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(2S)-Norbornane-2-carboxylic acid is a bicyclic organic compound characterized by a carboxylic acid group attached to the second carbon of the norbornane ring. It features a chiral center at the second carbon, leading to the existence of two enantiomers, (2S)and (2R)-Norbornane-2-carboxylic acid. (2S)-Norbornane-2-carboxylic acid is distinguished by its unique structural features, which include a cyclohexane backbone and carboxylic acid functionality, making it a valuable asset in various chemical applications.

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  • 934-29-2 Structure
  • Basic information

    1. Product Name: (2S)-norbornane-2-carboxylic acid
    2. Synonyms: (2S)-norbornane-2-carboxylic acid;exo-Bicyclo[2.2.1]heptane-2-carboxylic acid;exo-Norbornane-2-carboxylic acid
    3. CAS NO:934-29-2
    4. Molecular Formula: C8H12O2
    5. Molecular Weight: 140.18
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 934-29-2.mol
  • Chemical Properties

    1. Melting Point: 58-58.5 °C
    2. Boiling Point: 247.8 °C at 760 mmHg
    3. Flash Point: 113.8 °C
    4. Appearance: /
    5. Density: 1.193 g/cm3
    6. Vapor Pressure: 0.00807mmHg at 25°C
    7. Refractive Index: 1.532
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 4.83±0.20(Predicted)
    11. CAS DataBase Reference: (2S)-norbornane-2-carboxylic acid(CAS DataBase Reference)
    12. NIST Chemistry Reference: (2S)-norbornane-2-carboxylic acid(934-29-2)
    13. EPA Substance Registry System: (2S)-norbornane-2-carboxylic acid(934-29-2)
  • 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: 934-29-2(Hazardous Substances Data)

934-29-2 Usage

Uses

Used in Organic Synthesis:
(2S)-Norbornane-2-carboxylic acid serves as a fundamental building block in organic synthesis, providing a versatile and robust structure that can be further modified to create a wide range of chemical products.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
Leveraging its chiral center, (2S)-Norbornane-2-carboxylic acid is utilized as a chiral auxiliary in asymmetric synthesis. This application is crucial for the production of enantiomerically pure compounds, which are essential in pharmaceuticals and agrochemicals where the stereochemistry of a molecule can significantly influence its biological activity.
Used in Pharmaceutical Development:
(2S)-Norbornane-2-carboxylic acid's unique structure makes (2S)-Norbornane-2-carboxylic acid valuable in the development of new pharmaceuticals. Its cyclohexane backbone and carboxylic acid functionality contribute to the design of biologically active molecules with potential therapeutic applications.
Used in Agrochemical Production:
Similarly, (2S)-Norbornane-2-carboxylic acid is employed in the creation of agrochemicals, where its structural attributes can be harnessed to develop compounds with specific pesticidal or herbicidal properties.
Used as a Starting Material for Synthesis of Biologically Active Compounds:
Due to its inherent reactivity and structural features, (2S)-Norbornane-2-carboxylic acid has demonstrated potential as a versatile starting material for the synthesis of biologically active compounds, further expanding its utility in the chemical and life sciences.

Check Digit Verification of cas no

The CAS Registry Mumber 934-29-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,3 and 4 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 934-29:
(5*9)+(4*3)+(3*4)+(2*2)+(1*9)=82
82 % 10 = 2
So 934-29-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H12O2/c9-8(10)7-4-5-1-2-6(7)3-5/h5-7H,1-4H2,(H,9,10)/t5?,6?,7-/m0/s1

934-29-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (3S)-bicyclo[2.2.1]heptane-3-carboxylic acid

1.2 Other means of identification

Product number -
Other names exo-Norbornane-2-carboxylic acid

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:934-29-2 SDS

934-29-2Relevant articles and documents

Photoredox-Catalyzed Simultaneous Olefin Hydrogenation and Alcohol Oxidation over Crystalline Porous Polymeric Carbon Nitride

