trans-1,2-Cyclohexanedicarboxylic acid supplier

Name
trans-1,2-Cyclohexanedicarboxylic acid
EINECS 218-975-8
CAS No. 2305-32-0
Article Data47
CAS DataBase
Density 1.314 g/cm³
Solubility 2g/L(20 oC)
Melting Point 228-230 °C(lit.)
Formula C₈H₁₂O₄
Boiling Point 384.075 °C at 760 mmHg
Molecular Weight 172.181
Flash Point 200.254 °C
Transport Information
Appearance white crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,2-Cyclohexanedicarboxylicacid, trans- (8CI);(1R,2R)-cyclohexane-1,2-dicarboxylic acid;NSC 31593;trans-1,2-Cyclohexanedicarboxylicacid;1,2-cyclohexanedicarboxylic acid, (1R,2R)-;
PSA 74.60000
LogP 0.96200

Synthetic route

: 97185-53-0, 97233-91-5
C16H21NO4

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With barium hydroxide octahydrate In water for 2h; Heating;	99%

: 110-17-8
(2E)-but-2-enedioic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol for 24h;	98%

: 610-09-3
(1R,2S)-cyclohexane-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

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

: 14166-21-3
(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 25℃; for 12h; Ring cleavage;	41%

: 635-08-5
cyclohex-1-ene-1,2-dicarboxylic acid

A: 610-09-3
(1R,2S)-cyclohexane-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With sodium amalgam; sodium carbonate

: 635-08-5
cyclohex-1-ene-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

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

: 1687-30-5
cyclohexane-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With hydrogen bromide im geschlossenen Rohr; man laesst auf das Bromwasserstoffadditionsprodukt Natriumamalgam einwirken;

: 1687-29-2
dimethyl cis-1,2-cyclohexanedicarboxylate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 10138-59-7
diethyl 1,2-cyclohexanedicarboxylate

: 141-52-6
sodium ethanolate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
cis-hexahydrophthalic acid diethyl ester;

: 50708-48-0
cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride at 150℃;

: 38765-78-5
cyclohex-2-ene-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With hydrogen iodide; acetic acid at 150℃; Behandeln des Produktes mit Natriumamalgam;

: 93379-40-9
2-hydroxymethyl-cyclohexanecarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With potassium permanganate

: 25079-83-8, 38765-76-3, 38765-77-4
(+/-)-trans-cyclohexene-(3)-dicarboxylic acid-(1.2)

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With acetic acid; platinum Hydrogenation;

: 88-98-2, 2305-26-2, 15573-40-7, 50987-15-0, 51096-07-2, 51096-08-3
trans-cyclohex-4-ene-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With palladium on activated charcoal Hydrogenation;
With methanol; palladium Hydrogenation;
With hydrogen; palladium In methanol at 30 - 35℃;

: 13990-96-0, 13991-44-1, 90927-39-2
rac-(1S,2S)-dimethyl 4-oxocyclohexane-1,2-dicarboxylate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; zinc

: 55741-02-1
o-(N,N-Diethyl-aminomethyl)-benzoesaeure

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With pentan-1-ol; sodium
Multi-step reaction with 2 steps 1: sodium; amyl alcohol 2: KMnO4 View Scheme

: 88-99-3
benzene-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide; nickel at 160℃; under 18387.7 Torr; Hydrogenation;

: 21651-12-7
(E)-2,4-pentadienoic acid

: 79-10-7
acrylic acid

A: 3971-31-1
cyclohexane-1,3-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With sodium carbonate at 215 - 225℃; anschliessendes Hydrieren an Raney-Nickel bei 150grad/150 at;

...Expand

: 79-37-8
oxalyl dichloride

: 2719-27-9
cyclohexanylcarbonyl chloride

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With Perbenzoic acid anschliessendes Hydrolysieren;

: 124-38-9
carbon dioxide

: 110-83-8
cyclohexene

A: 610-09-3
(1R,2S)-cyclohexane-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With In tetrahydrofuran under 760 Torr; Mechanism; Irradiation;
With Ni3(Ph2PCH2PPh2)3I2 Product distribution; Mechanism; Irradiation;

