591-47-9

Basic information

• Product Name: 4-METHYL-1-CYCLOHEXENE
• Synonyms: 4-Methylcyclohex-1-ene;4-methyl-cyclohexen;4-Methylcyclohexene-1;cyclohexene,4-methyl-;1,2,3,6-TETRAHYDROTOLUENE;4-METHYL-1-CYCLOHEXENE;4-METHYLCYCLOHEXENE;METHYL CYCLOHEXENE
• CAS NO: 591-47-9
• Molecular Formula: C₇H₁₂
• Molecular Weight: 96.17
• EINECS: 209-715-4
• Mol File: 591-47-9.mol
• Article Data: 47

Chemical Properties

• Melting Point: -121 °C
• Boiling Point: 101-102 °C(lit.)
• Flash Point: 30 °F
• Appearance: /
• Density: 0.799 g/mL at 25 °C(lit.)
• Vapor Pressure: 36mmHg at 25°C
• Refractive Index: n20/D 1.442
• BRN: 1901299
• CAS DataBase Reference: 4-METHYL-1-CYCLOHEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-1-CYCLOHEXENE(591-47-9)
• EPA Substance Registry System: 4-METHYL-1-CYCLOHEXENE(591-47-9)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-36/37/38-65
• Safety Statements: 9-16-26-29-36-62
• RIDADR: UN 3295 3/PG 2
• WGK Germany: 3
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 591-47-9(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

Different sources of media describe the Uses of 591-47-9 differently. You can refer to the following data:
1. Intermediate.
2. 4-Methylcyclohexene is used in the synthesis of an enantiomerically pure oxaliplatin derivative, {(1R,2R,4R)-4-Methyl-1,2-cyclohexanediamine}oxalatoplatinum(II), which exhibits good anticancer activity. It is also used in the preparation of N,N-diethyldithiocarbamate functionalized 1,4-polyisoprenes.

Hazard

Flammable, dangerous fire risk. May beirritant to skin and eyes.

InChI:InChI=1/C7H12/c1-7-5-3-2-4-6-7/h2-3,7H,4-6H2,1H3

Synthetic route

r-5-methyl-c-2-(trimethylsilyl)cyclohexan-t-yl 2,4-dinitrobenzoate → 4-methylcyclohexene (591-47-9) + trimethylsilyl 2,4-dinitrobenzoate + 2,4-Dinitro-benzoic acid (1S,2S,4S)-4-methyl-2-trimethylsilanyl-cyclohexyl ester

Conditions	Yield
In chloroform-d1 for 24h; Ambient temperature;	A 90% B n/a C 10%
In chloroform-d1 for 24h; Product distribution; Mechanism; Ambient temperature;	A 90% B n/a C 10%

1-methyl-3,4-threo-bis(benzenesulphonyl)cyclohexane → 4-methylcyclohexene (591-47-9)

Conditions	Yield
With sodium dihydrogenphosphate; sodium amalgam In methanol Ambient temperature;	85%

5-(4-Methyl-cyclohexyloxy)-thianthren-5-ium; perchlorate → thianthrene-5-oxide (2362-50-7) + 1-iodo-4-methylcyclohexane (66922-10-9, 66922-11-0, 65500-78-9) + 4-methylcyclohexene (591-47-9) + Thianthrene (92-85-3)

Conditions	Yield
With potassium iodide In acetonitrile for 2h; Product distribution; Substitution; elimination;	A 76% B 38% C 35% D 23%

N,N-dimethyl-4-methylcyclohexylamine N-oxide (72390-34-2) → 4-methylcyclohexene (591-47-9)

Conditions	Yield
In various solvent(s) at 96℃; for 4h;	75%
at 96℃; for 4h; Product distribution; in cholesteric liquid crystals;	75%

2,5-dihydrotoluene (4313-57-9) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9) + methyl cyclohexane (82166-21-0)

Conditions	Yield
With hydrogen; bis(acetylacetonate)nickel(II); triphenylphosphine In toluene at 40℃; for 8h; Yields of byproduct given;	A 67% B n/a C n/a D 2%
With hydrogen; bis(acetylacetonate)nickel(II); triphenylphosphine In toluene at 40℃; under 760 Torr; for 8h; Product distribution; Mechanism; different 1,4-cyclohexadienes and reaction times;	A 67% B n/a C n/a D 2%

