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| CAS No.: | 591-47-9 |
|---|---|
| Name: | 4-METHYL-1-CYCLOHEXENE |
| Molecular Structure: | |
|
|
|
| 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 |

A

4-methylcyclohexene

| 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% |



4-methylcyclohexene

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

A

thianthrene-5-oxide

B

1-iodo-4-methylcyclohexane

C

4-methylcyclohexene

D

Thianthrene

| 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


4-methylcyclohexene

| 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

A

1-methylcyclohex-1-ene

B

3-methyl-1-cyclohexene

C

4-methylcyclohexene

D

methyl cyclohexane

| 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

A

3-methyl-1-cyclohexene

B

4-methylcyclohexene

C

2-methylcyclohexa-1,3-diene

D

1-methyl-1,3-cyclohexadiene

E

toluene

| 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% |


| 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℃; |

A

thianthrene-5-oxide

B

4-methylcyclohexene

C

cis-4-methylcyclohexanol

D

Thianthrene

| 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. |


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


C7H12Pt(Cl)4

A

1-methylcyclohex-1-ene

B

3-methyl-1-cyclohexene

C

Cycloheptene

D

4-methylcyclohexene

E

methylenecyclohexane

| 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% |

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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