(S)-2-Chloro-4-methylvaleric acid

Base Information

• Chemical Name: (S)-2-Chloro-4-methylvaleric acid
• CAS No.: 28659-81-6
• Molecular Formula: C₆H₁₁ClO₂
• Molecular Weight: 150.605
• Hs Code.: 2915900090
• European Community (EC) Number: 679-642-4
• Nikkaji Number: J970.115J
• Wikidata: Q27449814
• Mol file: 28659-81-6.mol

Synonyms:28659-81-6;(S)-2-Chloro-4-methylvaleric acid;(S)-2-Chloro-4-methylpentanoic Acid;(S)-2-chloro-4-methyl-n-valeric acid;(2s)-2-Chloro-4-Methylpentanoic Acid;Pentanoic acid, 2-chloro-4-methyl-, (2S)-;03H;3tz0;3tz4;(S)-alpha-chloroisocaproate;SCHEMBL4971280;TQP0738;2-Chloro-4-methylpentanoic acid #;(S)-2-Chloro-4-methylpentanoicAcid;MFCD00044943;AKOS015848435;(S)-2-Chloro-4-methyl-N-valericacid;(S)-2-Chloro-4-methyl-pentanoic acid;AS-64946;Pentanoic acid,2-chloro-4-methyl-,(2S)-;A5414;C1371;T70718;J-017183;Q27449814

Chemical Property of (S)-2-Chloro-4-methylvaleric acid

Chemical Property:

• Vapor Pressure: 0.027mmHg at 25°C
• Refractive Index: 1.451
• Boiling Point: 228 °C at 760 mmHg
• PKA: 2.98±0.21(Predicted)
• Flash Point: 91.7 °C
• PSA: 37.30000
• Density: 1.121 g/cm³
• LogP: 1.72450
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.0447573
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-2-Chloro-4-methyl-N-valericAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)Cl
• Isomeric SMILES: CC(C)C[C@@H](C(=O)O)Cl

Technology Process of (S)-2-Chloro-4-methylvaleric acid

There total 12 articles about (S)-2-Chloro-4-methylvaleric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) → (S)-2-chloro-4-methylvaleric acid (29671-29-2,80919-74-0,93452-22-3,28659-81-6)

Guidance literature:

With hydrogenchloride; potassium chloride; sodium nitrite; at -10 ℃;

DOI:10.1002/chir.22227

Reference yield:

isoleucine (319-78-8,443-79-8,1509-34-8,1509-35-9,3107-04-8,7004-09-3,73-32-5,959215-79-3,18875-42-8) + LEUCINE (328-39-2,21675-61-6,25248-98-0,70-45-1) + sodium nitrite (7632-00-0) → (S)-2-chloro-4-methylvaleric acid (29671-29-2,80919-74-0,93452-22-3,28659-81-6)

Guidance literature:

In hydrogenchloride;

Reference yield:

ethyl 2-chloro-4-methylvalerimidate hydrochloride → (S)-2-chloro-4-methylvaleric acid (29671-29-2,80919-74-0,93452-22-3,28659-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / CH₂Cl₂ / 10 h / Ambient temperature

2: 1.) 1.3 M butyllithium, 2.) water, 3.) 1 M aq. HCl

With hydrogenchloride; n-butyllithium; water; In dichloromethane;

DOI:10.1246/bcsj.55.3546

upstream raw materials:

L-leucine

LEUCINE

(S)-2-amino-4-methylpentan-1-ol

4-Methylpentanoic acid

Downstream raw materials:

C₁₂H₁₇ClN₂O

(2S)-2-(2′-chloro-4′-methylpentanamido)-5-bromobenzoic acid

(2S)-2-(2′-chloro-4′-methylpentanamido)-4-chlorobenzoic acid

4-Nitro-benzoic acid (R)-1-tert-butoxycarbonyl-3-methyl-butyl ester

Refernces

• 1、 Raza, Abdul Rauf,Nisar, Bushra,Khalid, Muhammad,Gondal, Humaira Yasmeen,Khan, Muhammad Usman,de Alcantara Morais, Sara Figueirêdo,Tahir, Muhammad Nawaz,Braga, Ataualpa Albert Carmo. "A facile microwave assisted synthesis and structure elucidation of (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones by crystallographic, spectroscopic and DFT studies". . . Retrieved 2020/01/21.
• 2、 Saddiqa, Aisha,Raza, Abdul R.,Black, David Stc.,Kumar, Naresh. "Chiron based synthesis of isocoumarins: Reactivity of α-substituted carboxylic acids". . p. 736 - 743. Retrieved 2014/06/09.