5-methyl-1,3-cyclohexadiene (19656-98-5) → 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9) + 2-methylcyclohexa-1,3-diene (1489-57-2) + 1-methyl-1,3-cyclohexadiene (1489-56-1) + toluene (108-88-3)

Conditions	Yield
rhodium(III) chloride In nitromethane; water at 45℃; for 1.33333h; Product distribution; Mechanism; variation of time; with Kat2;	A n/a B n/a C 14.3% D 66% E 4.6%

p-methylcyclohexanol (589-91-3) → 4-methylcyclohexene (591-47-9)

Conditions	Yield
With methyltriphenoxyphosphonium iodide In N,N,N,N,N,N-hexamethylphosphoric triamide at 50 - 60℃; for 2h;	54%
durch Behandeln mit wasserabspaltenden Mitteln;
With phosphoric acid at 105℃;

5-(cis-4-methylcyclohexyloxy)thianthreniumyl perchlorate → thianthrene-5-oxide (2362-50-7) + 4-methylcyclohexene (591-47-9) + cis-4-methylcyclohexanol (7731-28-4) + Thianthrene (92-85-3)

Conditions	Yield
With potassium iodide In acetonitrile for 2h; Product distribution; Substitution; elimination;	A 52% B 52% C 46% D 48%
With potassium carbonate In acetonitrile for 1.33333h; Product distribution; other reaction time, temperature; effect of absence of K2CO3; other reaction conditions;	A 104 % Chromat. B 2.13 % Chromat. C 88.4 % Chromat. D 8.64 % Chromat.

C8H14O + ethylmagnesium bromide (925-90-6) → 4-methylcyclohexene (591-47-9) + C9H16

Conditions	Yield
With triisopropoxytitanium(IV) chloride In diethyl ether at 20℃; Inert atmosphere; stereoselective reaction;	A 40% B 25%

C7H12Pt(Cl)4 (108296-73-7) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + Cycloheptene (628-92-2) + 4-methylcyclohexene (591-47-9) + methylenecyclohexane (1192-37-6)

Conditions	Yield
With potassium cyanide In diethyl ether Refluxing in ether for 1 h, evapn. of ether in vac., treating of residue with aq. KCN.; Extg. with CHCl3, NMR, MS. Further products.;	A 13.6% B 10% C 2.8% D 4.3% E 9.8%

p-methylcyclohexanol (589-91-3) → 1-methylcyclohex-1-ene (591-49-1) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
With zinc(II) chloride at 140℃;
With zinc(II) chloride at 140℃; inactive form;

p-methylcyclohexanol (589-91-3) → 1-chloro-4-methylcyclohexane (931-68-0) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
With phosphorus pentachloride substance of Zelinsky;

3-methylcyclohexyl bromide (13905-48-1) → 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
durch Destillation; 1-methyl-cyclohexene-(2);
With alkali 1-methyl-cyclohexene-(2);

trans-4-methylcyclohexan-1-ol (7731-29-5) → 4-methylcyclohexene (591-47-9)

Conditions	Yield
With toluene-4-sulfonic acid

4-methylcyclohexanone oxime (4994-13-2, 128925-57-5, 128925-58-6) → 4-methylcyclohexene (591-47-9)

Conditions	Yield
With hydrogen; nickel at 280℃;

cis-3-methylcyclohexanol (5454-79-5) → 4-methylcyclohexene (591-47-9) + rac-(1S,3R)-1-chloro-3-methylcyclohexane (931-84-0, 28046-86-8, 28046-87-9)

Conditions	Yield
With hydrogenchloride

phthalic acid mono-(3-methyl-cyclohexyl ester) (111499-39-9) → 4-methylcyclohexene (591-47-9)

Conditions	Yield
durch Destillation; dextrorotatory form;

dithiocarbonic acid S-ethyl ester-O-(4-methyl-cyclohexyl ester) → 4-methylcyclohexene (591-47-9)

Conditions	Yield
at 175 - 178℃; zuletzt bei 200grad;
at 175 - 200℃;

propene (187737-37-7) + buta-1,3-diene (106-99-0) → 4-methylcyclohexene (591-47-9)

Conditions	Yield
at 300℃; under 102971 - 106649 Torr;

