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cis-4-Hydroxycyclohexanecarboxylic acid

Product Name
cis-4-Hydroxycyclohexanecarboxylic acid
CAS No.
3685-22-1
Chemical Name
cis-4-Hydroxycyclohexanecarboxylic acid
Synonyms
CIS-4-HYDROXYCYCLOHEXANECARBOXYLIC 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-;(1s,4s)-4-hydroxycyclohexane-1-carboxylic acid;cis-4-Hydroxycyclohexanecarboxylic Acid
CBNumber
CB0727376
Molecular Formula
C7H12O3
Formula Weight
144.17
MOL File
3685-22-1.mol
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cis-4-Hydroxycyclohexanecarboxylic acid Property

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
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Safety

Hazard Codes 
T
Risk Statements 
36/37/38-25
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2811 6.1 / PGIII
HS Code 
2918199890
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
ANV00233
Product name
cis-4-Hydroxycyclohexanecarboxylic acid
Purity
AldrichCPR
Packaging
1g
Price
$174
Updated
2024/03/01
TCI Chemical
Product number
H0980
Product name
cis-4-Hydroxycyclohexanecarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$141
Updated
2024/03/01
TCI Chemical
Product number
H0980
Product name
cis-4-Hydroxycyclohexanecarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$436
Updated
2024/03/01
TRC
Product number
R729038
Product name
trans-4-Hydroxycyclohexanecarboxylic Acid
Packaging
500mg
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
123388
Product name
cis-4-Hydroxycyclohexanecarboxylic acid
Purity
97.0%
Packaging
1g
Price
$116
Updated
2021/12/16
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cis-4-Hydroxycyclohexanecarboxylic acid Chemical Properties,Usage,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.

cis-4-Hydroxycyclohexanecarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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cis-4-Hydroxycyclohexanecarboxylic acid Suppliers

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View Lastest Price from cis-4-Hydroxycyclohexanecarboxylic acid manufacturers

ChiRial Biomaterial Co Ltd
Product
cis-4-hydroxycyclohexanecarboxylic acid 3685-22-1
Price
US $0.00-0.00/mg
Min. Order
100mg
Purity
98%
Supply Ability
10 tons
Release date
2023-03-17
Henan Aochuang Chemical Co.,Ltd.
Product
TRANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID 3685-22-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13
Career Henan Chemical Co
Product
TRANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID 3685-22-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-26

3685-22-1, cis-4-Hydroxycyclohexanecarboxylic acidRelated Search:

CIS-4-CYCLOHEXENE-1,2-DICARBOXYLIC ACID H-CIS-HYP-OME HCL cis-4-Hydroxy-D-proline cis-4-Hydroxy-L-proline Cyclohexanecarboxylic acid, 4-hydroxy-, Methyl ester, cis- CIS-3-AMINOCYCLOHEXANECARBOXYLICACID Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester Tetrahydro-5-oxo-2- furancarboxyli 4-Hydroxycyclohexanecarboxylic acid ETHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE 1-AMINO-4-OXOCYCLOHEXANECARBOXYLIC ACID ETHYLENE KETAL METHYL 4-HYDROXYCYCLOHEXANECARBOXYLATE 4-METHOXYCYCLOHEXANECARBOXYLIC ACID cis-4-Hydroxycyclohexanecarboxylic acid PICROTIN ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate TRANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID 8-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-1,4-DIOXA-SPIRO[4.5]DECANE-8-CARBOXYLIC ACID

  • TRANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID
  • CIS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID
  • (1s,4s)-4-hydroxycyclohexanecarboxylic acid
  • RANS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID
  • <i>cis</i>-4-Hydroxycyclohexanecarboxylic Acid
  • Cyclohexanecarboxylic acid, 4-hydroxy-, cis-
  • cis-4-Hydroxycyclohexane-1-carboxylic acid
  • cis-4-HydroxycyclohexanecarboxylicAcid&gt
  • (1s,4s)-4-hydroxycyclohexane-1-carboxylic acid
  • CIS-4-HYDROXYCYCLOHEXANECARBOXYLIC ACID
  • 3685-22-1
  • 4-Substituted Cyclohexanecarboxylic Acids
  • Chalcones, etc. (Building Blocks for Liquid Crystals)
  • Building Blocks for Liquid Crystals
  • 4-Substituted Cyclohexanecarboxylic Acids