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CYCLOPROPYL 2-METHYLPHENYL KETONE is a chemical compound characterized by the molecular formula C11H12O. It features a cyclic structure and a methylphenyl group, which contribute to its distinct properties. This ketone is recognized for its strong odor and is valued for its applications in various fields, including pharmaceutical synthesis, flavor and fragrance development, and organic chemistry research.

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  • 39615-34-4 Structure
  • Basic information

    1. Product Name: CYCLOPROPYL 2-METHYLPHENYL KETONE
    2. Synonyms: CYCLOPROPYL 2-METHYLPHENYL KETONE;CYCLOPROPYL(2-METHYLPHENYL)METHANONE
    3. CAS NO:39615-34-4
    4. Molecular Formula: C11H12O
    5. Molecular Weight: 160.21
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 39615-34-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 254.617°C at 760 mmHg
    3. Flash Point: 102.571°C
    4. Appearance: /
    5. Density: 1.093g/cm3
    6. Vapor Pressure: 0.017mmHg at 25°C
    7. Refractive Index: 1.573
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: CYCLOPROPYL 2-METHYLPHENYL KETONE(CAS DataBase Reference)
    11. NIST Chemistry Reference: CYCLOPROPYL 2-METHYLPHENYL KETONE(39615-34-4)
    12. EPA Substance Registry System: CYCLOPROPYL 2-METHYLPHENYL KETONE(39615-34-4)
  • 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: 39615-34-4(Hazardous Substances Data)

39615-34-4 Usage

Uses

Used in Pharmaceutical Industry:
CYCLOPROPYL 2-METHYLPHENYL KETONE serves as a crucial building block in the synthesis of various pharmaceuticals and organic compounds. Its unique structure allows it to be a versatile component in the creation of new drugs and medicinal agents.
Used in Flavor and Fragrance Industry:
Leveraging its strong odor, CYCLOPROPYL 2-METHYLPHENYL KETONE is utilized as a flavor and fragrance ingredient. It adds distinctive scents and tastes to a wide range of consumer products, from food and beverages to cosmetics and perfumes.
Used in Organic Chemistry Research:
CYCLOPROPYL 2-METHYLPHENYL KETONE has been studied for its potential use in the development of new materials and applications within the field of organic chemistry. Its cyclic and methylphenyl features make it an interesting subject for scientific exploration and innovation.

Check Digit Verification of cas no

The CAS Registry Mumber 39615-34-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,6,1 and 5 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 39615-34:
(7*3)+(6*9)+(5*6)+(4*1)+(3*5)+(2*3)+(1*4)=134
134 % 10 = 4
So 39615-34-4 is a valid CAS Registry Number.
InChI:InChI=1/C11H12O/c1-8-4-2-3-5-10(8)11(12)9-6-7-9/h2-5,9H,6-7H2,1H3

39615-34-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclopropyl-(2-methylphenyl)methanone

1.2 Other means of identification

Product number -
Other names CYCLOPROPYL 2-METHYLPHENYL KETONE

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:39615-34-4 SDS

39615-34-4Relevant articles and documents

Synthesis and photosensitized oxygenation of cyclopropylidenecyclobutenes

Sharon, Ofer,Frimer, Aryeh A.

, p. 8153 - 8162 (2003)

Cyclopropylidenecyclobutenes and -cyclobutanes were conveniently prepared using the Petasis titanocene approach. The cyclobutenes were unreactive to singlet oxygen, reacting sluggishly via a photoinitiated free radical autooxidative epoxidation process, to yield the corresponding spiroketones. By contrast, cyclopropylidenecyclobutanes react rapidly with 1O 2, via an 'ene' process, initially generating a cyclopropyl hydroperoxide, which proceeds to products via Hock cleavage. The inertness of cyclopropylidenecyclobutenes to a 1O2 'ene' reaction mode may be attributed to the fact that it would require the formation of the relatively high energy cyclobutadiene moiety.

Silylium-Ion-Promoted (5+1) Cycloaddition of Aryl-Substituted Vinylcyclopropanes and Hydrosilanes Involving Aryl Migration

Bonetti, Vittorio,He, Tao,Klare, Hendrik F. T.,Oestreich, Martin,Wang, Guoqiang

supporting information, p. 12186 - 12191 (2020/05/22)

A transition-metal-free (5+1) cycloaddition of aryl-substituted vinylcyclopropanes (VCPs) and hydrosilanes to afford silacyclohexanes is reported. Catalytic amounts of the trityl cation initiate the reaction by hydride abstraction from the hydrosilane, and further progress of the reaction is maintained by self-regeneration of the silylium ions. The new reaction involves a [1,2] migration of an aryl group, eventually furnishing 4- rather than 3-aryl-substituted silacyclohexane derivatives as major products. Various control experiments and quantum-chemical calculations support a mechanistic picture where a silylium ion intramolecularly stabilized by a cyclopropane ring can either undergo a kinetically favored concerted [1,2] aryl migration/ring expansion or engage in a cyclopropane-to-cyclopropane rearrangement.

B(C6F5)3-Catalyzed Hydrosilylation of Vinylcyclopropanes

He, Tao,Long, Peng-Wei,Oestreich, Martin

supporting information, p. 7383 - 7386 (2020/10/12)

A hydrosilylation of vinylcyclopropanes (VCPs) catalyzed by the strong boron Lewis acid B(C6F5)3 is reported. For the majority of VCPs, little or no ring opening of the cyclopropyl unit is observed. Conversely, for VCPs with bulky R groups, such as ortho-substituted aryl rings or branched alkyl residues, ring opening is the exclusive reaction pathway. This finding is explained by the thwarted hydride delivery to a sterically shielded, β-silicon-stabilized cyclopropylcarbinyl cation intermediate.

