5-BENZYLOXY-1-PENTANOL
- Product Name
- 5-BENZYLOXY-1-PENTANOL
- CAS No.
- 4541-15-5
- Chemical Name
- 5-BENZYLOXY-1-PENTANOL
- Synonyms
- 5-(benzyloxy)pentan-1-ol;5-Benzyloxypentanol;ENZYLOXY-1-PENTANOL;5-BENZYLOXY-1-PENTANOL;5-(Benzyloxy)-1-pentanenol;1-pentanol, 5-(benzyloxy)-;5-Benzyloxy-1-pentanol 95%;5-(phenylmethoxy)pentan-1-ol;1-Pentanol,5-(phenylMethoxy)-
- CBNumber
- CB0298829
- Molecular Formula
- C12H18O2
- Formula Weight
- 194.27
- MOL File
- 4541-15-5.mol
5-BENZYLOXY-1-PENTANOL Property
- Boiling point:
- 140 °C/0.4 mmHg (lit.)
- Density
- 1.008 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.505(lit.)
- Flash point:
- >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 15.15±0.10(Predicted)
- Specific Gravity
- 1.008
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C12H18O2/c13-9-5-2-6-10-14-11-12-7-3-1-4-8-12/h1,3-4,7-8,13H,2,5-6,9-11H2
- InChIKey
- RZVDPWSEPVHOPU-UHFFFAOYSA-N
- SMILES
- C(O)CCCCOCC1=CC=CC=C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
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.
N-Bromosuccinimide Price
- Product number
- 427462
- Product name
- 5-Benzyloxy-1-pentanol
- Purity
- 95%
- Packaging
- 5ml
- Price
- $134
- Updated
- 2023/01/07
- Product number
- B3285
- Product name
- 5-(Benzyloxy)pentan-1-ol
- Purity
- min. 98.0 %
- Packaging
- 1G
- Price
- $73
- Updated
- 2025/07/31
- Product number
- B3285
- Product name
- 5-(Benzyloxy)pentan-1-ol
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $219
- Updated
- 2025/07/31
- Product number
- B287595
- Product name
- 5-Benzyloxypentanol
- Packaging
- 10g
- Price
- $1100
- Updated
- 2021/12/16
- Product number
- 5487BA
- Product name
- 5-Benzyloxy-1-pentanol
- Packaging
- 25g
- Price
- $519
- Updated
- 2021/12/16
5-BENZYLOXY-1-PENTANOL Chemical Properties,Usage,Production
Uses
5-Benzyloxy-1-pentanol (5-(benzyloxy)pentan-1-ol) may be used as a starting material in the synthesis of 5-benzyloxypentanal and (±)tanikolide.
General Description
5-Benzyloxy-1-pentanol (5-(benzyloxy)pentan-1-ol) has been synthesized by reacting pentane-1,5-diol with benzyl chloride. Its enthalpy of vaporization at boiling point has been determined.
Synthesis
111-29-5
100-39-0
4541-15-5
To a stirred suspension of a 60% sodium hydride (NaH) dispersion in mineral oil (2.30 g, 57.69 mmol), an anhydrous N,N-dimethylformamide (DMF, 150 mL) solution of 1,5-pentanediol (5.0 g, 48.07 mmol) was slowly added dropwise at 0°C over 15 minutes. After dropwise addition, the reaction mixture was stirred at room temperature for 1 hour. Subsequently, benzyl bromide (5.75 mL, 48.07 mmol) was slowly added over 15 minutes and stirring was continued at the same temperature for 2 hours. After completion of the reaction, the reaction mixture was quenched with ice-cold water. The crude product was extracted with ethyl acetate (2 x 30 mL), the organic layers were combined, washed with saturated brine (3 times), dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with petroleum ether-ethyl acetate (7:3, v/v) as eluent to obtain the target product 5-benzyloxy-1-pentanol. Yield: 89% (7.87 g) as a colorless oily liquid. IR spectrum (CHCl3, cm-1): υmax 700, 714, 1028, 1072, 1116, 1177, 1278, 1316, 1388, 1453, 2865, 2938, 3064, 3332; 1H NMR (200 MHz, CDCl3): δ 1.47-1.70 (m, 6H), 3.47 (t, J = 6.3 Hz, 2H), 3.62 (t, J = 6.1 Hz, 2H), 4.49 (s, 2H), 7.31 (s, 5H); 13C NMR (50 MHz, CDCl3): δ 22.3, 29.3, 32.3, 62.2, 70.2, 72.8, 127.5, 128.2, 138.3; High-resolution Mass Spectrometry (ESI): calculated value [C12H18O2 + H]+ (M + H) 195.1385, measured value 195.1390.
References
[1] Journal of the American Chemical Society, 2007, vol. 129, # 5, p. 1465 - 1469
[2] Organic Letters, 2016, vol. 18, # 7, p. 1622 - 1625
[3] Journal of the American Chemical Society, 2015, vol. 137, # 1, p. 420 - 424
[4] Tetrahedron Letters, 2016, vol. 57, # 1, p. 25 - 28
[5] Helvetica Chimica Acta, 2015, vol. 98, # 10, p. 1395 - 1402
5-BENZYLOXY-1-PENTANOL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-BENZYLOXY-1-PENTANOL manufacturers
- Product
- 5-BENZYLOXY-1-PENTANOL 4541-15-5
- Price
- US $25.00-11.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200000KG
- Release date
- 2024-08-12
- Product
- 5-phenylmethoxypentan-1-ol 4541-15-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99.3%
- Supply Ability
- 100 tons
- Release date
- 2022-01-14