1-methylcyclohex-1-ene (591-49-1) → 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
bis(acetylacetonate)nickel(II); triphenylphosphine In toluene at 40℃; for 2.5h; Product distribution; different reaction times;

1-methylcyclohex-1-ene (591-49-1) → 4-methylcyclohexene (591-47-9)

Conditions	Yield
at 139.9℃; under 760 Torr; Equilibrium constant; Thermodynamic data; ΔrH and ΔrS;

1-methylcyclohex-1-ene (591-49-1) → 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9) + methyl cyclohexane (82166-21-0) + methylenecyclohexane (1192-37-6)

Conditions	Yield
With hydrogen; palladium on activated charcoal In pentane at 17℃; for 0.0333333h; Product distribution;	A n/a B 29 % Spectr. C 56 % Spectr. D n/a

p-methylcyclohexanol (589-91-3) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
copper(II) sulfate In 1,1,2,2-tetrachloroethylene for 0.833333h; Heating; Yields of byproduct given;	A 2 % Chromat. B n/a C n/a
copper(II) sulfate In 1,1,2,2-tetrachloroethylene for 0.833333h; Heating; Yield given;	A 2 % Chromat. B n/a C n/a
aluminum oxide at 250℃;	A 0.3 % Chromat. B 0.1 % Chromat. C 99.6 % Chromat.

2,2,2-trifluoroethanol (75-89-8) + rac-cis-3-methylcyclohexyl p-toluenesulfonate (37690-41-8) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9) + 1-methylcyclohexyl trifluoroethyl ether (80764-78-9) + trans-3-methylcyclohexyl trifluoroethyl ether (80764-82-5) + cis-3-methylcyclohexyl trifluoroethyl ether (80764-81-4)

Conditions	Yield
With pyridine at 90℃; for 0.5h; Product distribution; other fluorinated alcohols; hydride shift in cyclohexyl tosylate solvolysis;

2-Methylcyclohexanol (583-59-5) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
copper(II) sulfate In 1,1,2,2-tetrachloroethylene for 1h; Heating; Yields of byproduct given;	A 71 % Chromat. B n/a C n/a
magnesium oxide at 315.9℃; Mechanism; Product distribution; product distribution depends on temperature and pretreatment of catalyst(H2, or O2), further temperatures, further catalyst CaO;
copper(II) sulfate In 1,1,2,2-tetrachloroethylene for 1h; Heating; Yield given;	A 71 % Chromat. B n/a C n/a

3-methylene-cyclohexene (1888-90-0) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9) + methyl cyclohexane (82166-21-0)

Conditions	Yield
With hydrogen; palladium on activated charcoal In pentane at 17℃; for 0.0333333h; Product distribution;	A 21 % Spectr. B n/a C n/a D 60 % Spectr.

3-methyl-1-cyclohexene (591-48-0) → 1-methylcyclohex-1-ene (591-49-1) + 4-methylcyclohexene (591-47-9) + methyl cyclohexane (82166-21-0) + methylenecyclohexane (1192-37-6)

Conditions	Yield
With hydrogen; palladium on activated charcoal In pentane at 17℃; for 0.0333333h; Product distribution;	A 48 % Spectr. B n/a C 48 % Spectr. D n/a

Cycloheptene (628-92-2) → 1-methylcyclohex-1-ene (591-49-1) + 1,2-dimethylcyclopentene (765-47-9) + 1-ethylcyclopentene (2146-38-5) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
With hydrogenchloride; water In decalin at 225℃; for 49h; Product distribution; Mechanism; in sealed tube; also with DCl/D2O, deuteration investigated; also at 175 deg C;	A 54.9 % Chromat. B n/a C n/a D n/a E n/a

(+/-)-trans-2-methylcyclohexanol (7443-52-9) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
magnesium oxide at 334.9℃; Mechanism; Product distribution; product distribution depends on temperature and pretreatment of catalyst(H2, or O2), further temperatures, further catalyst CaO;

cis-2-methylcyclohexanol (7443-70-1) → 1-methylcyclohex-1-ene (591-49-1) + 3-methyl-1-cyclohexene (591-48-0) + 4-methylcyclohexene (591-47-9)

Conditions	Yield
calcium oxide at 344.9℃; Mechanism; Product distribution; product distribution depends on temperature and pretreatment of catalyst(H2, or O2), further temperatures;