Qiu, Chuntian,Sun, Yangyang,Xu, Yangsen,Zhang, Bing,Zhang, Xu,Yu, Lei,Su, Chenliang

, p. 3344 - 3350 (2021/07/26)

Booming of photocatalytic water splitting technology (PWST) opens a new avenue for the sustainable synthesis of high-value-added hydrogenated and oxidized fine chemicals, in which the design of efficient semiconductors for the in-situ and synergistic utilization of photogenerated redox centers are key roles. Herein, a porous polymeric carbon nitride (PPCN) with a crystalline backbone was constructed for visible light-induced photocatalytic hydrogen generation by photoexcited electrons, followed by in-situ utilization for olefin hydrogenation. Simultaneously, various alcohols were selectively transformed to valuable aldehydes or ketones by photoexcited holes. The porosity of PPCN provided it with a large surface area and a short transfer path for photogenerated carriers from the bulk to the surface, and the crystalline structure facilitated photogenerated charge transfer and separation, thus enhancing the overall photocatalytic performance. High reactivity and selectivity, good functionality tolerance, and broad reaction scope were achieved by this concerted photocatalysis system. The results contribute to the development of highly efficient semiconductor photocatalysts and synergistic redox reaction systems based on PWST for high-value-added fine chemical production.

Hydrogenation reaction method

-

Paragraph 0034; 0069-0072, (2020/05/14)

The invention relates to a hydrogenation reaction method, and belongs to the technical field of organic synthesis. The hydrogenation reaction method provided by the invention comprises the following steps: carrying out a hydrogen transfer reaction on a hydrogen acceptor compound, pinacol borane and a catalyst in a solvent in the presence of proton hydrogen, so that the hydrogen acceptor compound is subjected to a hydrogenation reaction; the catalyst is one or more than two of a palladium catalyst, an iridium catalyst and a rhodium catalyst; the hydrogen acceptor compound comprises one or morethan two functional groups of carbon-carbon double bonds, carbon-carbon triple bonds, carbon-oxygen double bonds, carbon-nitrogen double bonds, nitrogen-nitrogen double bonds, nitryl, carbon-nitrogentriple bonds and epoxy. The method is mild in reaction condition, easy to operate, high in yield, short in reaction time, wide in substrate application range, suitable for carbon-carbon double bonds,carbon-carbon triple bonds, carbon-oxygen double bonds, carbon-nitrogen double bonds, nitrogen-nitrogen double bonds, nitryl, carbon-nitrogen triple bonds and epoxy functional groups, good in selectivity and high in reaction specificity.

Catalytic Oxidative Deamination by Water with H2Liberation

Tang, Shan,Rauch, Michael,Montag, Michael,Diskin-Posner, Yael,Ben-David, Yehoshoa,Milstein, David

supporting information, p. 20875 - 20882 (2020/12/23)

Selective oxidative deamination has long been considered to be an important but challenging transformation, although it is a common critical process in the metabolism of bioactive amino compounds. Most of the synthetic methods developed so far rely on the use of stoichiometric amounts of strong and toxic oxidants. Here we present a green and efficient method for oxidative deamination, using water as the oxidant, catalyzed by a ruthenium pincer complex. This unprecedented reaction protocol liberates hydrogen gas and avoids the use of sacrificial oxidants. A wide variety of primary amines are selectively transformed to carboxylates or ketones in good to high yields. It is noteworthy that mechanistic experiments and DFT calculations indicate that in addition to serving as the oxidant, water also plays an important role in assisting the hydrogen liberation steps involved in amine dehydrogenation.

NOVEL COMPOUND, RADIATION-SENSITIVE COMPOSITION, CURED FILM AND METHOD FOR FORMING THE SAME

-

Paragraph 0168; 0169; 0171; 0172, (2018/05/03)

The invention relates to a novel compound, a radioactive ray sensitivity composition, a solidified film and a forming method thereof. The invention aims to provide a compound, which has a high radiation susceptibility, good dissolvability in a radiation sensitivity composition and good transparency of solidified film when the compound is used as a photo polymerized initiator. A radiation sensitivity compound can obtain the solidified film with good transparency and surface hardness. The invention is a compound expressed in the following formula (1), where R4 is alicyclic alkyl with one part of or the whole hydrogen atoms being replaced by alkyl with 1-12 carbon atoms. The invention is the radiation sensitivity composition having the compound (A) as the photo polymerized initiator and the polymerized compound (B) having ethylene unsaturated double bonds. The radiation sensitivity composition preferably includes alkali soluble resin (C).

