2-Chlorobutyric acid

Base Information

• Chemical Name: 2-Chlorobutyric acid
• CAS No.: 4170-24-5
• Molecular Formula: C4H7ClO2
• Molecular Weight: 122.551
• Hs Code.: 2915900090
• European Community (EC) Number: 224-029-5
• DSSTox Substance ID: DTXSID70961912
• Nikkaji Number: J101.105G
• Wikidata: Q106613515
• Mol file: 4170-24-5.mol

Synonyms:2-Chlorobutyric acid;4170-24-5;2-CHLOROBUTANOIC ACID;Butanoic acid, 2-chloro-;Butyric acid, 2-chloro-;CCRIS 8992;2-chloro-butyric acid;EINECS 224-029-5;600-12-4;(+/-)-2-Chlorobutyric--d6 Acid;Butanoic acid, 2-chloro-, (A+/-)-;1219802-13-7;2-chloro-n-butyric acid;2-chlorbutyric acid;(S)-2-ChlorobutyricAcid;.alpha.-Chlorobutyric acid;2-CHLOROBUTANOICACID;SCHEMBL22897;.alpha.-Chloro-n-butyric acid;DTXSID70961912;MFCD00021697;2-Chlorobutyric acid, >=97.0% (GC);AS-77748;2-CHLORO-N-BUTYRIC ACID (ALPHA-);LS-188318;A5838;CS-0283480;FT-0691635;EN300-20750;D89205

Chemical Property of 2-Chlorobutyric acid

Chemical Property:

• Appearance/Colour: pale yellow liquid
• Vapor Pressure: 0.116mmHg at 25°C
• Melting Point: 76.2-77 °C
• Refractive Index: n20/D 1.439
• Boiling Point: 203.2 °C at 760 mmHg
• PKA: 2.86(at RT℃)
• Flash Point: 76.7 °C
• PSA: 37.30000
• Density: 1.213 g/cm³
• LogP: 1.08840
• Water Solubility.: Soluble in water
• 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:

99%, ^*data from raw suppliers

2-Chlorobutyric Acid >90.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C(=O)O)Cl
• Uses: 2-Chlorobutyric acid was used in the synthesis of 2-hydroxy-5-hexenyl 2-chlorobutyrate ester.

Technology Process of 2-Chlorobutyric acid

There total 33 articles about 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: 92.0%

butyric acid (107-92-6) → 2-chlorobutanoic acid (4170-24-5)

Guidance literature:

With thionyl chloride; chlorine; chloranil; at 120 ℃; for 5h; Reagent/catalyst; Temperature; Large scale;

Reference yield: 88.0%

carbon dioxide (124-38-9,18923-20-1) + [(1-chloropropyl)sulfinyl]benzene (104354-47-4) → 2-chlorobutanoic acid (4170-24-5)

Guidance literature:

[(1-chloropropyl)sulfinyl]benzene; With cyclohexylmagnesiumchloride; In tetrahydrofuran; toluene; at -78 ℃; for 0.166667h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; toluene; at -78 ℃; for 3h;

DOI:10.1002/adsc.201801614

Reference yield: 85.0%

2-aminobutanoic acid (2835-81-6) → 2-chlorobutanoic acid (4170-24-5)

Guidance literature:

With pyridinium polyhydrogen fluoride; potassium chloride; sodium nitrite; for 72h; Ambient temperature;

DOI:10.1002/hlca.19830660404

upstream raw materials:

2-chloro-1-butanol

ethyl-chloro-malonic acid

butyryl chloride

2-aminobutanoic acid

Downstream raw materials:

2-Hydroxybutanoic acid

2-(4-methoxy-phenoxy)-butyric acid

2-[4-(4-Trifluoromethyl-phenoxy)-phenoxy]-butyric acid

C₁₂H₁₄Cl₂N₂O₄

Refernces

• 1、 Monticelli, Serena,Urban, Ernst,Langer, Thierry,Holzer, Wolfgang,Pace, Vittorio. "A Straightforward Homologation of Carbon Dioxide with Magnesium Carbenoids en Route to α-Halocarboxylic Acids". supporting information. p. 1001 - 1006. Retrieved 2019/01/30.
• 2、 -. "High-quality S - 2 - butylene-chlorohydrin preparation method". Paragraph 0015. . Retrieved 2017/08/25.