4-Chlorobutyric acid

Base Information

• Chemical Name: 4-Chlorobutyric acid
• CAS No.: 627-00-9
• Molecular Formula: C4H7ClO2
• Molecular Weight: 122.551
• Hs Code.: 29159000
• European Community (EC) Number: 210-977-7
• NSC Number: 76578,6391
• DSSTox Substance ID: DTXSID8060828
• Nikkaji Number: J511H
• Wikidata: Q81989202
• Mol file: 627-00-9.mol

Synonyms:4-Chlorobutanoic acid;4-CHLOROBUTYRIC ACID;627-00-9;Butanoic acid, 4-chloro-;Butyric acid, 4-chloro-;4-chlorobutanoicacid;4-chloro-butyric acid;gamma-Chlorobutyric acid;Gammachlorobutyric acid;.gamma.-Chlorobutyric acid;NSC 6391;EINECS 210-977-7;NSC 76578;4-Chloro-n-butyric Acid;Cl(CH2)3COOH;4-CHLOROBUTYRICACID;SCHEMBL34825;4-Chlorobutyric acid, 99%;.gamma.-Chloro-n-butyric acid;DTXSID8060828;NSC6391;NSC-6391;NSC76578;MFCD00002818;NSC-76578;AKOS009100462;CS-W013545;PB47766;BS-23241;C0651;FT-0698704;EN300-24805;F19286;A833935

Chemical Property of 4-Chlorobutyric acid

Chemical Property:

• Vapor Pressure: 0.000131mmHg at 25°C
• Melting Point: 12-16 °C(lit.)
• Refractive Index: n20/D 1.451(lit.)
• Boiling Point: 310.6 °C at 760 mmHg
• PKA: 4.52(at RT℃)
• Flash Point: 101.1 °C
• PSA: 37.30000
• Density: 1.218 g/cm³
• LogP: 1.09000
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Ether
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 122.0134572
• Heavy Atom Count: 7
• Complexity: 62.7

Purity/Quality:

98%, ^*data from raw suppliers

4-Chlorobutyric Acid >95.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)O)CCl
• Uses: 4-Chlorobutanoic Acid is an impurity of Levetiracetam(L331500) which is (S)-enantiomer of Etiracetam (E932970) and the ethyl analog of Piracetam (P500800). Used as an anticonvulsant. Neuroprotective & Neuroresearch Product.

Technology Process of 4-Chlorobutyric acid

There total 22 articles about 4-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: 97.0%

allyl 4-chlorobutyrate (4897-91-0) → γ-chlorobutyric acid (627-00-9)

Guidance literature:

[(cyclopentadienyl)bis(acetonitrile)(triphenylphosphine)ruthenium(II)] hexafluorophosphate; In methanol; at 25 ℃; for 12h;

DOI:10.1021/jo020281o

Reference yield: 80.0%

4-butanolide (96-48-0) → γ-chlorobutyric acid (627-00-9)

Guidance literature:

With hydrogenchloride; calcium chloride; at 100 ℃; for 72h;

Reference yield: 65.0%

4-Chlorobutyronitrile (628-20-6) → γ-chlorobutyric acid (627-00-9)

Guidance literature:

With copper(II) sulfate; at 240 ℃; for 1h;

DOI:10.1039/P29960001781

upstream raw materials:

2-pyrrolidinon

4-butanolide

4-chloro-butyric acid ethyl ester

N-nitroso-dihydro-2(3H)-pyrrolidinone

Downstream raw materials:

(S)-4-chloro-butyric acid sec-butyl ester

2-pyrrolidinon

4-hydroxybutanoic acid

4-iodobutanoic acid

Refernces

• 1、 -. "Method for synthesizing gamma-chloro-butyric acid". Paragraph 0012; 0015-0020. . Retrieved 2019/02/17.
• 2、 Kitamura, Masato,Tanaka, Shinji,Yoshimura, Masahiro. "(P(C6H5)3)CpRu+-catalyzed deprotection of allyl carboxylic esters". . p. 4975 - 4977. Retrieved 2007/10/03.