnight. After completion of the reaction, a small amount of sodium carbonate (Na2CO3) was added to the reaction mixture. The solvent was removed by distillation under reduced pressure and the residue was filtered and washed with hexane. The crude product was purified by silica gel column chromatography using petroleum ether (PE) as eluent to give a colorless oily product (22.0 g, 88.1% yield). The structure of the product was confirmed by nuclear magnetic resonance hydrogen (1H NMR, 400 MHz, CDCl3) and carbon (13C NMR, 125 MHz, CDCl3) spectra: 1H NMR (400 MHz, CDCl3) δ 3.45 (d, J = 4.8 Hz, 2H), 1.59 (dd, J = 11.1, 5.3 Hz, 1H), 1.40- 1.21 (m, 16H), 0.90 (q, J = 6.9 Hz, 6H); 13C NMR (125 MHz, CDCl3) δ 39.88, 39.62, 32.71, 32.40, 31.95, 29.61, 28.92, 26.68, 22.99, 22.80, 14.25, 14.21.
References
[1] New Journal of Chemistry, 2017, vol. 41, # 8, p. 2899 - 2909
[2] Patent: WO2017/152354, 2017, A1. Location in patent: Page/Page column 44; 45
[3] Journal of the American Chemical Society, 2011, vol. 133, # 10, p. 3284 - 3287
[4] Chemische Berichte, 1929, vol. 62, p. 2883
[5] Journal of Organic Chemistry, 1960, vol. 25, p. 665 - 666
5-(broMoMethyl)undecane Preparation Products And Raw materials
Raw materials
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