- 3-Cyclohexene-1-carboxaldehyde
- 3-Cyclohexene-1-carboxaldehyde,3,6-dimethyl-
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Cas Database |
| Name |
3-Cyclohexene-1-carboxaldehyde |
EINECS | 202-858-3 |
| CAS No. | 100-50-5 | Density | 0.94 g/cm3 |
| PSA | 17.07000 | LogP | 1.54160 |
| Solubility | 11.5g/L at 20℃ | Melting Point |
1-3 °C |
| Formula | C7H10O | Boiling Point | 105 °C at 760 mmHg |
| Molecular Weight | 110.156 | Flash Point | 57.2 °C |
| Transport Information | UN 2498 3/PG 3 | Appearance | slightly yellowish-green liquid |
| Safety | 26-36-45 | Risk Codes | 21-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
1,2,3, 6-Tetrahydrobenzaldehyde;1,2,5,6-Tetrahydrobenzaldehyde;cyclohex-3-ene-1-carbaldehyde;1-Formyl-3-cyclohexene;Cyclohexene-4-carboxaldehyde;3-cyclohexeneformaldehyde;3-Cyclohexene-1-caboxaldehyde;3-cyclohexene-1-carboxaldehyde;1,2,3,6-tetrahydroBenzaldehyde; 4-formyl-1-cyclohexene;3-cyclohe;supply 3-cyclohexene-1-carboxaldehyde;3-Cyclohexen-1-aldehyde;(1R)-cyclohex-3-ene-1-carbaldehyde;(1S)-cyclohex-3-ene-1-carbaldehyde;3-Cyclohexen-1-Carboxaldehyde; |
Article Data | 62 |
3-Cyclohexene-1-carboxaldehyde Synthetic route
| Conditions | Yield |
|---|---|
| With erbium(III) triflate at 20℃; for 2h; Diels-Alder reaction; Ionic liquid; regioselective reaction; | 99% |
| In 1,4 dimethylcyclohexane at 150℃; under 30003 Torr; for 3h; Solvent; Temperature; Inert atmosphere; Autoclave; | 90% |
| K10-Fe(III) In dichloromethane at 20℃; for 6h; | 83% |
- 53178-49-7
2-(3-cyclohexenyl)-1,3-dithiane
- 100-50-5
3-Cyclohexene-1-carboxaldehyde
| Conditions | Yield |
|---|---|
| With silica gel; copper(II) nitrate In tetrachloromethane for 0.416667h; Ambient temperature; | 97% |
| With p-benzoquinone; sodium iodide In water; acetonitrile at 100℃; for 72h; | 74 %Chromat. |
- 72581-32-9, 1679-51-2
cyclohex-3-enylmethanol
- 100-50-5
3-Cyclohexene-1-carboxaldehyde
| Conditions | Yield |
|---|---|
| With titanium(IV) oxide; oxygen at 29.84℃; under 760.051 Torr; for 24h; Sealed tube; Irradiation; | 96% |
| With 2,2,6,6-tetramethyl-piperidine-N-oxyl; periodic acid In dichloromethane at 20℃; for 2h; | 78% |
| With tetrabutylammomium bromide; dihydrogen peroxide; [Ru3O(OAc)6(MeOH)3](1+)*AcO(1-) In dichloromethane at 20℃; for 24h; | 45% |
| In dichloromethane |
- 100-50-5
3-Cyclohexene-1-carboxaldehyde
| Conditions | Yield |
|---|---|
| With silica gel; copper(II) nitrate In tetrachloromethane for 1h; Ambient temperature; | 96% |
- 99-49-0, 22327-39-5
Carvone
- 100-50-5
3-Cyclohexene-1-carboxaldehyde
| Conditions | Yield |
|---|---|
| With LaNi5 hydride In tetrahydrofuran; methanol for 8h; Mechanism; Ambient temperature; other alkynes, alkenes, aldehydes, ketones; other rare earth alloys; var. reaction time and temp.; | 91% |
| Conditions | Yield |
|---|---|
| With 4Na(1+)*6H(1+)*NiMo6O24(10-)=Na4H6NiMo6O24; oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 12h; Irradiation; | 87% |
- 151259-43-7
2-Allyl-hex-5-enal
- 100-50-5
3-Cyclohexene-1-carboxaldehyde
| Conditions | Yield |
|---|---|
| Cl2(PCy3)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC6H5 In benzene at 20℃; for 1h; | 82% |
