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Name	4-METHYLCYCLOHEXENE	EINECS	209-715-4
CAS No.	591-47-9	Density	0.803g/cm³
PSA	0.00000	LogP	2.36260
Solubility	N/A	Melting Point	-121 °C
Formula	C7H12	Boiling Point	101-102 °C(lit.)
Molecular Weight	96.1723	Flash Point	°C
Transport Information	N/A	Appearance	CLEAR COLOURLESS LIQUID
Safety	Probably an irritant and narcotic in high concentration. Very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use foam, CO₂, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.	Risk Codes	11-36/37/38-65
Molecular Structure		Hazard Symbols	F,Xn
Synonyms	4-Methyl-1-cyclohexene;4-Methylcyclohexene; NSC 9386	Article Data	118

4-METHYLCYCLOHEXENE Synthetic route

: r-5-methyl-c-2-(trimethylsilyl)cyclohexan-t-yl 2,4-dinitrobenzoate

A: 591-47-9
4-methylcyclohexene

B: trimethylsilyl 2,4-dinitrobenzoate

: 2,4-Dinitro-benzoic acid (1S,2S,4S)-4-methyl-2-trimethylsilanyl-cyclohexyl ester

Conditions

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

: 591-47-9
4-methylcyclohexene

Conditions

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

: 5-(4-Methyl-cyclohexyloxy)-thianthren-5-ium; perchlorate

A: 2362-50-7
thianthrene-5-oxide

B: 66922-10-9, 66922-11-0, 65500-78-9
1-iodo-4-methylcyclohexane

C: 591-47-9
4-methylcyclohexene

D: 92-85-3
Thianthrene

Conditions

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

: 72390-34-2
N,N-dimethyl-4-methylcyclohexylamine N-oxide

: 591-47-9
4-methylcyclohexene

Conditions

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

: 4313-57-9
2,5-dihydrotoluene

A: 591-49-1
1-methylcyclohex-1-ene

B: 591-48-0
3-methyl-1-cyclohexene

C: 591-47-9
4-methylcyclohexene

D: 82166-21-0
methyl cyclohexane

Conditions

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%

: 19656-98-5
5-methyl-1,3-cyclohexadiene

A: 591-48-0
3-methyl-1-cyclohexene

B: 591-47-9
4-methylcyclohexene

C: 1489-57-2
2-methylcyclohexa-1,3-diene

D: 1489-56-1
1-methyl-1,3-cyclohexadiene

E: 108-88-3
toluene

Conditions

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%

...Expand

: 589-91-3
p-methylcyclohexanol

: 591-47-9
4-methylcyclohexene

Conditions

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

A: 2362-50-7
thianthrene-5-oxide

B: 591-47-9
4-methylcyclohexene

C: 7731-28-4
cis-4-methylcyclohexanol

D: 92-85-3
Thianthrene

Conditions

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

: 925-90-6
ethylmagnesium bromide

A: 591-47-9
4-methylcyclohexene

: C9H16

Conditions

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

: 108296-73-7
C7H12Pt(Cl)4

A: 591-49-1
1-methylcyclohex-1-ene

B: 591-48-0
3-methyl-1-cyclohexene

C: 628-92-2
Cycloheptene

D: 591-47-9
4-methylcyclohexene

E: 1192-37-6
methylenecyclohexane

Conditions

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%

...Expand

4-METHYLCYCLOHEXENE Chemical Properties

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: 591-47-9
MF: C₇H₁₂
MW: 96.17
EINECS: 209-715-4
mp: -121 °C
bp: 101-102 °C(lit.)
density: 0.799 g/mL at 25 °C(lit.)
refractive index: n20/D 1.442
Fp: 30 °F
appearence: colorless clear liquid

4-METHYLCYCLOHEXENE Uses

It is used in the fragrance concentrate.

4-METHYLCYCLOHEXENE Safety Profile

Probably an irritant and narcotic in high concentration. Very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use foam, CO₂, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: F,Xn
Risk 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

4-METHYLCYCLOHEXENE Specification

storage
It should be stored in cool, dry place in tightly sealed containers away from heat and light.

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