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(1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol is a complex organic compound with a unique molecular structure, featuring a cyclohexane ring with a methyl and prop-1-en-2-yl substituent, and a double bond at the 2-position. (1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol is characterized by its stereochemistry, with the R-configuration at the 1-position and the S-configuration at the 4-position, which is crucial for its reactivity and potential applications.

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  • 82769-01-5 Structure
  • Basic information

    1. Product Name: (1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol
    2. Synonyms: (1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol;(1R,4S)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol;(-)-Menthadienol;2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, (1R-cis)-
    3. CAS NO:82769-01-5
    4. Molecular Formula: C10H16O
    5. Molecular Weight: 152.23344
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 82769-01-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 216.9±40.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 0.947±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    8. Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
    9. PKA: 14.66±0.40(Predicted)
    10. Stability: Light Sensitive
    11. CAS DataBase Reference: (1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol(CAS DataBase Reference)
    12. NIST Chemistry Reference: (1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol(82769-01-5)
    13. EPA Substance Registry System: (1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol(82769-01-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 82769-01-5(Hazardous Substances Data)

82769-01-5 Usage

Uses

Used in Pharmaceutical Industry:
(1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol is used as a reagent in the synthesis of cannabinoids, which are pharmaceutical active agents for some dosage forms. Its unique structure allows it to be a key intermediate in the production of these bioactive compounds, contributing to the development of new medications with potential therapeutic benefits.
Used in Chemical Synthesis:
(1R,4S)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol is also used as a reagent in the preparation of some pharmaceutical intermediates. Its versatility in chemical reactions makes it a valuable component in the synthesis of various complex organic molecules, which can be further utilized in the development of pharmaceuticals, agrochemicals, or other specialty chemicals.

Check Digit Verification of cas no

The CAS Registry Mumber 82769-01-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,2,7,6 and 9 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 82769-01:
(7*8)+(6*2)+(5*7)+(4*6)+(3*9)+(2*0)+(1*1)=155
155 % 10 = 5
So 82769-01-5 is a valid CAS Registry Number.

82769-01-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, (1R,4S)-

1.2 Other means of identification

Product number -
Other names (-)-(1R,4S)-p-Mentha-2,8-dien-1-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:82769-01-5 SDS

82769-01-5Relevant articles and documents

Activated vs. pyrolytic carbon as support matrix for chemical functionalization: Efficient heterogeneous non-heme Mn(II) catalysts for alkene oxidation with H2O2

Simaioforidou,Papastergiou,Margellou,Petrakis,Louloudi

, p. 516 - 525 (2016/12/16)

Two types of heterogeneous catalytic materials, MnII-L3imid@Cox and MnII-L3imid@PCox, have been synthesized and compared by covalent grafting of a catalytically active [MnII-L3imid] complex on the surface of an oxidized activated carbon (Cox) and an oxidized pyrolytic carbon from recycled-tire char (PCox). Both hybrids are non-porous bearing graphitic layers intermixed with disordered sp2/sp3 carbon units. Raman spectra show that (ID/IG)activatedcarbon > (ID/IG)pyrolyticcarbon revealing that oxidized activated carbon(Cox) is less graphitized than oxidized pyrolytic carbon (PCox). The MnII-L3imid@Cox and MnII-L3imid@PCox catalysts were evaluated for alkene oxidation with H2O2 in the presence of CH3COONH4. Both showed high selectivity towards epoxides and comparing the achieved yields and TONs, they appear equivalent. However, MnII-L3imid@PCox catalyst is kinetically faster than the MnII-L3imid@Cox (accomplishing the catalytic runs in 1.5 h vs. 5 h). Thus, despite the similarity in TONs MnII-L3imid@PCox achieved extremely higher TOFs vs. MnII-L3imid@Cox. Intriguingly, in terms of recyclability, MnII-L3imid@Cox could be reused for a 2th run showing a ~20% loss of its catalytic activity, while MnII-L3imid@PCox practically no recyclable. This phenomenon is discussed in a mechanistic context; interlinking oxidative destruction of the Mn-complex with high TOFs for MnII-L3imid@PCox, while the low-TOFs of MnII-L3imid@Cox are preventive for the oxidative destruction of the Mn-complex.

Continuous flow photooxygenation of monoterpenes

Park, Chan Yi,Kim, Young Joon,Lim, Hyo Jin,Park, Jeong Hyeon,Kim, Mi Jin,Seo, Seung Woo,Park, Chan Pil

, p. 4233 - 4237 (2015/02/19)

Photooxygenation of monoterpenes was conducted in two continuous flow reactors. The first, suitable for lab-scale research, had a maximum yield of 99.9%, and the second, focused on industrial applications, showed a daily output that was 270.0-fold higher than that in batch systems. The use of sunlight instead of an LED lamp gave 68.28% conversion.

