| Identification | Back Directory | [Name]
DIHYDRO CUMINYL ALCOHOL | [CAS]
536-59-4 | [Synonyms]
perilla
Perillol
perill alcohol
PERILLA ALCOHOL
1-perillalcohol
Perillic alcohol
PERILLYL ALCOHOL
1,8-p-Menthadien-7-ol
L-(-)-Perilly Alcohol
p-Mentha-1,8-dien-7-ol
DIHYDRO CUMINYL ALCOHOL
PARA-MENTHA-1,8-DIEN-7-OL
L(-)-Perillyl alcohol,85%
PERILLYL ALCOHOL, (-)-(RG)
(S)-(-)-PERILLYL ALCOHOL 90+%
4-isopropenylcyclohex-1-en-1-ylmethanol
4-Isopropenyl-cyclohex-1-ene-1-methanol
(4-Isopropenyl-1-cyclohexen-1-yl)methanol
(4-prop-1-en-2-yl-1-cyclohexenyl)methanol
4-(1-Methylvinyl)-1-cyclohexene-1-methanol
4-(1-methylethenyl)-1-cyclohexene-1-methano
4-(1-methylethenyl)-1-Cyclohexene-1-methanol
4-(1-methylethenyl)-cyclohex-1-ene-1-methano
4-(Prop-1-en-2-yl)-cyclohex-1-enyl)-methanol
1-HYDROXYMETHYL-4-(1-METHYLVINYL)-CYCLOHEXENE
(4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)Methanol
Perilla alcohol
Dihydrocuminyl alcohol
1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-
Cyclohex-1-ene-1-methanol, 4-(1-methylethenyl)- | [EINECS(EC#)]
208-639-9 | [Molecular Formula]
C10H16O | [MDL Number]
MFCD00001567 | [MOL File]
536-59-4.mol | [Molecular Weight]
152.23 |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow liquid | [Melting point ]
271-272 °C | [Boiling point ]
119-121 °C11 mm Hg(lit.)
| [density ]
0.96 g/mL at 25 °C(lit.)
| [FEMA ]
2664 | [refractive index ]
n20/D 1.501(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
Very slightly soluble in water, soluble in alcohol and oils | [form ]
Liquid | [pka]
14.85±0.10(Predicted) | [color ]
Colorless to light yellow | [Odor]
at 100.00 %. green cumin spicy aromatic woody cardamom floral waxy violet | [Odor Type]
green | [JECFA Number]
974 | [Cosmetics Ingredients Functions]
FRAGRANCE
ANTIOXIDANT
SKIN PROTECTING
PERFUMING
ANTIMICROBIAL | [LogP]
3.170 | [CAS DataBase Reference]
536-59-4 | [EPA Substance Registry System]
1-Cyclohexene-1-methanol, 4-(1-methylethenyl)- (536-59-4) |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to light yellow liquid | [Usage]
antineoplastic, apoptosis inducer; skin irritant, LD50(rat) 2100 mg/kg po | [Description]
p-Mentha-1,8-dien-7-ol has a characteristic odor similar to linalool
and terpineol. The L-form is obtained starting from (3-pinene or by
reducing perillic aldehyde with zinc dust and acetic acid, followed
by saponification of the acetate. | [Occurrence]
The d- and l-forms occur naturally in gingergrass essential oil; the l-form is found in lavandin and bergamot,
while the d-form is found in caraway; also reported found in the essential oils of Juniperus sabina L. and East Indian geranium. Also
reported found in citrus peel oils, berries, peppermint oil, Scotch peppermint oil, hop oil, cardamom, laurel, lemon balm, lamb’s let tuce, mastic gum oil and bullock’s head (Annona reticulata). | [Uses]
(4-(Prop-1-en-2-yl)cyclohex-1-en-1-yl)methanol is used in preparation of perilla alcohol leaf alcohol carbonate as perfume. | [Uses]
antineoplastic, apoptosis inducer; skin irritant, LD50(rat) 2100 mg/kg po | [Definition]
ChEBI: A limonene monoterpenoid consists of a cyclohexene ring substituted by a hydroxymethyl and a prop-1-en-2-yl group at positions 1 and 4 respectively. It is a constituent of a variety of essential oils including lavender. | [Preparation]
The l-form is obtained starting from β-pinene or by reducing perillic aldehyde with zinc dust and acetic acid, followed
by saponification of the acetate. | [Aroma threshold values]
Detection: 7 ppm | [Synthesis]
GENERAL STEPS: Example 13: The hydrogenation reaction for the synthesis of (4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methanol from 4-(prop-1-en-2-yl)cyclohex-1-enecyclohexene carboxaldehyde was carried out in a stainless steel autoclave equipped with a glass inner tube. The autoclave was pre-charged with [Cu(NO3)(PPh3)2] (11.7 mg, 0.018 mmol) and DPPB (7.7 mg, 0.018 mmol). Subsequently, the atmosphere inside the autoclave was replaced with nitrogen. An ethanol solution of sodium hydroxide (0.03 M, 6.0 mL, 0.18 mmol) and 4-(prop-1-en-2-yl)cyclohex-1-enecarboxaldehyde (2.02 mL, 9 mmol) was added to the autoclave. The reaction was stirred at hydrogen pressure of 5 MPa and 50 °C for 16 hours. Upon completion of the reaction, hydrogen was carefully released and the reaction conversion (>99%) was analyzed by gas chromatography (GC). The reaction mixture was concentrated and purified by silica gel column chromatography to give 1.26 g of the target product (4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methanol. | [References]
[1] Tetrahedron Letters, 1993, vol. 34, # 2, p. 257 - 260
[2] Chemistry - A European Journal, 2017, vol. 23, # 35, p. 8473 - 8481
[3] Synlett, 2009, # 8, p. 1295 - 1298
[4] Patent: US2011/201819, 2011, A1. Location in patent: Page/Page column 10
[5] Patent: EP2377841, 2011, A1. Location in patent: Page/Page column 13-14 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
jiliang chemicals
|
| Telephone: |
21-62165282 |
| Website: |
http://www.jiliangchem.com |
|