2-chloroisocaproic acid

Base Information

• Chemical Name: 2-chloroisocaproic acid
• CAS No.: 29671-29-2
• Molecular Formula: C6H11 Cl O2
• Molecular Weight: 150.605
• Hs Code.: 2915900090
• Mol file: 29671-29-2.mol

Synonyms:Valericacid, 2-chloro-4-methyl- (7CI,8CI); (?à)-2-Chloroisocapronic acid; (?à)-a-Chloroisohexanoic acid; 2-Chloro-4-methylpentanoicacid; 2-Chloro-4-methylvaleric acid; a-Chloroisocaproic acid

Chemical Property of 2-chloroisocaproic acid

Chemical Property:

• Vapor Pressure: 0.027mmHg at 25°C
• Boiling Point: 228°Cat760mmHg
• PKA: 2.98±0.21(Predicted)
• Flash Point: 91.7°C
• PSA: 37.30000
• Density: 1.121g/cm³
• LogP: 1.72450

Purity/Quality:

99%min ^*data from raw suppliers

2-Chloro-4-methylpentanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-chloroisocaproic acid

There total 16 articles about 2-chloroisocaproic 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: 90.0%

4-Methylpentanoic acid (646-07-1) → 2-(S)-chloro-4-methylpentanoic acid (29671-29-2)

Guidance literature:

4-Methylpentanoic acid; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -20 ℃; for 2.5h;

With tetrachloromethane; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/jacs.5b02277

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;

upstream raw materials:

L-leucine

LEUCINE

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

4-Methylpentanoic acid

Downstream raw materials:

4-Nitro-benzoic acid (R)-1-tert-butoxycarbonyl-ethyl ester

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

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

C₁₂H₁₇ClN₂O

Refernces

• 1、 Raza, Abdul Rauf,Saddiqa, Aisha,?akmak, Osman. "Chiral Pool-Based Synthesis of Naphtho-Fused Isocoumarins". . p. 951 - 957. Retrieved 2015/11/16.
• 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.