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| CAS No.: | 7084-93-7 |
|---|---|
| Name: | cis-4-isopropylcyclohexanecarboxylic acid |
| Molecular Structure: | |
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|
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| Formula: | C10H18 O2 |
| Molecular Weight: | 170.252 |
| Synonyms: | Cyclohexanecarboxylicacid, 4-isopropyl-, cis- (8CI); cis-4-Isopropylcyclohexanecarboxylic acid;cis-p-Menthan-7-oic acid |
| Density: | 0.996g/cm3 |
| Boiling Point: | 263.8°C at 760 mmHg |
| Flash Point: | 126.9°C |
| PSA: | 37.30000 |
| LogP: | 2.53340 |

Methyl cis-4-isopropylcyclohexanecarboxylate


(1r,4s)-4-isopropylcyclohexanecarboxylic acid

| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol for 0.166667h; Ambient temperature; | 64% |

4-Isopropylbenzoic acid

A

trans-4-isopropylcyclohexane-1-carboxylic acid

B

(1r,4s)-4-isopropylcyclohexanecarboxylic acid

| Conditions | Yield |
|---|---|
| With sodium hydroxide; nickel at 195℃; under 73550.8 Torr; Hydrogenation; | |
| With sodium hydroxide; nickel at 200℃; under 110326 - 147102 Torr; Hydrogenation; | |
| With acetic acid; platinum Hydrogenation; | |
| With hydrogen at 80℃; under 7600.51 Torr; for 36h; Autoclave; Overall yield = 87 %; Overall yield = 148.1 mg; | A n/a B n/a |

p-menthan-7-oic acid methyl ester

A

trans-4-isopropylcyclohexane-1-carboxylic acid

B

(1r,4s)-4-isopropylcyclohexanecarboxylic acid

| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium hydride 1) 150 deg C, 2 h, 2) MeOH, 20 deg C, 10 min; Yield given. Multistep reaction; | |
| With sodium phosphate buffer; lipase from Candida rugosa for 6.5h; pH 7.2; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |


(1r,4s)-4-isopropylcyclohexanecarboxylic acid

| Conditions | Yield |
|---|---|
| With acetic acid; platinum Hydrogenation; |

(4S)-phellandric acid


acetic acid


(1r,4s)-4-isopropylcyclohexanecarboxylic acid

| Conditions | Yield |
|---|---|
| Hydrogenation; |


| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1) H2, 2) SOCl2 / 1) PtO2 / 1) 5 kg/cm2, r.t., 2 h 2: 64 percent / 2N aq. NaOH / methanol / 0.17 h / Ambient temperature View Scheme |

(1r,4s)-4-isopropylcyclohexanecarboxylic acid


| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 14h; Inert atmosphere; | 48% |

ethanol


(1r,4s)-4-isopropylcyclohexanecarboxylic acid

A

trans-p-menthanoic acid-(7)-ethyl ester

B

cis-p-menthanoic acid-(7)-ethyl ester

| Conditions | Yield |
|---|---|
| With sulfuric acid |


(1r,4s)-4-isopropylcyclohexanecarboxylic acid


cis-p-menthanoic acid-(7)-(4-bromo-phenacyl ester)

(1r,4s)-4-isopropylcyclohexanecarboxylic acid