Methoxy(propan-2-YL)amine - ≥95% , CAS No.32118-22-2

CAS: 32118-22-2 Cat. No.: M1020497 Summenformel: C₄H₁₁NO Molekulargewicht: 89.140

GRADE & PURITY ≥95%

Storage

Room temperature

Specifications

Spezifikationen & Reinheit

≥95%

Storage

Room temperature

Reinheit

≥95%

Namen und Kennungen

Kanonisches Lächeln

CC(C)NOC

IUPAC Name

N-methoxypropan-2-amine

InChIKey

STCMDMFTMKSBSV-UHFFFAOYSA-N

INCHI

1S/C4H11NO/c1-4(2)5-6-3/h4-5H,1-3H3

Molekulargewicht

89.140

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Klasse Organonitrogen compounds
      • Subclass N-organohydroxylamines

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Klasse: Organonitrogen compounds
• Subclass: N-organohydroxylamines
• Intermediate Tree Nodes: Not available
• Direct Parent: N-organohydroxylamines
• Alternative Parents: Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: N-organohydroxylamine - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic acyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as n-organohydroxylamines. These are organic compounds comprising the hydroxylamine functional group, with the general structure R1ON(R2)R3 (R1,R3=H, organyl; R2 = organyl).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Molekulargewicht: 89.140 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 89.0841 Da
• Monoisotopic Mass: 89.0841 Da
• Topological Polar Surface Area: 21.300 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 28.700
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Application Protocols

Not applicable. No antibody- or assay-validated protocols (e.g., WB, IHC, IF, FC) are associated with this small-molecule reagent.

General laboratory notes:

• If using as a reactant, provide stoichiometry, solvent, and temperature details in your internal SOPs.
• If preparing a salt form for handling, document neutralization and drying conditions, and retain representative spectra (1H/13C NMR, IR, MS) with your batch records.

Biological Roles

This product is offered for research use only; no biological function, therapeutic role, or in vivo use is claimed.

General context (chemistry-focused, literature-based):

• Small aliphatic amines interact with biological systems primarily through protonation (forming ammonium species) and hydrogen bonding; they can serve as building blocks for bioconjugation or as intermediates in the synthesis of bioactive compounds.
• Alkoxyamines (if applicable) have been explored as precursors to oxime ethers and, in specialized designs, as cleavable linkers. However, such uses depend strongly on exact structure and substitution pattern.

No item-specific biochemical pathway participation, transporter affinity, or enzyme interactions are provided or implied for this SKU. For any biological assay development, confirm identity, purity, and counter-ion content using the CoA and perform appropriate compatibility and cytotoxicity screening as dictated by your institutional protocols.

Buffer Applications

This compound is a small organic amine/alkoxyamine reagent and is not a conventional buffering agent with a defined pKa/pH buffering window supplied here. As such, it is not typically used to prepare standard laboratory buffers.

• If used in biochemical settings (e.g., as a reactant), incorporate it into pre-existing buffer systems compatible with amines (e.g., phosphate, HEPES) and avoid buffers that can react with amines (e.g., carbonyl-containing reagents).
• For pH control, use established buffers with known pKa values; consult Good’s buffers for near-neutral applications.

No buffer preparation recipes are provided for this item.

Green Alternatives

Without item-specific application notes, consider general sustainability choices when using small amines/alkoxyamines.

• Solvent substitution:
  • Replace chlorinated solvents (DCM, CHCl3) with EtOAc, 2-MeTHF, CPME, or toluene where feasible (literature guidance). These options often lower environmental impact and improve safety profiles.
  • For extractions, use aqueous EtOH or iPrOH blends instead of high volumes of MeOH/ACN when compatible with partitioning.
• Workup optimization:
  • Form crystalline salts (e.g., HCl) to enable filtration-based isolation, reducing solvent usage from chromatographic purification.
  • Use in-line scavengers (acidic resins) to remove excess amine, minimizing solvent-intensive washes.
• Energy and safety:
  • Conduct reactions at ambient temperature/pressure where kinetics allow; avoid unnecessary reflux or cryogenic conditions.
  • If radical chemistry with alkoxyamines is contemplated, choose initiators and conditions with lower hazard ratings and enable closed systems to reduce VOCs.

Illustrative comparison (generic):

• THF vs 2-MeTHF: Similar polarity; 2-MeTHF is partially bio-based, higher bp (simplifies recovery), and forms fewer peroxides; downside can be water content and different azeotropes.
• DCM vs EtOAc: EtOAc is less toxic and non-halogenated but may change selectivity and extraction efficiency; verify with small-scale trials.

