C16H21NO4
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With barium hydroxide octahydrate In water for 2h; Heating; | 99% |
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol for 24h; | 98% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 150℃; under 2280.15 Torr; for 72h; Reagent/catalyst; Concentration; Autoclave; | 95.5% |
With hydrogenchloride at 180℃; | |
With phosphoric acid | |
With sulfuric acid |
(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 25℃; for 12h; Ring cleavage; | 41% |
cyclohex-1-ene-1,2-dicarboxylic acid
A
(1R,2S)-cyclohexane-1,2-dicarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With sodium amalgam; sodium carbonate |
Conditions | Yield |
---|---|
With hydrogen iodide at 230℃; im geschlossenen Rohr; | |
Multi-step reaction with 2 steps 1: natrium carbonate; sodium amalgam 2: concentrated hydrochloric acid / 180 °C View Scheme | |
Multi-step reaction with 2 steps 1: natrium carbonate; sodium amalgam 2: concentrated hydrochloric acid / 180 °C View Scheme |
Conditions | Yield |
---|---|
With hydrogen bromide im geschlossenen Rohr; man laesst auf das Bromwasserstoffadditionsprodukt Natriumamalgam einwirken; |
dimethyl cis-1,2-cyclohexanedicarboxylate
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
diethyl 1,2-cyclohexanedicarboxylate
sodium ethanolate
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
cis-hexahydrophthalic acid diethyl ester; |
cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 150℃; |
cyclohex-2-ene-1,2-dicarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With hydrogen iodide; acetic acid at 150℃; Behandeln des Produktes mit Natriumamalgam; |
2-hydroxymethyl-cyclohexanecarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With potassium permanganate |
(+/-)-trans-cyclohexene-(3)-dicarboxylic acid-(1.2)
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With acetic acid; platinum Hydrogenation; |
trans-cyclohex-4-ene-1,2-dicarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With palladium on activated charcoal Hydrogenation; | |
With methanol; palladium Hydrogenation; | |
With hydrogen; palladium In methanol at 30 - 35℃; |
rac-(1S,2S)-dimethyl 4-oxocyclohexane-1,2-dicarboxylate
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride; zinc |
o-(N,N-Diethyl-aminomethyl)-benzoesaeure
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With pentan-1-ol; sodium | |
Multi-step reaction with 2 steps 1: sodium; amyl alcohol 2: KMnO4 View Scheme |
Conditions | Yield |
---|---|
With sodium hydroxide; nickel at 160℃; under 18387.7 Torr; Hydrogenation; |
(E)-2,4-pentadienoic acid
acrylic acid
A
cyclohexane-1,3-dicarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With sodium carbonate at 215 - 225℃; anschliessendes Hydrieren an Raney-Nickel bei 150grad/150 at; |
oxalyl dichloride
cyclohexanylcarbonyl chloride
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With Perbenzoic acid anschliessendes Hydrolysieren; |
carbon dioxide
cyclohexene
A
(1R,2S)-cyclohexane-1,2-dicarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With In tetrahydrofuran under 760 Torr; Mechanism; Irradiation; | |
With Ni3(Ph2PCH2PPh2)3I2 Product distribution; Mechanism; Irradiation; |
trans-hexahydrophthalide
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
durch Oxydation mit Permanganat; |
cyclohex-1-ene-1,2-dicarboxylic acid
hydrogen iodide
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
at 230℃; |
cyclohex-1-ene-1,2-dicarboxylic acid
A
(1R,2S)-cyclohexane-1,2-dicarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
2-hydroxymethyl-cyclohexanecarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride Erhitzen des Reaktionsprodukts mit wss. Salzsaeure auf 160grad; |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With acetic acid; zinc | |
With sodium amalgam |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With nickel(III) oxide; hydrogen at 300℃; |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
3.5-dibromo-trans-hexahydrophthalic acid; |
methanol
trans-1,2-cyclohexanedicarboxylic acid
dimethyl cyclohexane-trans-1,2-dicarboxylate
Conditions | Yield |
---|---|
With camphor-10-sulfonic acid Heating; | 96% |
Conditions | Yield |
---|---|
With niobium(V) oxide In hexane for 18h; Inert atmosphere; Reflux; Microwave irradiation; | 91% |
Conditions | Yield |
---|---|
With Dowex 50Wx2 In octane at 100℃; for 9h; Esterification; | A 88% B 5% |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With triethylamine In water High Pressure; CoCl2, ligand, triethylamine 2:1:1 in H2O heated in a stainless steel autoclave at 220°C for 7 d; elem. anal.; | 88% |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With triethylamine In water High Pressure; mixt. sealed in teflon-lined autoclave and heated at 160°C for 5 d; elem. anal.; powder XRD; | 87% |