4-methylcyclohexene (591-47-9) → 3-methyl-7-oxabicyclo[4.1.0]heptane (36099-51-1, 103189-46-4, 103189-47-5)

Conditions	Yield
With oxygen; isobutyraldehyde In acetonitrile at 60℃; for 4h;	100%
With disodium hydrogenphosphate; dihydrogen peroxide; Hexafluoroacetone; dibutyl ether In various solvent(s) at 20℃; for 6h;	91%
With dihydrogen peroxide In dichloromethane at 0℃; for 3h;	62%

(permethylcyclopentadienyl-methoxo-ruthenium)2 + trifluorormethanesulfonic acid (1493-13-6) + 4-methylcyclohexene (591-47-9) → η5-C5(methyl)5ruthenium(η6-toluene)OTf

Conditions	Yield
In further solvent(s) addn. of 1 equiv. of methylcyclohexene to a soln. of Ru-compd. in CF3SO3H; monitored by (1)H NMR;	100%
In further solvent(s) react. of Ru-compd. with CF3SO3H in presence of methylcyclohexene; recrystn.;	40-60
In dichloromethane gentle warming of react. soln. to 40°C;

4-methylcyclohexene (591-47-9) → methyl cyclohexane (82166-21-0)

Conditions	Yield
With hydrogen; Rhodium chloride tri(triphenylphosphine-meta-trisulfonate) In water for 10h; Ambient temperature;	95%
With hydrogen; In toluene at 109℃; effect of polymer supported catalysts on velocity;
With hydrogen; rhodium In acetone at 40℃; Rate constant; under atmospheric pressure; different types of catalysts; other solvent;

4-methylcyclohexene (591-47-9) + bismuth(III) acetate (22306-37-2, 29094-03-9, 36476-26-3, 73206-34-5) → Acetic acid (1S,2S)-2-iodo-4-methyl-cyclohexyl ester

Conditions	Yield
With iodine In acetic acid Ambient temperature;	91%

4-methylcyclohexene (591-47-9) → (1R,2R)-1-Azido-2-iodo-4-methyl-cyclohexane

Conditions	Yield
With (polystyrene resin)-para-CH2N(CH3)3(1+)*I(N3)2(1-) for 5h;	88%

phthalimide (136918-14-4) + 4-methylcyclohexene (591-47-9) → 2-methyl-1,3,4,4a,5,11a-hexahydro-6H-dibenzo[b,e]azepine-6,11(2H)-dione

Conditions	Yield
With Fe(II)-meso-tetraphenylporphyrin; triethylamine In water; acetonitrile at 30℃; for 2h; Inert atmosphere; Irradiation;	87.4%

4-methylcyclohexene (591-47-9) → 3(e),4(e)-dibromo-1(e)-methylcyclohexane (20237-14-3, 26293-23-2, 26293-24-3, 26293-25-4, 35190-00-2, 36041-41-5, 60711-12-8) + 3(a),4(a)-dibromo-1(e)-methylcyclohexane (20237-14-3, 26293-23-2, 26293-24-3, 26293-25-4, 35190-00-2, 36041-41-5, 60711-12-8)

Conditions	Yield
With bromine In chloroform at 0℃;	A 5% B 82%
With (C6H5NH)Br3 In dichloromethane at 25℃; for 2h; Product distribution;

4-methylcyclohexene (591-47-9) → (1α,2β,4α)-4-methylcyclohexane-1,2-diol (23832-27-1, 52188-67-7, 52188-68-8, 116453-29-3, 116453-30-6)

Conditions	Yield
With formic acid; dihydrogen peroxide at 20℃; for 3h;	81%
With formic acid; dihydrogen peroxide	26%
Multi-step reaction with 2 steps 1: 62 percent / 30percentaq. hydrogen peroxide / CH2Cl2; various solvent(s) / 3 h / 0 °C 2: 1.) AcONa, AcOH, 2.) KOH / 1.) reflux, 72 h, 2.) aq. EtOH, reflux, 3.5 h View Scheme
Multi-step reaction with 2 steps 1: H2O2, CCl3CN, K2HPO4 / CH2Cl2 2: NaOH / H2O / Heating View Scheme

