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Phenol, 2-[(1R)-1-aminoethyl]-, also known as 2-aminoethylphenol, is a chemical compound with the molecular formula C8H11NO. It is a derivative of phenol featuring an added aminoethyl group, which endows it with unique chemical properties. This colorless to slightly yellow liquid possesses a slightly sweet odor and is a versatile intermediate in various chemical syntheses.

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  • 123983-05-1 Structure
  • Basic information

    1. Product Name: Phenol, 2-[(1R)-1-aminoethyl]-
    2. Synonyms: Phenol, 2-[(1R)-1-aminoethyl]-;2-[(1R)-1-aMinoethyl]-
    3. CAS NO:123983-05-1
    4. Molecular Formula: C8H11NO
    5. Molecular Weight: 137.18
    6. EINECS: N/A
    7. Product Categories: API intermediates
    8. Mol File: 123983-05-1.mol
  • Chemical Properties

    1. Melting Point: 83 °C
    2. Boiling Point: 246.289°C at 760 mmHg
    3. Flash Point: 102.752°C
    4. Appearance: /
    5. Density: 1.097g/cm3
    6. Vapor Pressure: 0.017mmHg at 25°C
    7. Refractive Index: 1.573
    8. Storage Temp.: 2-8°C(protect from light)
    9. Solubility: N/A
    10. PKA: 9.99±0.35(Predicted)
    11. CAS DataBase Reference: Phenol, 2-[(1R)-1-aminoethyl]-(CAS DataBase Reference)
    12. NIST Chemistry Reference: Phenol, 2-[(1R)-1-aminoethyl]-(123983-05-1)
    13. EPA Substance Registry System: Phenol, 2-[(1R)-1-aminoethyl]-(123983-05-1)
  • 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: 123983-05-1(Hazardous Substances Data)

123983-05-1 Usage

Uses

Used in Pharmaceutical Industry:
Phenol, 2-[(1R)-1-aminoethyl]is used as a precursor in the synthesis of various pharmaceuticals and medications. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medical treatments.
Used in Agrochemical Industry:
In the agrochemical sector, Phenol, 2-[(1R)-1-aminoethyl]is utilized in the manufacturing of pesticides and other agricultural chemicals. Its properties make it suitable for the creation of effective and targeted agrochemicals.
Used in Dye Industry:
Phenol, 2-[(1R)-1-aminoethyl]is employed in the production of dyes, where its chemical structure contributes to the color and stability of the dyes produced. This application is crucial for the textile and other industries that rely on colorants.
Used in Polymer Industry:
Phenol, 2-[(1R)-1-aminoethyl]is also used in the manufacturing of polymers, where it can influence the polymer's properties, such as strength, flexibility, and durability.
Used as a Reagent in Organic Synthesis:
Due to its reactive nature, Phenol, 2-[(1R)-1-aminoethyl]serves as a reagent in various organic synthesis processes, facilitating the creation of a wide range of chemical products.
Used as a Specialty Solvent:
Its solubility properties make it a valuable specialty solvent in specific applications where its unique solvency characteristics are required.
Safety Precautions:
Given its potential health hazards, including skin and eye irritation, respiratory tract irritation, and central nervous system effects, it is imperative to exercise proper safety measures when handling Phenol, 2-[(1R)-1-aminoethyl]-. This includes the use of personal protective equipment and adherence to safety protocols to minimize exposure and ensure the well-being of those who work with this chemical.

Check Digit Verification of cas no

The CAS Registry Mumber 123983-05-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,3,9,8 and 3 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 123983-05:
(8*1)+(7*2)+(6*3)+(5*9)+(4*8)+(3*3)+(2*0)+(1*5)=131
131 % 10 = 1
So 123983-05-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO/c1-6(9)7-4-2-3-5-8(7)10/h2-6,10H,9H2,1H3/t6-/m1/s1

123983-05-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-2-(1-Aminoethyl)phenol

1.2 Other means of identification

Product number -
Other names 2-[(1R)-1-aminoethyl]phenol

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:123983-05-1 SDS

123983-05-1Relevant articles and documents

Design and synthesis of chiral oxathiozinone scaffolds: Efficient synthesis of hindered enantiopure sulfinamides and sulfinyl ketimines