...Expand

: 144540-72-7
trans-hexahydrophthalide

KOH-solution: KOH-solution

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
durch Oxydation mit Permanganat;

: 524-38-9
N-hydroxyphthalimide

: 64-17-5
ethanol

sodium: sodium

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

...Expand

: 635-08-5
cyclohex-1-ene-1,2-dicarboxylic acid

: 10034-85-2
hydrogen iodide

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
at 230℃;

: 635-08-5
cyclohex-1-ene-1,2-dicarboxylic acid

sodium amalgam: sodium amalgam

A: 610-09-3
(1R,2S)-cyclohexane-1,2-dicarboxylic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

...Expand

: 93379-40-9
2-hydroxymethyl-cyclohexanecarboxylic acid

alkaline permanganate: alkaline permanganate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

1-cyano-cyclohexane-dicarboxylic acid-(1.2)-diethyl ester: 1-cyano-cyclohexane-dicarboxylic acid-(1.2)-diethyl ester

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride Erhitzen des Reaktionsprodukts mit wss. Salzsaeure auf 160grad;

3.6-dibromo-trans-hexahydrophthalic acid: 3.6-dibromo-trans-hexahydrophthalic acid

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With acetic acid; zinc
With sodium amalgam

phthalate potassium: phthalate potassium

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
With nickel(III) oxide; hydrogen at 300℃;

: 3,5-dibromo-cyclohexane-1,2-dicarboxylic acid

sodium amalgam: sodium amalgam

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

Conditions

Conditions	Yield
3.5-dibromo-trans-hexahydrophthalic acid;

: 67-56-1
methanol

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

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

Conditions

Conditions	Yield
With camphor-10-sulfonic acid Heating;	96%

: 111-86-4
n-Octylamine

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 2-octylhexahydroisoindole-1,3-dione

Conditions

Conditions	Yield
With niobium(V) oxide In hexane for 18h; Inert atmosphere; Reflux; Microwave irradiation;	91%

: 592-84-7
n-butyl formate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: trans-Cyclohexane-1,2-dicarboxylic acid monobutyl ester

: trans-Cyclohexane-1,2-dicarboxylic acid dibutyl ester

Conditions

Conditions	Yield
With Dowex 50Wx2 In octane at 100℃; for 9h; Esterification;	A 88% B 5%

...Expand

: cobalt(II) chloride hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: Co3(μ3-hydroxy)(trans-1,2-cyclohexane-dicarboxylate)2

Conditions

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%

: cobalt(II) chloride hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: Co(trans-1,2-cyclohexadicarboxylate)

Conditions

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%

: 366-18-7
[2,2]bipyridinyl

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: O2U(2+)*C8H10O4(2-)*C10H8N2

Conditions

Conditions	Yield
In water at 140℃; Autoclave; High pressure;	84%

...Expand

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

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

Conditions

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%

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 33209-25-5, 34684-19-0, 36909-95-2, 46021-27-6, 60901-05-5, 65653-82-9
trans-1,2-cyclo-hexanedicarboxylic acid dichloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide for 41h;	77%
With phosphorus pentachloride
With thionyl chloride

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 14166-21-3
(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride

Conditions

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;

: 7631-99-4
sodium nitrate

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 2O2U(2+)*3C8H10O4(2-)*2Na(1+)*2H2O

Conditions

Conditions	Yield
With 18-crown-6 ether In water; acetonitrile at 140℃; Autoclave; High pressure;	69%

...Expand

: ferrous(II) sulfate heptahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: [Fe(II)(e,e-trans-cyclohexane-1,2-dicarboxylate)]

Conditions

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%

: 109-99-9
tetrahydrofuran

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: O2U(2+)*C8H10O4(2-)*C4H8O

Conditions

Conditions	Yield
With manganese (II) nitrate tetrahydrate In water at 140℃; Autoclave; High pressure;	62%

...Expand

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 591-51-5
phenyllithium

: 104722-26-1
trans-1,2-dibenzoylcyclohexane

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether for 16h; Ambient temperature;	53%

: caesium nitrate

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: [(UO2)4Cs4(rac-trans-1,2-cyclohexanedicarboxylate)6(H2O)3]·H2O

