(R)-2-Chlorobutyric Acid

Base Information

• Chemical Name: (R)-2-Chlorobutyric Acid
• CAS No.: 54053-45-1
• Molecular Formula: C₄H₇ClO₂
• Molecular Weight: 122.551
• Hs Code.: 2915900090
• European Community (EC) Number: 680-205-5
• Nikkaji Number: J57.611E
• Mol file: 54053-45-1.mol

Synonyms:(R)-2-Chlorobutyric Acid;54053-45-1;(2R)-2-chlorobutanoic acid;(r)-2-chlorobutanoic acid;(R)-(+)-2-Chlorobutanoic acid;Butanoic acid, 2-chloro-, (2R)-;(R)-2-Chlorbuttersaure;(R)-2-ChlorobutyricAcid;SCHEMBL605192;TQP0742;MFCD00067098;AKOS006378193;AKOS015848429;(R)-(+)-2-CHLOROBUTANOICACID;BS-43995;A7861;C2109;EN300-222189;T71033

Chemical Property of (R)-2-Chlorobutyric Acid

Chemical Property:

• Vapor Pressure: 0.116mmHg at 25°C
• Refractive Index: 17 ° (C=neat)
• Boiling Point: 203.2 °C at 760 mmHg
• PKA: 2.95±0.10(Predicted)
• Flash Point: 76.7 °C
• PSA: 37.30000
• Density: 1.213 g/cm³
• LogP: 1.08840
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 122.0134572
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

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

(R)-2-Chlorobutyric Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-2-Chlorobutyric Acid

There total 16 articles about (R)-2-Chlorobutyric 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: 86.0%

2-chlorobutanoic acid (4170-24-5) + (R)-1-(4-pyridinyl)ethanol (27854-88-2,42732-22-9) → (2R)-2-chlorobutanoic acid (600-12-4,4170-24-5,32653-32-0,54053-45-1) + (S)-2-chlorobutyric acid (600-12-4,4170-24-5,54053-45-1,32653-32-0) + 2-Chloro-butyric acid (R)-1-pyridin-4-yl-ethyl ester (134513-96-5,146037-60-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In toluene; for 6h; Yields of byproduct given;

DOI:10.1016/S0957-4166(00)80527-3

Reference yield: 86.0%

2-chlorobutanoic acid (4170-24-5) + (R)-1-(4-pyridinyl)ethanol (27854-88-2,42732-22-9) → (2R)-2-chlorobutanoic acid (600-12-4,4170-24-5,32653-32-0,54053-45-1) + (S)-2-chlorobutyric acid (600-12-4,4170-24-5,54053-45-1,32653-32-0) + 2-Chloro-butyric acid (R)-1-pyridin-4-yl-ethyl ester (134513-96-5,146037-60-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In toluene; for 6h; Yields of byproduct given;

DOI:10.1016/S0957-4166(00)80527-3

Reference yield: 70.0%

L-2-aminobutyric acid (1492-24-6) → (S)-2-chlorobutyric acid (600-12-4,4170-24-5,54053-45-1,32653-32-0)

Guidance literature:

With hydrogenchloride; sodium nitrite; at -10 - 55 ℃;

DOI:10.1021/jo00388a054

upstream raw materials:

(Z)-2-Chloro-but-2-enoic acid

(R)-2-aminobutyric acid

2-chlorobutanoic acid

(R)-1-(4-pyridinyl)ethanol

Downstream raw materials:

(2R)-2-[4-(5-ethyl-1,2,4-oxadiazol-3-yl)phenoxy]butyric acid

(2R)-2-[4-(5-isopropyl-1,2,4-oxadiazol-3-yl)phenoxy]butyric acid

Refernces

• 1、 Vabre, Roxane,Island, Biana,Diehl, Claudia J.,Schreiner, Peter R.,Marek, Ilan. "Forming Stereogenic Centers in Acyclic Systems from Alkynes". supporting information. p. 9996 - 9999. Retrieved 2015/08/19.
• 2、 Margot, Christian,Simmons, Dana P.,Reichlin, Daniel,Skuy, David. "Amber-woody scent: Alcohols with divergent structure present common olfactory characteristics and sharp enantiomer differentiation". . p. 2662 - 2684. Retrieved 2007/10/03.