Pharmaceutical Uses

No pharmacopeial status, excipient role, or GMP-grade designation is provided for this item; it is supplied for research use only.

General considerations for process chemists (non-clinical, literature-based):

• Small amines are common intermediates en route to APIs or functional materials. If incorporating this reagent into a synthetic sequence, define impurity fate (carry-through vs purge) and establish appropriate specifications for residual amines in downstream intermediates.
• Salt forms: Where handling volatility or odor is problematic, prepare a crystalline pharmaceutical-style salt (e.g., HCl, sulfate) to facilitate purification and storage in R&D settings. Ensure revert-to-free-base conditions are validated.
• Analytical controls: Develop stability-indicating methods for potential N–O bond cleavage products (if an alkoxyamine), oxidation products (N-oxide), or amide/carbamate impurities from acylating agents used in processes.

No claims are made regarding therapeutic use, safety in humans, or suitability for clinical formulations.

Physical Properties

Item-specific physico-chemical data were not provided in the Product Data.

• Boiling point: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point: Not specified for this item; refer to CoA/Spec Sheet.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Refractive index: Not specified for this item; refer to CoA/Spec Sheet.
• pKa/logP: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility: Not specified for this item; refer to CoA/Spec Sheet.

General expectations for small secondary alkoxyamines (literature/generic guidance; verify experimentally):

• State: typically low-molecular-weight liquids at ambient temperature with amine-like odor.
• Solubility: often miscible with polar organic solvents (alcohols, esters, ethers) and display appreciable water solubility due to basic N and hydrogen bonding; exact behavior depends on structure and purity.
• Basicity: secondary amines usually show conjugate acid pKa around 9–11 (literature, class value), which impacts extraction and salt formation.
• Volatility: many small amines are moderately volatile; minimize losses during rotary evaporation and transfers by using cooled receivers and tight seals.

Because composition, stabilizers, and exact identity fields (SMILES/InChI) are not specified here, consult the CoA/SDS for authoritative physical constants and handling parameters before process scale-up.

Quality and Grades

• Grade/purity: Not specified for this item; refer to CoA/Spec Sheet for actual assay, impurity profile, and any stabilizer content.

Guidance on interpreting grades (general):

• “Analytical reagent (AR)” or “ACS” grades meet broadly accepted impurity limits for routine analysis and synthesis.
• “HPLC/LC–MS” grades emphasize low UV background/particulate content for analytical use; for amines, amine-compatible filtration and low metal content can be important for MS.
• “Anhydrous” denotes moisture specification and packaging to maintain low water; for amines, water content affects basicity, salt formation, and many coupling reactions.

What to check on the CoA for this item:

• Assay method (e.g., GC area %, qNMR) and residual solvents.
• Water content (Karl Fischer) and amine value (if reported). If not provided here: Not specified for this item; refer to CoA/Spec Sheet.
• Color/APHA and UV absorbance (if intended for photochemical or analytical applications).
• Stabilizers/inhibitors: Not specified for this item; refer to CoA/Spec Sheet. Presence or absence can influence polymerization or radical chemistry.

Lot-to-lot control: For reactions sensitive to amine strength or trace metals (e.g., catalysis), maintain a retained-sample program and verify critical specs before scale-up.

Reaction and Applications

Manufacturer application text was not provided; the following are general, literature-based possibilities for small secondary amines and alkoxyamines. Verify fit with your route and confirm structural assignment versus the CoA/SDS.

Potential applications (general):

• N-acylation to secondary amides using acyl chlorides, anhydrides, or activated esters; HATU/EDC methods for peptide-like couplings if sterics permit.
• Alkylation to give tertiary amines (SN1/SN2 or reductive alkylation). Control over-alkylation and quaternization by base/stoichiometry.
• Reductive amination with aldehydes/ketones using NaBH3CN, NaBH(OAc)3, or catalytic hydrogenation. Water content and pH modulation are key.
• If the compound is indeed an alkoxyamine (N–O bond present), it can participate in formation of oxime ethers with carbonyl derivatives or undergo N–O bond homolysis under radical conditions (literature). Such reactivity is leveraged in polymer/initiator chemistry with specially designed alkoxyamines; applicability to this specific structure should be validated experimentally.
• Ligand/base roles in transition-metal catalysis (Cu, Pd, Ni) where small amines sometimes act as transient ligands or acid scavengers.

