cis-4-Hydroxycyclohexanecarboxylic acid
- CAS No.
- 3685-22-1
- Chemical Name:
- cis-4-Hydroxycyclohexanecarboxylic acid
- Synonyms
- (1s,4s)-4-hydroxycyclohexane-1-carboxylic acid;CIS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID;RANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID;TRANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID;cis-4-HydroxycyclohexanecarboxylicAcid>cis-4-Hydroxycyclohexane-1-carboxylic acid;(1s,4s)-4-hydroxycyclohexanecarboxylic acid;Cyclohexanecarboxylic acid, 4-hydroxy-, cis-;cis-4-Hydroxycyclohexanecarboxylic Acid;rel-(1s,4s)-4-hydroxycyclohexane-1-carboxylic acid
- CBNumber:
- CB0727376
- Molecular Formula:
- C7H12O3
- Molecular Weight:
- 144.17
- MDL Number:
- MFCD04038017
- MOL File:
- 3685-22-1.mol
- MSDS File:
- SDS
| Melting point | 150°C |
|---|---|
| Boiling point | 115 °C(Press: 8 Torr) |
| Density | 1.246 |
| storage temp. | 2-8°C |
| solubility | almost transparency in Methanol |
| form | powder to crystal |
| pka | pK1:4.836 (25°C) |
| color | White to Almost white |
| InChI | InChI=1S/C7H12O3/c8-6-3-1-5(2-4-6)7(9)10/h5-6,8H,1-4H2,(H,9,10)/t5-,6+ |
| InChIKey | HCFRWBBJISAZNK-OLQVQODUSA-N |
| SMILES | [C@@H]1(C(O)=O)CC[C@H](O)CC1 |
| CAS DataBase Reference | 3685-22-1 |
| UNSPSC Code | 12352106 |
| NACRES | NA.21 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | |||||||||
| Hazard Codes | T | |||||||||
| Risk Statements | 36/37/38-25 | |||||||||
| Safety Statements | 26-36/37/39-45 | |||||||||
| RIDADR | UN 2811 6.1 / PGIII | |||||||||
| WGK Germany | WGK 3 | |||||||||
| HazardClass | 6.1 | |||||||||
| HS Code | 2918199890 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Limited Quantities | 5.0 kg (11 lbs) (solid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) | |||||||||
| NFPA 704 |
|
cis-4-Hydroxycyclohexanecarboxylic acid price More Price(46)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | ANV00233 | cis-4-Hydroxycyclohexanecarboxylic acid AldrichCPR | 3685-22-1 | 1g | $191 | 2026-04-30 | Buy |
| TCI Chemical | H0980 | cis-4-Hydroxycyclohexanecarboxylic Acid >98.0%(GC)(T) | 3685-22-1 | 5g | $108 | 2026-04-30 | Buy |
| TCI Chemical | H0980 | cis-4-Hydroxycyclohexanecarboxylic Acid >98.0%(GC)(T) | 3685-22-1 | 25g | $333 | 2026-04-30 | Buy |
| TRC | TRC-R729038-50MG | trans-4-Hydroxycyclohexanecarboxylic Acid | 3685-22-1 | 50mg | $65 | 2026-06-03 | Buy |
| TRC | TRC-R729038-500MG | trans-4-Hydroxycyclohexanecarboxylic Acid | 3685-22-1 | 500mg | $103 | 2026-06-03 | Buy |
cis-4-Hydroxycyclohexanecarboxylic acid Chemical Properties, Uses, Production
Chemical Properties
White to Almost white powder to crystal. Melting point: 148.0 to 152.0 °C.
Uses
Cis-4-Hydroxycyclohexanecarboxylic acid is a metabolite of p-hydroxybenzoic acid. It is the major metabolite in the urine of rats treated with exogenous p-hydroxybenzoic acid. It has been found to have immunosuppressive activities in rat hepatocytes, as well as metabolic disorders that are related to hyperglycemia or diabetes mellitus.
Definition
ChEBI: 4-Hydroxycyclohexylcarboxylic acid is a hydroxy monocarboxylic acid.
Synthesis
cis-4-Hydroxycyclohexanecarboxylic acid can be synthesized through the following steps:
1. In an argon glove box, dissolve ligands L1-(S,R)-f-ambinol (7.5mg, 0.0105mmol) and [Ir(COD)Cl]2 (3.4mg, 0.005mmol) in 1 mL of iPrOH in a 2mL vial and stir at room temperature for 2 h.
2. Put 1 mmol of raw material 4-substituted cyclohexanone into a 4 mL hydrogenation flask.
3. Add 0.1 mL of the in-situ complexed catalyst solution and 1.6 mg of tBuOLi solid powder to the hydrogenation flask.
4. Add 1 mL of EtOH to dissolve the reactants in the hydrogenation flask.
5. Put the reaction flask into the hydrogenation kettle and replace the kettle body with hydrogen three times.
6. Fill the kettle with 5bar H2 and react at room temperature for 12h.
7. After the reaction is completed, carefully release the hydrogen and spin-dry the solvent under reduced pressure.
8. Purify the hydrogenated product cis-4-substituted cyclohexanol by silica gel column.
9. Obtain the final product cis-4-Hydroxycyclohexanecarboxylic acid.
References
[1] Patent: CN105061424, 2016, B. Location in patent: Paragraph 0029; 0031
cis-4-Hydroxycyclohexanecarboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| CHIRIAL CO.LTD | +86-025-58218501; 19941513806 | sales@chirial.com | China | 519 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Shandong Xiya Chemical Co., Ltd | 13355009207 13355009207 | 3007715519@qq.com | China | 18722 | 57 |
| Atop-Pharma (Shanghai) Technology Co., Ltd. | +86 (21) 5196-9732 | China | 996 | 57 |
View Latest Price from cis-4-Hydroxycyclohexanecarboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-04-04 | TRANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID
3685-22-1
|
1KG | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2024-07-20 | cis-4-Hydroxycyclohexanecarboxylic acid
3685-22-1
|
$1.00 | 1Kg | 98% | 20T | Shaanxi Dideu Medichem Co. Ltd | |
 |
2023-04-18 | cis-4-hydroxycyclohexanecarboxylic acid
3685-22-1
|
100mg | 98% | 10 tons | ChiRial Biomaterial Co Ltd |
-
- TRANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID
3685-22-1
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- cis-4-Hydroxycyclohexanecarboxylic acid
3685-22-1
- $1.00
- 98%
- Shaanxi Dideu Medichem Co. Ltd
-
- cis-4-hydroxycyclohexanecarboxylic acid
3685-22-1
- 98%
- ChiRial Biomaterial Co Ltd
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