4-methylcyclohexene (591-47-9) → 5-methylcyclohex-2-en-1-one (7214-50-8)

Conditions	Yield
With tert.-butylhydroperoxide; chromia-pillared montmorillonite catalyst (Cr-PILC) In 2,2,4-trimethylpentane; dichloromethane for 37h; Ambient temperature;	76%

4-methylcyclohexene (591-47-9) + acetyl chloride (75-36-5) → methyl-4 cyclohexenyl-1 methyle cetone (22273-97-8)

Conditions	Yield
With SnCl4 on a solid carrier HNa-modernit at -10 - 0℃; regioselective reaction;	72.6%

4-methylcyclohexene (591-47-9) + propionyl chloride (79-03-8) → 1-(4-methyl-cyclohex-1-enyl)-propan-1-one (22755-48-2)

Conditions	Yield
With SnCl4 on a solid carrier HNa-modernit at -10 - 0℃; regioselective reaction;	66.4%

4-methylcyclohexene (591-47-9) + butyryl chloride (141-75-3) → 1-(4-Methyl-cyclohex-1-enyl)-butan-1-one (22755-49-3)

Conditions	Yield
With SnCl4 on a solid carrier HNa-modernit at -10 - 0℃; regioselective reaction;	54.6%

4-methylcyclohexene (591-47-9) + cobalt(III) acetate → 5-methylcyclohex-2-enyl acetate (51139-00-5, 73610-85-2, 85317-77-7)

Conditions	Yield
With sodium bromide In acetic acid at 49.9℃; for 24h;	50%
In acetic acid at 50℃; for 24h;	59 % Chromat.

4-methylcyclohexene (591-47-9) → 3-methyl-7-oxabicyclo[4.1.0]heptane (36099-51-1, 103189-46-4, 103189-47-5) + 5-methylcyclohex-2-en-1-one (7214-50-8) + 4-methyl-2-cyclohexenone (75337-05-2, 79980-78-2, 101758-35-4, 5515-76-4) + Methyl-2-cyclohexen-1-ol (21592-97-2) + 5-methyl-2-cyclohexen-1-ol (3718-55-6)

Conditions	Yield
With 6C16H36N(1+)*2Zn(2+)*4Na(1+)*[Bi2Zn2(ZnW9O34)2](14-); urea hydrogen peroxide adduct In acetonitrile at 70℃; for 24h; Ene Reaction;	A 7% B 22% C 49% D 7% E 10%

4-nitrophenyl azide (1516-60-5) + 4-methylcyclohexene (591-47-9) → C13H16N2O2 + C13H16N2O2 + 4-nitro-aniline (100-01-6)

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In benzene at 75℃; for 15h; Inert atmosphere;	A n/a B n/a C 48%

4-methylcyclohexene (591-47-9) + n-valeryl chloride (638-29-9) → C12H20O (1219688-24-0)

Conditions	Yield
With SnCl4 on a solid carrier HNa-modernit at -10 - 0℃; regioselective reaction;	46.5%

pentamethylcyclopentadienyltricarbonylrhenium (12130-88-0) + 4-methylcyclohexene (591-47-9) → (η5-C5Me5)Re(CO)2(η2-4-methyl-1-cyclohexene)

Conditions	Yield
In hexane Irradiation (UV/VIS); (N2); irradiated at 0°C for 90 min; chromy.; elem. anal.;	42%
In neat (no solvent) photolysis of 4-methyl-1-cyclohexene soln. containing (η5-C5Me5)Re(CO)3;

4-methylcyclohexene (591-47-9) + Hexanoyl chloride (142-61-0) → C13H22O (1219688-25-1)

Conditions	Yield
With SnCl4 on a solid carrier HNa-modernit at -10 - 0℃; regioselective reaction;	40.6%

4-methylcyclohexene (591-47-9) + 2-propenoic acid 1,2 ethanediylbis(oxy-2,1-ethanediyl) ester (1680-21-3) → (12E,18E)-15-Methyl-1,4,7,10-tetraoxa-cycloicosa-12,18-diene-11,20-dione

Conditions	Yield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;	37%

4-methylcyclohexene (591-47-9) + Heptanoic acid chloride (2528-61-2) → C14H24O (1219688-26-2)