Practical tips:

• Drying: If anhydrous conditions are critical, dry over K2CO3/CaH2 or distill under inert gas if volatility allows (consult CoA for bp first).
• Salt formation: Prepare HCl or TsOH salts to aid crystallization and handling; free base regenerated with base extraction.
• Analysis: Track reactions by GC or LC with amine-compatible mobile phase additives (e.g., 0.1% DEA) to minimize tailing.

Reaction Conditions

Representative, literature-style conditions for reactions commonly performed with small secondary amines (not item-specific; optimize for your substrate):

• N-Acylation to secondary amide:
  • Solvent: DCM, THF, or EtOAc.
  • Electrophile: acyl chloride (1.05–1.2 equiv) or anhydride.
  • Base: Et3N or DIPEA (2–3 equiv); 0 to 25 °C, 0.5–4 h. Typical isolated yields 75–95% (substrate-dependent).
• Reductive amination to tertiary amine:
  • Solvent: MeOH, EtOH, or MeCN; aldehyde/ketone (1.0 equiv), amine (1.2–2.0 equiv).
  • Reductant: NaBH3CN (1.2–1.5 equiv) at pH 6–7 (AcOH buffer) or NaBH(OAc)3 in DCE/MeCN; 0–25 °C, 2–16 h. Typical yields 60–90% (substrate-dependent).
• Alkylation (SN2):
  • Solvent: MeCN, acetone, or DMF; base: K2CO3/Na2CO3; electrophile: primary alkyl halide or tosylate; 25–60 °C, 4–24 h. Monitor for over-alkylation.
• Oxime ether formation with O-alkylhydroxylamines (if applicable):
  • Solvent: MeOH or EtOH; carbonyl (1.0 equiv), O-alkylhydroxylamine (1.2–1.5 equiv), catalytic AcOH; 25–50 °C, 2–24 h. Dehydrate as needed. Yields vary widely (50–90%).

Notes:

• Strictly control moisture for moisture-sensitive couplings; pre-dry solvents and reagents when necessary.
• If volatility is expected, use sealed tubes or continuous-feed additions and chilled traps to minimize losses.
• Always perform small-scale scouting experiments to determine compatibility with your exact amine/alkoxyamine structure.

Safety and Handling

Hazard classifications were not provided in the Product Data for this item.

• GHS classification, signal word, pictograms, H-statements: Not specified for this item; refer to SDS.

General safety guidance for small amines/alkoxyamines (good laboratory practice; defer to SDS):

• Hazards: Many low-MW amines are corrosive/irritant to skin, eyes, and respiratory tract and may be flammable liquids or form flammable vapors. Alkoxyamines contain an N–O bond that may be sensitive to strong reducing agents or radical initiators; avoid uncontrolled heating.
• PPE: Wear lab coat, chemical splash goggles, and nitrile gloves. Use in a fume hood to control vapors and avoid inhalation.
• Incompatibilities: Avoid strong oxidizers and strong acids/bases when not intended by procedure; avoid strong reducing agents that could cleave N–O bonds; separate from acyl chlorides/isocyanates unless reaction is deliberate (exotherms possible).
• First aid (overview; follow SDS):
  • Skin/eye contact: Rinse with water for at least 15 minutes; remove contaminated clothing; seek medical attention for persistent irritation.
  • Inhalation: Move to fresh air; seek medical attention if symptoms persist.
  • Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.
• Fire safety: Use CO2, dry chemical, or foam as suitable media. Vapors may form explosive mixtures with air; ground and bond during transfers.
• Peroxide formation: Ethers can form peroxides, but in an alkoxyamine the ether is intramolecular; still, store away from light/air if SDS advises and check CoA for stabilizers or inhibitors.

Always consult the current SDS for definitive hazard, toxicological, and response information.

Solvent Selection

With no item-specific solubility data provided, selection should be guided by amine/alkoxyamine behavior and small-scale screening.

General expectations (literature/generic):

• Polarity class: polar, basic organic compound. Typically highly soluble in polar aprotic solvents (THF, MeCN, DMF, DCM) and polar protic solvents (MeOH, EtOH). Water solubility is often moderate-to-high for low-MW secondary amines.
• Partitioning: Conjugate-acid formation (by adding a mineral or organic acid) can dramatically increase water solubility for extractions.
• Chromatography: Amines may tail on silica; add 0.1–2% Et3N, NH3/MeOH, or use basic alumina/reversed phase to improve band shape.