METAL CATALYSED CARBONYLATION OF UNSATURATED COMPOUNDS

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Page/Page column 30-31, (2011/04/18)

The invention provides a method for the hydroxycarbonylation, alkoxycarbonylation, aryloxycarbonylation or thiocarbonylation of an unsaturated molecule comprising effecting a hydroxycarbonylation, alkoxycarbonylation, aryloxycarbonylation or thiocarbonylation reaction on the unsaturated molecule in which a complex comprising a ligand comprising a [n,n']cyclophane comprising two non-fused monocyclic aromatic rings bridged by two linear and aliphatic linkages, in which each of the non-fused monocyclic aromatic rings is substituted with a phosphorus atom-containing substituent, is used to catalyse the hydroxycarbonylation, alkoxycarbonylation, aryloxycarbonylation or thiocarbonylation reaction.

Partial and full agonists of A1 adenosine receptors

-

, (2008/06/13)

Disclosed are novel compounds that are partial and full A1 adenosine receptor agonists, useful for treating various disease states, in particular tachycardia and atrial flutter, angina, and myocardial infarction.

New spirocyclic oxindole synthesis based on a hetero claisen rearrangement

Mao, Zhan,Baldwin, Steven W.

, p. 2425 - 2428 (2007/10/03)

(Equation Presented) A new method for preparing spirocyclic oxindoles is presented. Featuring a [3,3]-sigmatropic enolate rearrangement, the three-step process converts carboxylic acid starting materials to oxidnole products in overall yields of 52-76%. The enolate rearrangement step occurs at -78 °C and provides easy access to oxindole products that have previously been difficult to prepare.

Ru-catalyzed hydroamidation of alkenes and cooperative aminocarboxylation procedure with chelating formamide

Ko, Sangwon,Han, Hoon,Chang, Sukbok

, p. 2687 - 2690 (2007/10/03)

(Matrix presented) A strategy of chelation-assisted activation of formamide was employed to achieve hydroamidation of alkenes to generate one-carbon-elongated amides in moderate to good selectivity and yields. Also reported is the two-metal-catalyzed cooperative aminocarboxylation of aryl iodides, in which Ru is presumed to catalyze decarbonylation of formamide to release carbon monoxide and amine for the subsequent Pd-catalyzed aminocarboxylation routes, thus enabling the net transformation to be performed in the absence of external CO pressure.

Method for producing optically active 3-substituted-2-norbornanones and their intermediates

-

, (2008/06/13)

The present invention provides a method for producing optically active 3-substituted-2-norbornanones which are useful as starting materials for several kinds of physiologically active materials, and to their intermediates, optically active 2-hydroxy-2-norbornanecarboxylic acid and to a method for producing these intermediates.

Bicyclonon-1-ene: Matrix Isolation and Spectroscopic Characterization of a Moderately Strained Bridgehead Olefin

Gudipati, Murthy S.,Radziszewski, Juliusz G.,Kaszynski, Piotr,Michl, Josef

, p. 3668 - 3674 (2007/10/02)

Bicyclonon-1-ene was generated in low-temperature matrices and in fluid solutions by photodecomposition of bicyclooct-1-yldiazomethane and its photorearrangement product, 3-(bicyclooct-1-yl)diazirine.It was characterized by IR and UV absorption and by 1H and 13C NMR spectroscopy.Further evidence for the proposed structure was provided by self-trapping and by the spectral effects of deuteration on the olefinic carbon.Observed IR spectra and isotopic shifts agree well with the results of semiempirical (MNDO) and ab initio (SCF/6-31G*) calculations.

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