Conditions	Yield
With SnCl4 on a solid carrier HNa-modernit at -10 - 0℃; regioselective reaction;	35.8%

4-methylcyclohexene (591-47-9) + cobalt(III) acetate → 4-methylcyclohex-2-enyl acetate (27227-42-5) + 5-methylcyclohex-2-enyl acetate (51139-00-5, 73610-85-2, 85317-77-7)

Conditions	Yield
With sodium bromide In acetic acid at 49.9℃; for 1h;	A 33% B 4%

Upstream product

• 13905-48-1 3-methylcyclohexyl bromide 
• 4994-13-2 4-methylcyclohexanone oxime 
• 187737-37-7 propene 
• 106-99-0 buta-1,3-diene 
• 591-49-1 1-methylcyclohex-1-ene 
• 589-91-3 p-methylcyclohexanol 
• 583-59-5 2-Methylcyclohexanol 
• 1888-90-0 3-methylene-cyclohexene 
• 19656-98-5 5-methyl-1,3-cyclohexadiene 
• 52007-42-8 (hept-6-enyloxy)benzene 
• 106578-86-3 2-vinyl-1,1-bis(bromomethyl)cyclopropane 
• 72390-34-2 N,N-dimethyl-4-methylcyclohexylamine N-oxide 
• 82166-21-0 methyl cyclohexane 
• 91-17-8 decalin 

Downstream Products

• 23832-27-1 (+/-)-1ξ-methyl-cyclohexanediol-(3r.4t) 
• 109840-89-3 1-(2,5-dimethyl-phenyl)-1-methyl-cyclohexane 
• 66325-03-9 4-ethyl-1-methyl-2-(1-methyl-cyclohexyl)-benzene 
• 29180-82-3 1-(5-ethyl-2-methyl-phenyl)-1-p-tolyl-ethane 
• 102166-58-5 1-(2-methyl-5-propyl-phenyl)-1-p-tolyl-propane 
• 874532-18-0 5-Isopropyl-1-(3-isopropyl-4-methyl-phenyl)-1,3,3,6-tetramethyl-indan 
• 591-49-1 1-methylcyclohex-1-ene 
• 3058-01-3 3-methyladipic acid 
• 87-83-2 pentabromotoluene 
• 16491-15-9 1,5-dimethylcyclopentene 
• 35702-18-2 1,4-di(1'-methylcyclohexyl)benzene 
• 23832-27-1 4-methyl-cis-1,2-cyclohexanediol 
• 793687-71-5 2-chloro-5-methyl-cyclohexanol 
• 872290-35-2 3-bromo-5-methylcyclohex-1-ene 

Relevant articles and documents

Influence of Intracrystalline Ionic Strength in MFI Zeolites on Aqueous Phase Dehydration of Methylcyclohexanols

The impact of the concentration of hydrated hydronium ions and in turn of the local ionic strength in MFI zeolites has been investigated for the aqueous phase dehydration of 4-methylcyclohexanol (E1 mechanism) and cis-2-methylcyclohexanol (E2 mechanism). The E2 pathway with the latter alcohol led to a 2.5-fold higher activity. The catalytic activity normalized to the hydronium ions (turnover frequency, TOF) passed through a pronounced maximum, which is attributed to the increasing excess chemical potential of the alcohols in the pores, increasing in parallel with the ionic strength and the additional work caused by repulsive interactions and charge separation induced by the bulky alcohols. While the maximum in rate observed is invariant with the mechanism or substitution, the reaction pathway is influencing the activation parameters differently.

Rearrangement of r-5-methyl-c-2-(trimethylsilyl)cyclohexan-t-yl 2,4-dinitrobenzoate in Chloroform

Isomerisation of the title compound 3 to the ester 4 in deuteriochloroform is believed to occur via rearrangement of an intermediate β-trimethylsilyl substituted carbocation, with subsequent capture by the 2,4-dinitrobenzoate anion.

PROCESS FOR PHOTOCATALYTIC ACCEPTOR-FREE DEHYDROGENATION OF ALKANES AND ALCOHOLS

A process for photocatalytic acceptor-free dehydrogenation of alkanes and alcohols, in which an alkane or an alcohol is irradiated in the presence of a rhodium complex containing organic phosphorus(III) compounds as ligands as a catalyst, and in the presence of at least one Lewis base is provided.