Conditions

Conditions	Yield
In methanol; water at 150℃; High pressure;	48%

...Expand

: 553-26-4
4,4'-bipyridine

: cadmium(II) nitrate tetrhydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 7732-18-5
water

: ([Cd2(trans-1,2-a,a-cyclohexanedicarboxylate)(trans-1,2-e,e-cyclohexanedicarboxylic acid-H)2(4,4'-bipyridine)2]*8H2O)n

Conditions

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%

...Expand

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 67-63-0
isopropyl alcohol

: diisopropyl trans-cyclohexane-1,2-dicarboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 60℃; Inert atmosphere; Sealed tube;	45%

: 872-50-4
1-methyl-pyrrolidin-2-one

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: O2U(2+)*C8H10O4(2-)*C5H9NO

Conditions

Conditions	Yield
In water at 140℃; Autoclave; High pressure;	39%

...Expand

: 17455-13-9
18-crown-6 ether

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 7732-18-5
water

: potassium nitrate

: [(uranyl)10(potassium)5(rac-trans-1,2-cyclohexanedicarboxylate)4(oxalate)10(18-crown-6)5(OH)(H2O)3] tetrahydrate

Conditions

Conditions	Yield
at 140℃; for 1461h; High pressure;	34%

...Expand

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: silver nitrate

: 2O2U(2+)*3C8H10O4(2-)*2Ag(1+)*2H2O

Conditions

Conditions	Yield
In water; acetonitrile at 140℃; Autoclave; High pressure;	30%

...Expand

: 366-18-7
[2,2]bipyridinyl

: copper nitrate hemi(pentahydrate)

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: O2U(2+)*2C8H10O4(2-)*C10H8N2*Cu(2+)*2H2O

Conditions

Conditions	Yield
In methanol; water at 140℃; Autoclave; High pressure;	30%

...Expand

: 96-26-4
dihydroxyacetone

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: (4aS,11aS)-Hexahydro-6,10-dioxa-benzocyclononene-5,8,11-trione

Conditions

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In acetonitrile for 15h; Heating;	24%

: 1610522-97-8
3-amino-7,8-bis(methoxymethoxy)-2H-chromen-2-one

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: trans-N1,N2-bis(7,8-bis(methoxymethoxy)-2-oxo-2H-chromen-3-yl)cyclohexane-1,2-dicarboxamide

Conditions

Conditions	Yield
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 50℃; for 40h;	23.7%

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 610-10-6, 1687-30-5, 2305-32-0, 21963-41-7, 46022-05-3, 610-09-3
(1S,2S)-cyclohexane-1,2-dicarboxylic acid

Conditions

Conditions	Yield
With (S)-1-phenyl-ethylamine In ethanol; toluene Heating;	19%

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: O2U(2+)*C8H10O4(2-)*C3H7NO

Conditions

Conditions	Yield
With [2,2]bipyridinyl; lead(II) nitrate In water at 140℃; Reagent/catalyst; Autoclave; High pressure;	19%

...Expand

: uranyl nirate hexahydrate

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: 506-93-4
guanidine nitrate

: [NH4]4[(UO2)4(rac-trans-1,2-cyclohexanedicarboxylate)6]

Conditions

Conditions	Yield
In water; acetonitrile at 150℃; High pressure;	16%

...Expand

: uranyl nirate hexahydrate

: [Ni(1,4,8,11-tetra-azacyclotetradecane)(NO3)2]

: 2305-32-0
trans-1,2-cyclohexanedicarboxylic acid

: [(UO2)2(rac-trans-1,2-cyclohexanedicarboxylate)2(rac-trans-1,2-cyclohexanedicarboxylate-H)2Ni(1,4,8,11-tetraazacyclotetradecane)]

Conditions

Conditions	Yield
In water; acetonitrile at 140℃; for 336h; High pressure;	13%

...Expand

trans-1,2-Cyclohexanedicarboxylic acid Specification

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

Product Name

trans-1,2-Cyclohexanedicarboxylic acid

Synthetic route

trans-1,2-Cyclohexanedicarboxylic acid Specification

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