CAS No.186204-35-3,(R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane Suppliers

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Basic Information

Molecular Structure:
CAS No.:	186204-35-3
Name:	(R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane
Article Data:	10

Formula:	C₁₀H₂₀O₆S₂
Molecular Weight:	300.397
Synonyms:	(1R,2R)-1,2-Cyclohexanediylbis(methylene) dimethanesulfonate;
EINECS:	1308068-626-2
Density:	1.271 g/cm³
Boiling Point:	495.284 °C at 760 mmHg
Flash Point:	253.339 °C
Appearance:	off-white solid
PSA:	103.50000
LogP:	2.90680

Synthetic route

: 65376-05-8
(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

: 124-63-0
methanesulfonyl chloride

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

Conditions

Conditions	Yield
With triethylamine at 0 - 5℃; Industrial scale;	92.6%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	92%
With triethylamine In chloroform at 0 - 20℃; for 5h;	90.8%

: 131-11-3
phthalic acid dimethyl ester

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: Raney nickel; methanol / 50 - 60 °C / 73550.8 Torr / Hydrogenation.Behandeln des Reaktionsprodukts mit methanol. Natriummethylat 2: LiAlH4; diethyl ether 3: (1R)-menthyl isocyanate 4: pyridine View Scheme

: 76155-27-6
(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (1R)-menthyl isocyanate 2: pyridine View Scheme

: 3205-35-4
dimethyl cyclohexane-trans-1,2-dicarboxylate

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: LiAlH4; diethyl ether 2: (1R)-menthyl isocyanate 3: pyridine View Scheme

: 46022-05-3
(1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sulfuric acid / 18 h / 40 °C 2.1: diisobutylaluminium hydride / toluene / 6 h / -5 - 20 °C / Inert atmosphere 2.2: 13 h / -5 - 40 °C 3.1: triethylamine / chloroform / 5 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 65 °C 2.1: triethylamine / dichloromethane / 0.42 h / 25 - 35 °C / Inert atmosphere 2.2: 3 h / -5 - 35 °C View Scheme
Multi-step reaction with 4 steps 1: tetrahydrofuran / 1 h / 25 - 30 °C 2: tetrahydrofuran / 45 - 50 °C 3: sodium tetrahydroborate; water / tetrahydrofuran / 1 h 4: triethylamine / dichloromethane View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid / 4 h / Reflux 2: sodium tetrahydroborate; methanol / tetrahydrofuran / 3 h / 40 °C / Reflux 3: triethylamine / dichloromethane / 1.5 h / 20 °C View Scheme

: 140459-96-7
(1R,2R)-1,2-cyclohexanedicarboxylic acid dimethyl ester

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: diisobutylaluminium hydride / toluene / 6 h / -5 - 20 °C / Inert atmosphere 1.2: 13 h / -5 - 40 °C 2.1: triethylamine / chloroform / 5 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; methanol / tetrahydrofuran / 3 h / 40 °C / Reflux 2: triethylamine / dichloromethane / 1.5 h / 20 °C View Scheme

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

: 14805-29-9
(3aR,4S,7R,7aS)‑4,7‑methylene‑1H‑isoindole‑1,3(2H)-dione

: ((1R,2R)-2-(((3aR,4S,7R,7aS)-1,3-dioxohexahydro-1H-4,7-methanoisoindol-2(3H)-yl)methyl)cyclohexyl)methylmethanesulfonate

Conditions

Conditions	Yield
With potassium carbonate In isopropyl alcohol for 4h;	99%

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

: 111-42-2
2,2'-iminobis[ethanol]

: 1421374-96-0
(3aR,7aR)-2,2-bis(2-hydroxyethyl)octahydro-1H-isoindolium mesylate

Conditions

Conditions	Yield
With sodium carbonate In chlorobenzene Reflux;	99%

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

: 87691-87-0
3-(1-piperazinyl)-1,2-benzisothiazole

: 186204-37-5
(3aR,7aR)-4’-(benzo[d]isothiazol-3-yl)octahydrospiro[isoindole-2,1’-piperazin]-2-ium methanesulfonate

Conditions

Conditions	Yield
With calcium hydroxide In isopropyl alcohol for 20h; Reflux; Industrial scale;	97.3%
With potassium carbonate In water; acetonitrile at 82℃; for 3h; Temperature; Concentration; Solvent;	91%
With sodium carbonate In acetonitrile at 80 - 85℃; for 24h;	89.5%

: 3-(1-piperazinyl)-1,2-benzoisothiazole hydrochloride

: 186204-35-3
(1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate

: 186204-37-5
(3aR,7aR)-4’-(benzo[d]isothiazol-3-yl)octahydrospiro[isoindole-2,1’-piperazin]-2-ium methanesulfonate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; Temperature;	92.4%

Total:131 Page 1 of 4 1 2 3 4 Next>>

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Specification

The (R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane, with the CAS registry number 186204-35-3, is also known as (1R-trans)-1,2-Cyclohexanedimethanol dimethanesulfonate. It belongs to the product category of Sulfur & Selenium Compounds. This chemical's molecular formula is C₁₀H₂₀O₆S₂ and molecular weight is 300.39. What's more, its systematic name is called (1R,2R)-1,2-Cyclohexanediylbis(methylene) dimethanesulfonate.

Physical properties about (R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane are: (1)ACD/LogP: 0.79; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.79; (4)ACD/LogD (pH 7.4): 0.79; (5)ACD/BCF (pH 5.5): 2.35; (6)ACD/BCF (pH 7.4): 2.35; (7)ACD/KOC (pH 5.5): 64.11; (8)ACD/KOC (pH 7.4): 64.11; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 103.5 Å²; (13)Index of Refraction: 1.482; (14)Molar Refractivity: 67.38 cm³; (15)Molar Volume: 236.387 cm³; (16)Surface Tension: 45.57 dyne/cm; (17)Density: 1.271 g/cm³; (18)Flash Point: 253.339 °C; (19)Enthalpy of Vaporization: 73.385 kJ/mol; (20)Boiling Point: 495.284 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=S(=O)(OC[C@@H]1CCCC[C@H]1COS(=O)(=O)C)C
(2) InChI: InChI=1S/C10H20O6S2/c1-17(11,12)15-7-9-5-3-4-6-10(9)8-16-18(2,13)14/h9-10H,3-8H2,1-2H3/t9-,10-/m0/s1
(3) InChIKey: JIHKCHWEXXZTOU-UWVGGRQHSA-N

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