Mild Ring Contractions of Cyclobutanols to Cyclopropyl Ketones via Hypervalent Iodine Oxidation

Sun, Yan,Huang, Xin,Li, Xiaojin,Luo, Fan,Zhang, Lei,Chen, Mengyuan,Zheng, Shiya,Peng, Bo

, p. 1082 - 1087 (2018/01/27)

An iodine-mediated oxidative ring contraction of cyclobutanols has been developed. The reaction allows the synthesis of a wide range of aryl cyclopropyl ketones under mild and eco-friendly conditions. A variety of functional groups including aromatic or alkyl halides, ethers, esters, ketones, alkenes, and even aldehydes are nicely tolerated in the reaction. This is in contrast with traditional synthetic approaches for which poor functional group tolerance is often a problem. The practicality of the method is also highlighted by the tunability of iodine oxidation system. Specifically, combining the iodine(III) reagent with an appropriate base allows the reaction to accommodate a range of challenging electron-rich arene substrates. The facile scalability of this reaction is also exhibited herein. (Figure presented.).

Palladium-Catalyzed Carbonylative Cross-Coupling Reaction between Aryl(Heteroaryl) Iodides and Tricyclopropylbismuth: Expedient Access to Aryl Cyclopropylketones

Benoit, Emeline,Dansereau, Julien,Gagnon, Alexandre

supporting information, p. 2833 - 2838 (2017/10/06)

The carbonylative cross-coupling reaction between aryl and heteroaryl iodides and tricyclopropylbismuth is reported. The reaction is catalyzed by (SIPr)Pd(allyl)Cl, a NHC-palladium(II) catalyst, operates under 1 atm of carbon monoxide and tolerates a wide range of functional groups. The use of lithium chloride was found to provide higher yields of the desired aryl cyclopropylketones. The conditions were also applied to the carbonylative cross-coupling of an iodoalkene to afford the corresponding alkenyl cyclopropylketone.

RhI-catalyzed benzo/[7+1] cycloaddition of cyclopropyl-benzocyclobutenes and CO by merging thermal and metal-catalyzed C-C bond cleavages

Fu, Xu-Fei,Xiang, Yu,Yu, Zhi-Xiang

, p. 4242 - 4246 (2015/03/14)

A Rh-catalyzed benzo/[7+1] cycloaddition of cyclopropyl-benzocyclobutenes (CP-BCBs) and CO to benzocyclooctenones has been developed. In this reaction, CP-BCB acts as a benzo/7-C synthon and the reaction involves two C-C bond cleavages: a thermal electrocyclic ring-opening of the four-membered ring in CP-BCB and a Rh-catalyzed C-C cleavage of the cyclopropane ring.

New aminopropandiol derivatives as orally available and short-acting calcium-sensing receptor antagonists

Shinagawa, Yuko,Inoue, Teruhiko,Hirata, Kazuyuki,Katsushima, Takeo,Nakagawa, Takashi,Matsuo, Yushi,Shindo, Masanori,Hashimoto, Hiromasa

scheme or table, p. 3809 - 3813 (2010/08/20)

Synthesis and structure-activity relationship studies on a new aminopropandiol class of derivatives as calcium-sensing receptor antagonists are described. Modification of the phenolic moiety of a calcilytic compound NPS 2143 led to the identification of a

Calcium receptor antagonist

-

Page 28, (2010/11/30)

A compound of the formula [I] wherein R1 is optionally substituted aryl group or optionally substituted heteroaryl group; R2 is optionally substituted C1-6 alkyl group, C3-7 cycloalkyl group and the like; R3 is hydrogen atom, C1-6 alkyl group, hydroxyl group and the like; R4 is hydrogen atom, C1-6 alkyl group and the like; R5 and R6 are each C1-6 alkyl group and the like; R7 is optionally substituted aryl group or optionally substituted heteroaryl group; X1, X2 and X3 are each C1-6 alkylene group and the like; and X4 and X5 are each a single bond, methylene group and the like, a salt thereof, a solvate thereof or a prodrug thereof, and a pharmaceutical composition containing the compound, particularly a calcium receptor antagonist and a therapeutic agent for osteoporosis, are provided. The compound of the present invention is useful as a therapeutic drug of diseases accompanied by abnormal calcium homeostasis, or osteoporosis, hypoparathyreosis, osteosarcoma, periodontal disease, bone fracture, steoarthrosis, chronic rheumatoid arthritis, Paget's disease, humoral hypercalcemia, autosomal dominant hypocalcemia and the like. In addition, an intermediate for the compound is provided.

CALCIUM RECEPTOR ANTAGONISTS

-

, (2008/06/13)

wherein R1 is optionally substituted aryl group or optionally substituted heteroaryl group; R2 is optionally substituted C1-6 alkyl group, C3-7 cycloalkyl group and the like; R3 is hydrogen atom, C1-6 alkyl group, hydroxyl group and the like; R4 is hydrogen atom, C1-6 alkyl group and the like; R5 and R6 are each C1-6 alkyl group and the like; R7 is optionally substituted aryl group or optionally substituted heteroaryl group; X1, X2 and X3 are each C1-6 alkylene group and the like; and X4 and X5 are each a single bond, methylene group and the like, a salt thereof, a solvate thereof or a prodrug thereof, and a pharmaceutical composition containing the compound, particularly a calcium receptor antagonist and a therapeutic agent for osteoporosis, are provided. The compound of the present invention is useful as a therapeutic drug of diseases accompanied by abnormal calcium homeostasis, or osteoporosis, hypoparathyreosis, osteosarcoma, periodontal disease, bone fracture, steoarthrosis, chronic rheumatoid arthritis, Paget's disease, humoral hypercalcemia, autosomal dominant hypocalcemia and the like. In addition, an intermediate for the compound is provided.

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