Han, Zhengxu S.,Herbage, Melissa A.,Mangunuru, Hari P. R.,Xu, Yibo,Zhang, Li,Reeves, Jonathan T.,Sieber, Joshua D.,Li, Zhibin,Decroos, Philomen,Zhang, Yongda,Li, Guisheng,Li, Ning,Ma, Shengli,Grinberg, Nelu,Wang, Xiaojun,Goyal, Navneet,Krishnamurthy, Dhileep,Lu, Bruce,Song, Jinhua J.,Wang, Guijun,Senanayake, Chris H.

supporting information, p. 6713 - 6717 (2013/07/26)

Is that S-O? The title scaffolds have a highly active and properly differentiated S-O bond for the efficient synthesis of enantiopure sulfinamides. The method is practical, green, and has the potential to provide an economical commercial process for the synthesis of bulky sulfinamides. Copyright

Asymmetric Syntheses of 2-(1-Aminoethyl)phenols

Kuendig, E. Peter,Botuha, Candice,Lemercier, Gilles,Romanens, Patrick,Saudan, Lionel,Thibault, Sylvie

, p. 561 - 579 (2007/10/03)

Three different routes were probed for the synthesis of enantiomerically enriched 2-(1-aminoethyl)phenols and their methyl ethers. The first route centers on diastereoselective nucleophile addition to chiral imines. The second route has as key steps the enantioselective reduction of a ketone followed by nucleophilic substitution, and the third route involves a diastereoselective imine reduction. The efficiency of the approach depends on the substrate substitution pattern. All three methods work well for the parent compound 2-(1-aminoethyl)phenol (1) but the third route is the most efficient, providing the compound with >96% enantiomer excess in three steps with an overall yield of 71%. Conversely, for the ortho-methyl analogue 2, the first method is best. For the t-Bu-substituted analogue 3, only moderate enantiomeric enrichment was achieved.

Enantioselective synthesis of primary 1-(aryl)alkylamines by nucleophilic 1,2-addition of organolithium reagents to hydroxyoxime ethers and application to asymmetric synthesis of G-protein-coupled receptor ligands

Atobe, Masakazu,Yamazaki, Naoki,Kibayashi, Chihiro

, p. 5595 - 5607 (2007/10/03)

(E)-Arylaldehyde oxime ethers bearing a (1S)-2-hydroxy-1-phenylethyl or (2R)-1-hydroxy-2-phenylethyl group as a chiral auxiliary, both derived from a single precursor, methyl (R)-mandelate, underwent nucleophilic addition with organolithium reagents via six-membered chelates to give the diastereomerically enriched (R)- and (S)-adducts, respectively, which, after chiral auxiliary removal by reductive N-O bond cleavage, led to the corresponding (R)- and (S)-1-(aryl)ethylamines. This organolithium addition protocol using methyllithium was applied in an enantiodivergent fashion to the preparation of both enantiomers of 1-(2-hydroxyphenyl)ethylamine, which has been previously used as an efficient chiral auxiliary for the synthesis of natural products in this laboratory. The synthetic utility of this methodology involving diastereoselective methyl addition was demonstrated by further application to the asymmetric synthesis of a new type of calcium receptor agonist (calcimimetics), (R)-(+)-NPS R-568 and its thio analogue. Furthermore, diastereoselective vinylation was accomplished by application of the hydroxy oxime ether-based protocol using vinyllithium, which allowed the development of the enantioselective synthesis of the NK-1 receptor antagonists, (+)-CP-99,994 and (+)-CP-122,721.

Nucleophilic addition of methyllithium to chiral oxime ethers: Asymmetric preparation of 1-(aryl)ethylamines and application to a synthesis of calcimimetics (+)-NPS R-568 and its thio analogue

Yamazaki, Naoki,Atobe, Masakazu,Kibayashi, Chihiro

, p. 5029 - 5032 (2007/10/03)

Chiral (E)-arylaldehyde oxime ethers, prepared using (R)-1-phenyl-1,2-ethanediol as a chiral auxiliary, undergo nucleophilic addition with methyllithium to give diastereomerically enriched O-alkyl hydroxylamines which, after reductive N-O bond cleavage, lead to the corresponding (R)-1-(aryl)ethylamines. This methodology has been applied to the enantioselective synthesis of a new type of arylalkylamine calcimimetics (R)-(+)-NPS R-568 and its thio analogue.

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