| Conditions | Yield |
|---|---|
| With hypoiodous acid; acetone at -40 - 20℃; | A 72% B n/a |
| Conditions | Yield |
|---|---|
| With diethylaluminium chloride; triphenylphosphine In dichloromethane at 25℃; for 1h; | 61% |
| With diethylaluminium chloride; triphenylphosphine In dichloromethane at 25℃; for 1h; | 61% |
| In hexane at 410℃; |
- 498-66-8
norborn-2-ene
A
- 497-38-1
Norbornan-2-on
B
- 100-50-5
3-Cyclohexene-1-carboxaldehyde
C
- 278-74-0, 3146-39-2, 57378-36-6
exo-2,3-epoxynorbornane
D
- 844874-18-6
exo-2,3-epoxynorbornane
| Conditions | Yield |
|---|---|
| With iodosylbenzene; TFTEP*FeCl In dichloromethane at 0℃; Yields of byproduct given; | A 3.9% B 0.3% C n/a D n/a |
| With iodosylbenzene; OEP*FeCl In dichloromethane at 0℃; Yield given. Yields of byproduct given; | A 1.6% B 0.2% C n/a D n/a |
| With iodosylbenzene; TFTEP*MnCl In dichloromethane at 0℃; Yield given. Yields of byproduct given; | A 0.8% B 0.2% C n/a D n/a |
3-Cyclohexene-1-carboxaldehyde Chemical Properties
IUPAC Name: Cyclohex-3-ene-1-carbaldehyde
Synonyms of 3-Cyclohexene-1-carboxaldehyde (CAS NO.100-50-5): 1,2,3,6-Tetrahydrobenzaldehyde ; 4-Formyl-1-cyclohexene
CAS NO: 100-50-5
Molecular Formula: C7H10O
Molecular Weight: 110.15
Molecular Structure: 
EINECS: 202-858-3
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 17.07 Å2
Index of Refraction: 1.55
Molar Refractivity: 33.88 cm3
Molar Volume: 106.3 cm3
Surface Tension: 39.4 dyne/cm
Density: 1.035 g/cm3
Flash Point: 57.2 °C
Enthalpy of Vaporization: 34.4 kJ/mol
Boiling Point: 105 °C at 760 mmHg
Vapour Pressure: 30.1 mmHg at 25°C
Stability: Stable. Incompatible with strong oxidizing agents, strong bases, strong reducing agents.
Appearance: 3-Cyclohexene-1-carboxaldehyde (CAS NO.100-50-5) is slightly yellowish-green liquid.
Sensitive: Air Sensitive
3-Cyclohexene-1-carboxaldehyde Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rabbit | LD50 | skin | 1300uL/kg (1.3mL/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BLOOD: HEMORRHAGE SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | National Technical Information Service. Vol. OTS0535072, |
| rat | LC50 | inhalation | 2000ppm/4H (2000ppm) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 276, 1986. | |
| rat | LD50 | oral | 2460uL/kg (2.46mL/kg) | American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962. |
3-Cyclohexene-1-carboxaldehyde Consensus Reports
Reported in EPA TSCA Inventory.
3-Cyclohexene-1-carboxaldehyde Safety Profile
Safety Information of 3-Cyclohexene-1-carboxaldehyde (CAS NO.100-50-5):
Hazard Codes: 
Xn
Risk Statements: 21-36/37/38
R21: Harmful in contact with skin.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2498 3/PG 3
WGK Germany: 1
RTECS: GW2800000
F: 10
HazardClass: 3
PackingGroup: III
Moderately toxic by ingestion, inhalation, and skin contact. Corrosive. An eye, skin, and mucous membrane irritant. Flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
3-Cyclohexene-1-carboxaldehyde Standards and Recommendations
DOT Classification: 3; Label: Flammable Liquid
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