Practical selection tips:

• Nucleophilic substitutions or acylations: Use non-protic solvents (DCM, THF, toluene) to moderate side reactions; include a base if the amine is not used as base.
• Reductive aminations/condensations: Alcohol solvents or MeCN often work well; control water content.
• Salt handling: If supplied or stored as a free base, consider generating a crystalline salt (e.g., HCl) for isolation and storage; reverse for reactions needing free base.

Alternatives to consider:

• For greener choices, test 2-MeTHF or CPME instead of THF/DCM; EtOAc or Me-THF for acylations; aqueous ethanol for extractions if compatible.

Storage and Reconstitution

• Storage conditions (as provided): Room temperature.
• Shipped in: Not specified for this item; refer to CoA/Spec Sheet.
• Appearance: Not specified for this item; refer to CoA/Spec Sheet.

General guidance for small amines/alkoxyamines:

• Keep container tightly closed in a cool, well-ventilated place. Minimize headspace and exposure to air to limit oxidation or evaporation.
• If volatility or odor is significant, consider storing as a salt (e.g., HCl) in a sealed container with desiccant; regenerate free base immediately prior to use.
• Protect from strong light and heat if an N–O bond is present (alkoxyamine), unless the SDS/CoA indicates specific stabilizers or robustness.
• Do not freeze aqueous solutions unless stability is established; for stock solutions in organic solvents, use anhydrous solvents and inert gas blanket if moisture-sensitive chemistry is planned.
• Reconstitution: If supplied neat, no reconstitution is required. For preparing solutions, choose dry, oxygen-free solvents as needed for the intended reaction; document concentration and solvent lot. Filter through 0.2 µm PTFE for analytical use if particulate contamination is a concern.

Always follow the product label and SDS for definitive storage instructions and compatibility information. Research use only.

Structure and Identity

• Product name: Methoxy(propan-2-YL)amine (SKU: M1020497)
• CAS: 32118-22-2 (as provided)
• CID: 12651820 (as provided)
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.

Structural notes (inference from name; verify against CoA/SDS):

• The name “Methoxy(propan-2-yl)amine” suggests a secondary alkoxyamine, i.e., an O-alkylhydroxylamine of the general form MeO–NH–CH(CH3)2. This motif contains an N–O single bond (alkoxyamine), a secondary amine center (N–H), and an ether (methoxy) substituent.
• 2D description (general): One nitrogen atom singly bonded to an isopropyl group and to an O–CH3 group (N–O bond present), with one N–H. No rings or stereogenic centers implied by the parent name.
• Important functional groups (general): secondary amine (basic, nucleophilic), alkoxyamine N–O linkage (thermally/radically labile in some contexts), methoxy ether (typically nonreactive under neutral conditions).

Synthetic Utility

General synthetic roles consistent with small secondary amines and, where applicable, alkoxyamines (literature-based; verify exact structure vs CoA):

• Nucleophilic nitrogen center:
  • Acylation to amides with acyl chlorides/anhydrides or via carbodiimide/uronium coupling in peptide-like bond formations.
  • Reductive amination with aldehydes/ketones to access tertiary amines; careful control of pH/water improves imine formation.
  • Alkylation under SN2/SN1 conditions (risk of quaternization with excess electrophile).
• Base and ligand behavior:
  • Acts as Brønsted base or transient ligand in organometallic transformations (e.g., copper-catalyzed couplings) where amines assist deprotonation or stabilize intermediates.
• Alkoxyamine-specific chemistry (if N–O bond exists):
  • Formation of oxime ethers from carbonyl derivatives using O-alkylhydroxylamines (classic method to protect/modify carbonyls); reaction conditions are typically mildly acidic to favor condensation, followed by dehydration.
  • Radical applications: N–O bond homolysis under thermal/photochemical conditions can generate radical species (literature), though this is highly structure-dependent and requires careful safety assessment.

Analytical/handling notes:

• Monitor reactions by GC/LC with amine-compatible modifiers; derivatize with acylating reagents (e.g., acetic anhydride) when necessary to improve chromatographic behavior.
• For scale-up, assay residual amine by headspace GC or ion chromatography after acid capture, as appropriate.

Target Specificity

Not applicable. This product is a small organic reagent, not a biological macromolecule or affinity reagent. No antigen/epitope, clone, isotype, or species reactivity information applies.