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Basic Information
CAS No.: 32175-00-1
Name: trans-4-Methycyclohexyl isocyanate
Article Data: 2
Molecular Structure:
Molecular Structure of 32175-00-1 (trans-4-Methycyclohexyl isocyanate)
Formula: C8H13NO
Molecular Weight: 139.197
Synonyms: Isocyanicacid, 4-methylcyclohexyl ester, trans- (8CI);trans-1-Isocyanato-4-methylcyclohexane;
EINECS: 608-715-5
Density: 1.04 g/cm3
Boiling Point: 182.2 °C at 760 mmHg
Flash Point: 60.1 °C
Appearance: clear colourless liquid
PSA: 29.43000
LogP: 1.90090
Synthetic route
75-44-5

phosgene

2523-55-9

trans-4-methylcyclohexanamine

32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

C8H14FNO

32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; under 760.051 Torr; for 3h; Concentration;
32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

119018-29-0

N-{2-[4-(aminosulfonyl)phenyl]ethyl}-3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide

93479-97-1

glimepiride

Conditions
ConditionsYield
In tert-butyl methyl ether; cyclohexanone at 30℃; for 10h; Temperature;94.5%
Stage #1: N-{2-[4-(aminosulfonyl)phenyl]ethyl}-3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide With potassium carbonate In acetone; butanone for 0.5h; Inert atmosphere; Reflux;
Stage #2: (1R,4R)-1-isocyanato-4-methylcyclohexane In acetone; butanone Inert atmosphere; Reflux;
90%
Stage #1: N-{2-[4-(aminosulfonyl)phenyl]ethyl}-3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide With potassium carbonate at 55 - 60℃; for 1h; Heating / reflux;
Stage #2: (1R,4R)-1-isocyanato-4-methylcyclohexane In toluene for 12h; Heating / reflux;
86.3%
593-71-5

Chloroiodomethane

32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

31715-94-3

trans-2-chloro-N-(4-methylcyclohexyl)acetamide

Conditions
ConditionsYield
With methyllithium; lithium bromide In diethyl ether at -78℃; for 1h; chemoselective reaction;91%
32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

26003-39-4

N-(4-methylcyclohexyl)formamide

Conditions
ConditionsYield
With zirconocene dichloride; lithium tri-t-butoxyaluminum hydride In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; chemoselective reaction;87%
32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

methyl 2-(methylamino)-5-oxo-5H-thieno[3,2-b]pyran-6-carboxylate

methyl 2-(1-methyl-3-((1r,4r)-4-methylcyclohexyl)ureido)-5-oxo-5H-thieno[3,2-b]pyran-6-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran at 90 - 100℃; for 16h;32.37%
51-21-8

5-fluorouracil

32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

5-Fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidine-1-carboxylic acid (4-methyl-cyclohexyl)-amide

Conditions
ConditionsYield
With pyridine 1.) 90 deg C, 2 h, 2.) RT, overnight;31%
32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

25199-66-0

N-[2-(4-Sulfamoyl-phenyl)-butyl]-benzamide

C25H33N3O4S

Conditions
ConditionsYield
With sodium hydroxide In acetone
32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

54198-69-5

3-Methyl-N-[2-(4-sulfamoyl-phenyl)-butyl]-benzamide

C26H35N3O4S

Conditions
ConditionsYield
With sodium hydroxide In acetone
32175-00-1

(1R,4R)-1-isocyanato-4-methylcyclohexane

25200-70-8

4-Chloro-N-methyl-N-(4-sulfamoyl-benzyl)-benzamide

C23H28ClN3O4S

Conditions
ConditionsYield
With sodium hydroxide In acetone
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    Product name: Trans-4-Methylcyclohexylisocyanate CAS No.:32175-00-1 Molecule Formula:C8H13NO Molecule Weight:139.19 Purity: 99.0% Package: 200kg/drum Description:Colorless liquid Manufacture Standards:Enterprise Standard TESTING

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Specification

The trans-4-methycyclohexyl isocyanate, with the CAS registry number 32175-00-1, is also named trans-4-methyl cyclohexyl isocyanate. It is a kind of clear colourless liquid, and belongs to the product category of Pharmaceutical intermediates. And the molecular formula of this chemical is C8H13NO. What's more, it is usually used as intermediate for the preparation of Glimepiride.

The physical properties of trans-4-methycyclohexyl isocyanate are as followings: (1)ACD/LogP: 3.38; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.38; (4)ACD/LogD (pH 7.4): 3.38; (5)#H bond acceptors: 2; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 1; (8)Polar Surface Area: 29.43 Å2; (9)Index of Refraction: 1.518; (10)Molar Refractivity: 40.58 cm3; (11)Molar Volume: 133.7 cm3; (12)Polarizability: 16.08×10-24cm3; (13)Surface Tension: 35.4 dyne/cm; (14)Density: 1.04 g/cm3; (15)Flash Point: 60.1 °C; (16)Enthalpy of Vaporization: 41.85 kJ/mol; (17)Boiling Point: 182.2 °C at 760 mmHg; (18)Vapour Pressure: 0.818 mmHg at 25°C.

Uses of trans-4-methycyclohexyl isocyanate: It can react with 5-fluoro-1H-pyrimidine-2,4-dione to produce 5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidine-1-carboxylic acid (4-methyl-cyclohexyl)-amide. This reaction will need reagent pyridine, and the yield is about 31%.

You can still convert the following datas into molecular structure:
(1)SMILES: CC1CCC(CC1)N=C=O
(2)InChI: InChI=1/C8H13NO/c1-7-2-4-8(5-3-7)9-6-10/h7-8H,2-5H2,1H3/t7-,8-
(3)InChIKey: SWSXEZOUBBVKCO-ZKCHVHJHBX