Influence of the Br?nsted and Lewis acid sites on the catalytic activity and selectivity of Fe/MCM-41 system

Fellenz,Bengoa,Marchetti,Gervasini

scheme or table, p. 187 - 196 (2012/10/08)

The system Fe2O3/MCM-41, with high iron dispersion, was synthesized in order to introduce Lewis acid sites into the MCM-41 structure. Two calcination atmospheres (inert and oxidant) were used to produce iron nanoclusters with different structural properties. Besides, a silylation treatment was realized on both solids with the aim of neutralizing the Br?nsted acidity associated with the MCM-41 silanol groups. The samples were characterized by atomic absorption spectroscopy, X-ray diffraction at low angles, N2 adsorption, temperature-programmed reduction, Fourier transform infrared spectroscopy, nuclear magnetic resonance of 29Si, and M?ssbauer spectroscopy. The influence of the structural changes of the nanoclusters and the effect of the simultaneous presence of Lewis and Br?nsted acid sites were evaluated studying the product distribution from the α-pinene oxide isomerization reaction. It was determined that the Br?nsted acidity of the Fe/MCM-41 system has not the sufficient acid strength to modify the product distribution which is mainly governed by the Lewis sites.

Selective photosensitized oxidation and its catalytic regulation of monoterpene with molecular oxygen in different reaction media

You, Kuiyi,Yin, Dulin,Mao, Liqiu,Liu, Pingle,Luo, He'An

experimental part, p. 321 - 325 (2011/10/13)

The photo-catalytic oxidation of α-pinene, β-pinene and limonene with molecular oxygen sensitized by tetrachlorotetraiodo-fluorescein sodium salt (RB) has been studied in different reaction media under green light irradiation. Simple and efficient photosensitized oxidation equipment was employed successfully to improve the efficiency of the photosensitized reaction. The results indicate that the photosensitized oxidation products can be directly obtained without after-treatment by reductive reagent. Furthermore, it was found that the product distributions are remarkably affected by reaction media, and that N,N-dimethylformamide (DMF) can regulate the selectivity to products. In particular, the good selectivity (85%) to the main product (myrtenal) and the excellent conversion (99%) were obtained in the absence of any other catalysts when DMF was used as reaction solvent in the photosensitized oxidation of β-pinene. Moreover, the possible photosensitized oxidation reaction mechanism in different media was suggested in the present work.

Abnormal Cannabidiols as agents for lowering intraocular pressure

-

Page/Page column 9, (2008/06/13)

The present invention provides a method of treating glaucoma or ocular hypertension which comprises applying to the eye of a person in need thereof an amount sufficient to treat glaucoma or ocular hypertension of a compound of formula I wherein Y, Q, Z, R, R1 and R2 are as defined in the specification. The present invention further comprises pharmaceutical compositions, e.g. ophthalmic compositions, including said compound of formula I.

A Novel Cyclization of Geraniol and Nerol Initiated by Tris(p-bromophenyl)ammoniumyl Radical Cation

Wang, Wei,Liu, You-Cheng

, p. 42 - 43 (2007/10/03)

Geraniol (1) and nerol (2) undergo a novel cyclization to cis-p-mentha-2,8-dien-1-ol (4) by reaction with tris(pbromophenyl)ammoniumyl radical cation (3) and the reaction mechanism is discussed.

Stereoselective Cyclization assisted by the Selenyl Group. Biogenetic-type Synthesis in the p-Menthane Series

Kametani, Tetsuji,Kurobe, Hiroshi,Nemoto, Hideo

, p. 756 - 760 (2007/10/02)

Acid-catalysed cyclization of the β-hydroxyselenide (3), derived from linalyl acetate (1), afforded the trans-p-menthanes (4) and (5), the structures of which were confirmed by their transformation into (6), (11), (8), and (13), and alternative syntheses of these compounds.The structure determination of some products obtained by the reaction of limonene and α-terpineol epoxides with phenylselenium anion was also carried out.

Studies on the stereochemical course of selenium-assisted cyclisation: Biogenetic-type synthesis in the p-menthan series

Kametani, Tetsuji,Kurobe, Hiroshi,Nemoto, Hideo

, p. 762 - 763 (2007/10/02)

Acid-catalysed cyclisation of the β-hydroxy selenide (3) denved from linalyl acetate (1) afforded the trans-p-methans (4) and (5), the structures of which were confirmed by their transformation into (6), (8), (9), and (11) and by alternative synthesis of these compounds.

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