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Basic Information
CAS No.: 591-47-9
Name: 4-METHYL-1-CYCLOHEXENE
Molecular Structure:
Molecular Structure of 591-47-9 (4-METHYL-1-CYCLOHEXENE)
Formula: C7H12
Molecular Weight: 96.1723
Synonyms: 4-Methyl-1-cyclohexene;4-Methylcyclohexene; NSC 9386
EINECS: 209-715-4
Density: 0.803g/cm3
Melting Point: -121 °C
Boiling Point: 101-102 °C(lit.)
Flash Point: °C
Appearance: CLEAR COLOURLESS LIQUID
Hazard Symbols: F,Xn
Risk Codes: 11-36/37/38-65
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.
PSA: 0.00000
LogP: 2.36260
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
589-91-3

p-methylcyclohexanol

591-47-9

4-methylcyclohexene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%
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Chemistry

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

Uses

It is used in the fragrance concentrate.

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
 

Specification

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