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- (-)-Menthyl chloride
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Cas Database |
| Name |
(-)-Menthyl chloride |
EINECS | 240-200-7 |
| CAS No. | 16052-42-9 | Density | 0.92 g/cm3 |
| PSA | 0.00000 | LogP | 3.68600 |
| Solubility | N/A | Melting Point |
-20-16.5 °C |
| Formula | C10H19Cl | Boiling Point | 216.1 °C at 760 mmHg |
| Molecular Weight | 174.714 | Flash Point | 78.9 °C |
| Transport Information | N/A | Appearance | colorless liquid |
| Safety | 23-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Cyclohexane,2-chloro-4-methyl-1-(1-methylethyl)-, [1S-(1a,2b,4b)]-;p-Menthane, 3-chloro-,(1R,3R,4S)-(-)- (8CI);(-)-Menthyl chloride;(1R,2S,5R)-Menthyl chloride;Menthyl chloride;NSC 55430;l-Menthyl chloride; |
Article Data | 33 |
(-)-Menthyl chloride Synthetic route
- 2216-51-5
(-)-menthol
- 16052-42-9
(1R,2S,5R)-menthyl chloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride; zinc(II) chloride In water at 0 - 20℃; for 48h; Schlenk technique; | 99% |
| With hydrogenchloride; zinc(II) chloride Substitution; | 92% |
| With hydrogenchloride; zinc(II) chloride at 60℃; for 12h; | 91% |
- 61548-81-0
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl methanesulfonate
- 16052-42-9
(1R,2S,5R)-menthyl chloride
| Conditions | Yield |
|---|---|
| With chloro-trimethyl-silane; iron(III)-acetylacetonate In dichloromethane at 20℃; for 3h; Inert atmosphere; | 99% |
- 15356-60-2
(1S,2R,5S)-(+)-menthol
- 16052-42-9
(1R,2S,5R)-menthyl chloride
| Conditions | Yield |
|---|---|
| With Lucas' reagent | 91% |
- 1082742-74-2
C22H34O7S
- 16052-42-9
(1R,2S,5R)-menthyl chloride
| Conditions | Yield |
|---|---|
| With titanium tetrachloride In dichloromethane at -78℃; Inert atmosphere; | 90% |
- 2230-82-2
menthyl tosylate
- 16052-42-9
(1R,2S,5R)-menthyl chloride
| Conditions | Yield |
|---|---|
| With titanium tetrachloride In dichloromethane at -78℃; Inert atmosphere; | 90% |
| With chloro-trimethyl-silane; iron(III)-acetylacetonate In dichloromethane at 20℃; for 20h; Inert atmosphere; | 75% |
- 117800-93-8
l-menthyl 8-quinolinesulfonate
- 16052-42-9
(1R,2S,5R)-menthyl chloride
| Conditions | Yield |
|---|---|
| With titanium tetrachloride In dichloromethane at -78℃; Inert atmosphere; | 90% |
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride In pentane at -20℃; for 2.5h; Product distribution; | A 50% B 30% |
| With phosphorus pentachloride In pentane at -20℃; for 2.5h; | A 50% B 30% |
| With phosphorus pentachloride; iron(III) chloride In hexane at 0℃; for 1.5h; Title compound not separated from byproducts.; | |
| With N-chloro-succinimide; para-thiocresol In dichloromethane Overall yield = 80 %Spectr.; | A n/a B n/a |
| Multi-step reaction with 3 steps 1.1: diethyl ether / 1.5 h / 0 - 23 °C / Inert atmosphere 1.2: 0 - 23 °C / Inert atmosphere 2.1: caesium carbonate / tetrahydrofuran; water / 0.17 h / 23 °C / Inert atmosphere 3.1: [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; Ethyl trichloroacetate / dichloromethane / 24 h / 27 °C / Inert atmosphere; Sealed tube; Irradiation View Scheme |
- 72020-06-5, 80924-03-4, 97526-56-2, 123121-06-2, 128946-28-1, 128946-29-2, 128946-30-5, 128946-31-6, 134052-28-1
2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)tetrahydro-2H-pyran
A
- 16052-42-9
(1R,2S,5R)-menthyl chloride
B
- 13371-12-5
neomenthyl chloride
C
- 5113-93-9
(1R)-trans-p-menth-2-ene
| Conditions | Yield |
|---|---|
| With dichloromethylenedimethyliminium chloride In acetonitrile at 0℃; | A 50 % Spectr. B 45 % Spectr. C 5 % Spectr. |
| With dichloromethylenedimethyliminium chloride In dichloromethane at 0℃; | A 18 % Spectr. B 42 % Spectr. C 40 % Spectr. |
- 87161-57-7
(1S,2S,4R)-2-bromo-1-isopropyl-4-methylcyclohexane
A
- 16052-42-9
(1R,2S,5R)-menthyl chloride
B
- 13371-12-5
neomenthyl chloride
| Conditions | Yield |
|---|---|
| With bismuth(III) chloride In 1,2-dichloro-ethane for 2h; Heating; |
- 16052-42-9
(1R,2S,5R)-menthyl chloride
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride; iron(III) chloride; Petroleum ether Kuehlung; |
(-)-Menthyl chloride Specification
The (-)-Menthyl chloride, with the CAS registry number 16052-42-9, is also known as [1S-(1alpha,2beta,4beta)]-2-Chloro-1-isopropyl-4-methylcyclohexane. It belongs to the product categories of Biochemistry; Monocyclic Monoterpenes and Terpenes. Its EINECS registry number is 240-200-7. This chemical's molecular formula is C10H19Cl and molecular weight is 174.71. What's more, its IUPAC name is 2-Chloro-4-methyl-1-propan-2-ylcyclohexane and systematic name is called 2-Chloro-4-methyl-1-(propan-2-yl)cyclohexane. It is colorless liquid. The (-)-Menthyl chloride is synthetic organic intermediates and used to synthetic family planning medicine Benzene alcohol ethers.
Physical properties about this chemical are: (1) ACD/LogP: 4.89; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): 4.89; (4) ACD/LogD (pH 7.4): 4.89; (5) ACD/BCF (pH 5.5): 3073.69; (6) ACD/BCF (pH 7.4): 3073.69; (7) ACD/KOC (pH 5.5): 10915.98; (8) ACD/KOC (pH 7.4): 10915.98; (9) #H bond acceptors: 0; (10) #H bond donors: 0; (11) #Freely Rotating Bonds: 1; (12) Polar Surface Area: 0 Å2; (13) Index of Refraction: 1.452; (14) Molar Refractivity: 51.04 cm3; (15) Molar Volume: 189.1 cm3; (16) Surface Tension: 27.1 dyne/cm; (17) Density: 0.92 g/cm3; (18) Flash Point: 78.9 °C; (19) Enthalpy of Vaporization: 43.4 kJ/mol; (20) Boiling Point: 216.1 °C at 760 mmHg; (21) Vapour Pressure: 0.209 mmHg at 25 °C; (22) Melting Point: -20-16.5 °C.
When you are dealing with this chemical, you should be very careful. You should avoid contacting with skin, eyes and do not breathe gas/fumes/vapour/spray.
You can still convert the following datas into molecular structure:
(1) SMILES: ClC1CC(CCC1C(C)C)C
(2) InChI: InChI=1/C10H19Cl/c1-7(2)9-5-4-8(3)6-10(9)11/h7-10H,4-6H2,1-3H3
(3) InChIKey: OMLOJNNKKPNVKN-UHFFFAOYAB
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