ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE
- Product Name
- ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE
- CAS No.
- 17159-80-7
- Chemical Name
- ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE
- Synonyms
- ethyl 4-hydroxycyclohexane-1-carboxylate;Ai3-28355;Einecs 241-215-1;4-Hydroxycyclohexanecarboxylate;Ethyl 4-hydroxycyclohexanecarbonate;Ethyl 4-hydroxycyclohexylcarboxylate;ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE;Ethyl4-hydroxycyclohexanecarboxylate,98%;Ethyl 4-hydroxycyclohexanecarboxylate 97%;Ethyl 4-hydroxycyclohexanecarboxylate≥ 99% (assay)
- CBNumber
- CB2114589
- Molecular Formula
- C9H16O3
- Formula Weight
- 172.22
- MOL File
- 17159-80-7.mol
ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE Property
- Boiling point:
- 127-134 °C0.1 mm Hg(lit.)
- Density
- 1.068 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.466(lit.)
- Flash point:
- >230 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- liquid
- pka
- 14.98±0.40(Predicted)
- Specific Gravity
- 1.068
- Appearance
- Colorless to light yellow Liquid
- Water Solubility
- Not miscible or difficult to mix in water.
- InChI
- InChI=1S/C9H16O3/c1-2-12-9(11)7-3-5-8(10)6-4-7/h7-8,10H,2-6H2,1H3
- InChIKey
- BZKQJSLASWRDNE-UHFFFAOYSA-N
- SMILES
- C1(C(OCC)=O)CCC(O)CC1
- CAS DataBase Reference
- 17159-80-7
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
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.
N-Bromosuccinimide Price
- Product number
- 386634
- Product name
- Ethyl 4-hydroxycyclohexanecarboxylate, mixture of cis and trans
- Purity
- 98%
- Packaging
- 5ml
- Price
- $80.18
- Updated
- 2025/07/31
- Product number
- 386634
- Product name
- Ethyl 4-hydroxycyclohexanecarboxylate, mixture of cis and trans
- Purity
- 98%
- Packaging
- 25ml
- Price
- $262.2
- Updated
- 2025/07/31
- Product number
- E945580
- Product name
- Ethyl4-Hydroxycyclohexanecarboxylate
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 092690
- Product name
- Ethyl4-hydroxycyclohexanecarboxylate
- Purity
- 95%
- Packaging
- 5g
- Price
- $20
- Updated
- 2021/12/16
- Product number
- J94765
- Product name
- Ethyl4-hydroxycyclohexanecarboxylate
- Packaging
- 100g
- Price
- $225
- Updated
- 2021/12/16
ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE Chemical Properties,Usage,Production
Uses
Ethyl 4-hydroxycyclohexanecarboxylate, cis + trans is used in the synthesis of other chemicals and as pharmaceutical intermediate.
Synthesis Reference(s)
The Journal of Organic Chemistry, 30, p. 4145, 1965 DOI: 10.1021/jo01023a039
Synthesis
17159-79-4
3618-04-0
General procedure for the synthesis of ethyl trans-4-hydroxycyclohexanecarboxylate from ethyl 4-oxocyclohexanecarboxylate: ethyl 4-oxocyclohexanecarboxylate (13.5 g, 79 mmol) was dissolved in methanol (150 mL) at 0 °C and sodium borohydride (5.3 g, 140 mmol) was added slowly. The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, the reaction was quenched by the addition of water (50 mL), followed by extraction with ethyl acetate (150 mL x 1, 50 mL x 2). The organic layers were combined, washed with water (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate, ratio 1.5:1 to 1:1) to afford ethyl 4-hydroxycyclohexanecarboxylate (12 g, 88% yield, cis-trans ratio = 3:7) as a clear oil.1H NMR (300 MHz, CDCl3, cis mixture) δ: 4.17-4.08 (m, 2H), 3.90 (bs. 0.3H), 3.68-3.57 (m, 0.7H), 2.42-1.28 (m, 9H), 1.27-1.22 (m, 3H) ppm.(Hydroxyl signal was not observed.)
References
[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 19, p. 8967 - 9004
[2] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[3] Patent: WO2005/80317, 2005, A2. Location in patent: Page/Page column 150
[4] Tetrahedron Letters, 2000, vol. 41, # 39, p. 7567 - 7570
[5] Patent: US5175290, 1992, A
ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE manufacturers
- Product
- ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE 17159-80-7
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20tons
- Release date
- 2025-09-08
- Product
- ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE 17159-80-7
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20tons
- Release date
- 2025-09-08
- Product
- Ethyl 4-hydroxycyclohexanecarboxylate 17159-80-7
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-06-24