Conditions | Yield |
---|---|
In water at 140℃; Autoclave; High pressure; | 84% |
trans-1,2-cyclohexanedicarboxylic acid
(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 75℃; for 16h; Schlenk technique; | 81% |
With lithium aluminium tetrahydride In tetrahydrofuran at 75℃; for 16h; Schlenk technique; | 81% |
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether a) RT, 3h, b) reflux, 8 h; | 79% |
trans-1,2-cyclohexanedicarboxylic acid
trans-1,2-cyclo-hexanedicarboxylic acid dichloride
Conditions | Yield |
---|---|
With thionyl chloride; N,N-dimethyl-formamide for 41h; | 77% |
With phosphorus pentachloride | |
With thionyl chloride |
trans-1,2-cyclohexanedicarboxylic acid
(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride
Conditions | Yield |
---|---|
With acetyl chloride for 4h; Heating; | 76% |
With acetic anhydride | |
With 4-methyl-morpholine; methyl chloroformate In tetrahydrofuran at 20℃; for 0.25h; |
Conditions | Yield |
---|---|
With 18-crown-6 ether In water; acetonitrile at 140℃; Autoclave; High pressure; | 69% |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With Et3N In water High Pressure; under hydrothermal conditions; mixt. of FeSO4*7H2O, ligand, Et3N and deionized H2O sealed in autoclave; heated at 160°C for 2 d; crystals isolated; elem. anal.; | 65% |
Conditions | Yield |
---|---|
With manganese (II) nitrate tetrahydrate In water at 140℃; Autoclave; High pressure; | 62% |
trans-1,2-cyclohexanedicarboxylic acid
phenyllithium
trans-1,2-dibenzoylcyclohexane
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether for 16h; Ambient temperature; | 53% |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
In methanol; water at 150℃; High pressure; | 48% |
Conditions | Yield |
---|---|
With KOH In ethanol; water (C6H10)(COOH)2 (0.29 mmol) dissolved in mixt. of EtOH and H2O (1:1) containing KOH (0.38 mmol); Cd(NO3)2*4H2O (0.19 mmol) and 4,4'-bipyridine (0.19 mmol) in EtOH added; evapd. slowly (room temp., 1 wk); elem. anal.; | 45% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 60℃; Inert atmosphere; Sealed tube; | 45% |
Conditions | Yield |
---|---|
In water at 140℃; Autoclave; High pressure; | 39% |
Conditions | Yield |
---|---|
at 140℃; for 1461h; High pressure; | 34% |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
In water; acetonitrile at 140℃; Autoclave; High pressure; | 30% |
Conditions | Yield |
---|---|
In methanol; water at 140℃; Autoclave; High pressure; | 30% |
Conditions | Yield |
---|---|
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In acetonitrile for 15h; Heating; | 24% |
3-amino-7,8-bis(methoxymethoxy)-2H-chromen-2-one
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 50℃; for 40h; | 23.7% |
trans-1,2-cyclohexanedicarboxylic acid
(1S,2S)-cyclohexane-1,2-dicarboxylic acid
Conditions | Yield |
---|---|
With (S)-1-phenyl-ethylamine In ethanol; toluene Heating; | 19% |
trans-1,2-cyclohexanedicarboxylic acid
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; lead(II) nitrate In water at 140℃; Reagent/catalyst; Autoclave; High pressure; | 19% |
Conditions | Yield |
---|---|
In water; acetonitrile at 150℃; High pressure; | 16% |
trans-1,2-cyclohexanedicarboxylic acid
Conditions | Yield |
---|---|
In water; acetonitrile at 140℃; for 336h; High pressure; | 13% |
The trans-1,2-Cyclohexanedicarboxylic acid, with the CAS registry number 2305-32-0 and EINECS registry number 218-975-8, has the systematic name of (1R,2R)-cyclohexane-1,2-dicarboxylic acid. It is a kind of white crystalline powder, and belongs to the following product categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts. And the molecular formula of the chemical is C8H12O4.
The physical properties of trans-1,2-Cyclohexanedicarboxylic acid are as followings: (1)ACD/LogP: 0.61; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1.861; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 74.6 Å2; (11)Index of Refraction: 1.521; (12)Molar Refractivity: 39.885 cm3; (13)Molar Volume: 130.952 cm3; (14)Polarizability: 15.812×10-24cm3; (15)Surface Tension: 57.832 dyne/cm; (16)Density: 1.315 g/cm3; (17)Flash Point: 200.254 °C; (18)Enthalpy of Vaporization: 69.461 kJ/mol; (19)Boiling Point: 384.075 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.
You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: C1CC[C@H]([C@@H](C1)C(=O)O)C(=O)O
(2)InChI: InChI=1/C8H12O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h5-6H,1-4H2,(H,9,10)(H,11,12)/t5-,6-/m1/s1
(3)InChIKey: QSAWQNUELGIYBC-PHDIDXHHBG
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