2-(bromomethyl)-2-butylhexanoic acid RC00164

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:  www.cnroyalchem.com

【 Providing a complete set of intermediates and impurities for Elobixibat 】

【 Providing a complete set of intermediates and impurities for Elobixibat 】

【 Providing a complete set of intermediates and impurities for Elobixibat 】

Product Name:  2-(Bromomethyl)-2-butylhexanoic acid
CAS Registry Number:  100048-86-0
Synonyms:

α-(Bromomethyl)-α-butylcaproic acid

2-Butyl-2-(bromomethyl)hexanoic acid

Hexanoic acid, 2-(bromomethyl)-2-butyl-

Molecular Formula:  C₁₁H₂₁BrO₂
Molecular Weight:  265.19 g/mol

Chemical Structure

Features a hexanoic acid backbone with a  branched carbon  at the α-position (C2).

The α-carbon is fully substituted ( quaternary carbon ) bearing:

A carboxylic acid group (-COOH)

A butyl group (-CH₂CH₂CH₂CH₃)

A bromomethyl group (-CH₂Br) 

The presence of the  bromomethyl group (-CH₂Br)  makes it a reactive alkylating agent.

The carboxylic acid group provides a site for further functionalization (e.g., salt formation, esterification, amidation).

Physical Properties (Typical)

Physical State:  Liquid or low-melting solid (exact state may depend on purity and temperature).

Appearance:  Colorless to pale yellow liquid or waxy solid.

Solubility:  Soluble in common organic solvents (e.g., dichloromethane, chloroform, ethyl acetate, tetrahydrofuran, dimethylformamide). Generally insoluble in water.

Reactivity:

The  -CH₂Br group is highly reactive  towards nucleophiles (e.g., amines, thiols, alkoxides, azide) enabling substitution reactions.

The carboxylic acid can undergo typical acid reactions (e.g., deprotonation, esterification).

Moisture Sensitive:  Can hydrolyze over time.

Light Sensitive:  May decompose upon prolonged exposure to light.

Handling & Safety (Critical Information)

Hazards:

Corrosive:  Causes severe skin burns and eye damage.

Lachrymator:  Irritates eyes and respiratory system.

Moisture Sensitive:  Reacts with water/humidity, potentially releasing HBr (corrosive gas). 

Safety Phrases (GHS Pictograms):

GHS05 (Corrosion)

GHS07 (Exclamation Mark - Skin/Eye Irritation, STOT)

Hazard Statements (H-Statements):

H314: Causes severe skin burns and eye damage.

H335: May cause respiratory irritation.

H315: Causes skin irritation.

H319: Causes serious eye irritation.

Precautionary Statements (P-Statements):

P280: Wear protective gloves/protective clothing/eye protection/face protection.

P301 + P330 + P331: IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P310: Immediately call a POISON CENTER or doctor/physician.

P501: Dispose of contents/container in accordance with local/regional/national/international regulations.

Handling:

Use ONLY in a well-ventilated fume hood.

Handle under inert atmosphere (Argon, Nitrogen) whenever possible to minimize hydrolysis.

Wear appropriate PPE: Chemical-resistant gloves (e.g., nitrile, neoprene), safety goggles, lab coat.

Avoid contact with skin, eyes, and clothing.

Minimize exposure to moisture and light.

Storage

Store tightly sealed in the  original container  under an inert atmosphere (N₂, Ar).

Store in a  cool, dry, well-ventilated place.

Protect from  light  (store in amber glass).

Keep container tightly closed.

Store away from incompatible materials: strong bases, strong oxidizing agents, strong reducing agents, moisture.

Desiccants may be beneficial within the storage container.

Applications (Primary Use)

Versatile Synthetic Intermediate:  Primarily used in  organic synthesis .

Building Block for Complex Molecules:  The reactive bromomethyl group allows for the introduction of the  -CH₂R  moiety (where R = nucleophile) onto the hindered quaternary carbon center.

Peptide Chemistry:  Used as a precursor for synthesizing  sterically hindered, unnatural amino acids  or their derivatives. The carboxylic acid facilitates incorporation into peptide chains or conversion to protected forms.

Pharmaceutical Intermediates:  Potential building block for drug discovery and development due to its unique structure.

Agrochemical Intermediates:  Used in the synthesis of certain pesticides or herbicides.

Ligand Synthesis:  Can be used to prepare complex ligands for catalysis.

Polymer Chemistry:  Potential monomer or chain modifier.