Name: (+)-MENTHYL CHLOROFORMATE
SKU: 7635-54-3

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Basic Information

Molecular Structure:
CAS No.:	7635-54-3
Name:	(+)-MENTHYL CHLOROFORMATE

Formula:	C₁₁H₁₉ClO₂
Molecular Weight:	218.724
Synonyms:	Carbonochloridicacid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, [1S-(1a,2b,5a)]-;Formic acid, chloro-, p-menth-3-yl ester, (+)- (8CI);(+)-Menthylchloroformate;
Density:	1.04 g/cm³
Boiling Point:	233.9 °C at 760 mmHg
Flash Point:	70 °C
Appearance:	Colorless to light yellow liquid
Hazard Symbols:	T,C
Risk Codes:	23-34-20/21/22
Safety:	26-36/37/39-45-25
Transport Information:	UN 3277 6.1/PG 2
PSA:	26.30000
LogP:	3.82260

Synthetic route

bis(trichloromethyl) carbonate: bis(trichloromethyl) carbonate

: 15356-60-2
(1S,2R,5S)-(+)-menthol

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

Conditions

Conditions	Yield
With pyridine In dichloromethane at -5 - 25℃; for 13h; Reagent/catalyst; Temperature; Solvent;	99%
Carbonylation;

: 75-44-5
phosgene

: 15356-60-2
(1S,2R,5S)-(+)-menthol

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.75h;	95%
In toluene

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

: 494-52-0
Anabasine

: (2'S)-[(1S,2R,5S)-menthoxycarbonyl]anabasine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 60℃; for 2h;	100%

: 1-((4R,5R)-4,5-dihydro-2-(6-((4R,5R)-4,5-dihydro-4,5-diphenyl-1H-imidazol-2-yl)pyridin-2-yl)-4,5-diphenylimidazol-1-yl)(mesityl)methanone

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

: 2-(1-(2,4,6-trimethyl-benzoyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-6-(1-((1S,2R,5S)-2-iso-propyl-5-methylcyclohexyl-3-oxycarbonyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)pyridine

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 6h;	99%

: 5950-36-7
aziridine-2-carboxylic acid ethyl ester

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

: 1-(-)-menthyloxycarbonyl-aziridine-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetone at 0 - 20℃;	99%

: 102555-71-5, 124414-36-4, 124414-37-5
1,1'-binaphthalene-2,2'-dithiol

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

: Thiocarbonic acid O-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester S-[2'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonylsulfanyl)-[1,1']binaphthalenyl-2-yl] ester

: Thiocarbonic acid O-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester S-[2'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonylsulfanyl)-[1,1']binaphthalenyl-2-yl] ester

Conditions

Conditions	Yield
With triethylamine In benzene for 1h; Ambient temperature; Yields of byproduct given;	A 98% B n/a
With triethylamine In benzene for 1h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

: 199923-84-7
5-monoamino-25,26,27,28-tetrakis(propyloxy)-calix[4]arene

: 5-menthyl carbamate-25,26,27,28-tetrapropoxycalix[4]arene

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃;	98%

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

: C12H17O4P

: C23H35O6P

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 22℃; for 2.5h; Inert atmosphere;	97%

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

: 602-09-5
1,1'-bi-2-naphthol

: Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 2'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-[1,1']binaphthalenyl-2-yl ester

: Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 2'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-[1,1']binaphthalenyl-2-yl ester

Conditions

Conditions	Yield
With triethylamine In benzene for 1h; Ambient temperature; Yields of byproduct given;	A 95% B n/a
With triethylamine In benzene for 1h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 7635-54-3
(+)-(1S,2R,5S)-menthylchloroformate

: 156286-12-3
1,2-(2,3-dihydro-1H-azirino)-<60>fullerene

: C71H19NO2

Conditions

Conditions	Yield
With pyridine In various solvent(s) at 70℃; for 1h;	95%

Raw Materials

15356-60-2

75-44-5

32315-10-9

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Specification

The CAS register number of Carbonochloridic acid,5-methyl-2-(1-methylethyl)cyclohexyl ester, (1S,2R,5S)- is 7635-54-3. It also can be called as (+)-Menthyl Chloroformate and the IUPAC name about this chemical is [(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] carbonochloridate. The molecular formula about this chemical is C₁₁H₁₉ClO₂ and the molecular weight is 218.72. It belongs to the following product categories, such as Chiral; Biochemistry; for Resolution of Alcohols & Thiols; for Resolution of Bases; Monocyclic Monoterpenes; Optical Resolution; Synthetic Organic Chemistry; Terpenes; Acid HalidesAsymmetric Synthesis; Chiral Resolving ReagentsDerivatization Reagents; Chiral Building Blocks; Chiral Resolution Reagents; Derivatization Reagents HPLC; Organic Building Blocks; UV-VIS and so on.

Physical properties about Carbonochloridic acid,5-methyl-2-(1-methylethyl)cyclohexyl ester, (1S,2R,5S)- are: (1)ACD/LogP: 4.83; (2)ACD/LogD (pH 5.5): 4.83; (3)ACD/LogD (pH 7.4): 4.83; (4)ACD/BCF (pH 5.5): 2766.25; (5)ACD/BCF (pH 7.4): 2766.25; (6)ACD/KOC (pH 5.5): 10122.82; (7)ACD/KOC (pH 7.4): 10122.82; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 26.3Å²; (11)Index of Refraction: 1.462; (12)Molar Refractivity: 57.53 cm³; (13)Molar Volume: 209 cm³; (14)Polarizability: 22.8x10^-24cm³; (15)Surface Tension: 32 dyne/cm; (16)Enthalpy of Vaporization: 47.06 kJ/mol; (17)Boiling Point: 233.9 °C at 760 mmHg; (18)Vapour Pressure: 0.0546 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed, it can cause burns. When you are using it, wear suitable protective clothing, gloves and eye/face protection, you also need avoid contact with eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Cl)O[C@@H]1[C@H](CC[C@@H](C1)C)C(C)C
(2)InChI: InChI=1/C11H19ClO2/c1-7(2)9-5-4-8(3)6-10(9)14-11(12)13/h7-10H,4-6H2,1-3H3/t8-,9+,10-/m0/s1
(3)InChIKey: KIUPCUCGVCGPPA-AEJSXWLSBD
(4)Std. InChI: InChI=1S/C11H19ClO2/c1-7(2)9-5-4-8(3)6-10(9)14-11(12)13/h7-10H,4-6H2,1-3H3/t8-,9+,10-/m0/s1
(5)Std. InChIKey: KIUPCUCGVCGPPA-AEJSXWLSSA-N

7635-54-3

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Specification