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(S)-(−)-2-Amino-3-phenyl-1-propanol

CAS 3182-95-4C6H5CH2CH(NH2)CH2OHChemical Synthesis

(S)-(−)-2-Amino-3-phenyl-1-propanol (CAS 3182-95-4), with the linear formula C6H5CH2CH(NH2)CH2OH and a molecular weight of 151.21 g/mol, is a chiral amino alcohol. It is a valuable building block in asymmetric synthesis. Its primary applications involve the formation of oxazolines for palladium-catalyzed allylic substitution, chiral resolution through amidation, and its use in NADH modelling studies.

IUPAC
L-Phenylalaninol
Synonyms
L-Phenylalaninol
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(S)-(−)-2-Amino-3-phenyl-1-propanol (C6H5CH2CH(NH2)CH2OH) — chemical structure, CAS 3182-95-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Amino AlcoholsAsymmetric SynthesisChemical SynthesisChiral Building BlocksOrganic Building Blocks
01 /Applications

Chiral Oxazoline Synthesis

Reacts with nitriles to form chiral oxazolines, which are highly useful ligands and auxiliaries in palladium-catalyzed asymmetric synthesis, particularly in allylic substitution reactions.

Chiral Resolution Agent

Employed in amidation reactions as a chiral resolving agent, facilitating the separation of enantiomers of racemic carboxylic acids or other suitable functional groups.

NADH Modelling

Utilised in biochemical research as a component for modelling the behaviour and reactivity of NADH (nicotinamide adenine dinucleotide), a crucial coenzyme in biological redox reactions.

02 /Properties
Molecular weight151.21
Linear formulaC6H5CH2CH(NH2)CH2OH
Assay98%
Optical activity[α]22/D −22.8°, c = 1.2 in 1 M HCl
Optical purityee: 99% (HPLC)
ApplicationReacts with nitriles to form oxazolines which are useful in Pd-catalyzed allylic substitution.1,2 Also employed in amidation for chiral resolution3 and NADH modeling.4,5
Melting point92-94 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Corrosive (GHS05)
Corrosive
Danger

Hazard statements

  • H314Causes severe skin burns and eye damage

Precautionary statements

  • P280Wear protective gloves, clothing and eye/face protection
  • P305IF IN EYES
  • P310Immediately call a POISON CENTER or doctor
Protective equipmentEyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Transport (UN / ADR)UN 3259 8/PG 3
Water hazard class (WGK, DE)3
Hazard codes (EU)C
Risk statements (R)34
Safety statements (S)26-36/37/39-45

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
3182-95-4
MDL number
MFCD00004732
PubChem substance
24851436
Beilstein registry
2208238
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (S)-(−)-2-Amino-3-phenyl-1-propanol used for?

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(S)-(−)-2-Amino-3-phenyl-1-propanol is primarily used in asymmetric synthesis for creating chiral oxazolines, as a chiral resolving agent in amidation, and for modelling NADH in biochemical studies.

What is the CAS number and chemical formula?

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The CAS number for (S)-(−)-2-Amino-3-phenyl-1-propanol is 3182-95-4, and its linear formula is C6H5CH2CH(NH2)CH2OH.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (S)-(−)-2-Amino-3-phenyl-1-propanol with an assay of 98% and an optical purity of ee: 99% (HPLC). We do not represent this product as USP, BP, or EP grade.

How should (S)-(−)-2-Amino-3-phenyl-1-propanol be handled safely?

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This compound is classified as Danger (GHS05) and causes severe skin burns and eye damage (H314). Appropriate personal protective equipment, including eyeshields, face shields, gloves, and suitable respiratory protection (type N100 or P3), must be worn. Handle in a well-ventilated area and follow all safety recommendations.

Is (S)-(−)-2-Amino-3-phenyl-1-propanol a controlled substance?

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The provided data does not indicate that (S)-(−)-2-Amino-3-phenyl-1-propanol is a controlled substance.

How is (S)-(−)-2-Amino-3-phenyl-1-propanol packed and shipped?

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(S)-(−)-2-Amino-3-phenyl-1-propanol is shipped as UN 3259, Class 8, Packing Group III. Packing and shipping procedures adhere to international regulations for hazardous materials.

How can I request a sample or quote for this chemical?

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To request a sample or a quote for (S)-(−)-2-Amino-3-phenyl-1-propanol, please contact our sales department through the website or by phone, providing your specific requirements.

Need (S)-(−)-2-Amino-3-phenyl-1-propanol in a specific grade or volume?