4-Chlorobutyl acetate

Base Information

• Chemical Name: 4-Chlorobutyl acetate
• CAS No.: 6962-92-1
• Molecular Formula: C6H11ClO2
• Molecular Weight: 150.605
• Hs Code.: 2915907098
• European Community (EC) Number: 230-158-8
• NSC Number: 54074,53492
• DSSTox Substance ID: DTXSID20884344
• Nikkaji Number: J35.904A
• Wikidata: Q72517637
• Mol file: 6962-92-1.mol

Synonyms:4-Chlorobutyl acetate;6962-92-1;1-Acetoxy-4-chlorobutane;4-chlorobutylacetate;4-Chloro-n-butyl acetate;1-Chloro-4-acetoxybutane;1-BUTANOL, 4-CHLORO-, ACETATE;4-Chloro-1-butanol acetate;4-Chlorbut-1-ylacetat;delta-Chlorobutyl acetate;1-Butanol, 4-chloro-, 1-acetate;NSC 53492;NSC 54074;4-Chlorbut-1-ylacetat [German];EINECS 230-158-8;BRN 1749681;AI3-16503;Acetic Acid 4-Chlorobutyl Ester;acetic acid 4-chloro-butyl ester;.omega.-Chlorobutyl acetate;4-02-00-00147 (Beilstein Handbook Reference);.delta.-Chlorobutyl acetate;4-Chlorobutyl acetate, 98%;SCHEMBL1270067;Acetic acid=4-chlorobutyl ester;PYLDCZJUHYVOAF-UHFFFAOYSA-;DTXSID20884344;NSC53492;NSC54074;MFCD00001013;NSC-53492;NSC-54074;AKOS006221691;CS-W010967;FS-4206;LS-46464;A1098;FT-0607276;EN300-66013;H10679;A836572;W-104612;F0001-1810

Chemical Property of 4-Chlorobutyl acetate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.0146mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 194.9 °C at 760 mmHg
• Flash Point: 64.4 °C
• PSA: 26.30000
• Density: 1.057 g/cm³
• LogP: 1.56850
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: inmisceable
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 150.0447573
• Heavy Atom Count: 9
• Complexity: 83.1

Purity/Quality:

99.9% ^*data from raw suppliers

4-Chlorobutyl acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OCCCCCl
• Uses: 4-Chlorobutyl Acetate is a reagent used in the synthesis of novel cyclic ADP ribose derivatives. Also used in the synthesis of a transient receptor potential melastatin 2 antagonist involved in insulin secretion.

Technology Process of 4-Chlorobutyl acetate

There total 26 articles about 4-Chlorobutyl acetate 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: 98.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + acetyl chloride (75-36-5) → 4-Chlorobutyl acetate (6962-92-1)

Guidance literature:

With [(IPr=S)BiCl₃]*CHCl₃; In dichloromethane; at 20 ℃; for 15h; Reagent/catalyst; regioselective reaction;

DOI:10.1039/c4ra17144f

Reference yield: 92.0%

4-acetoxy-1-butanol (35435-68-8) → 4-Chlorobutyl acetate (6962-92-1)

Guidance literature:

With (chloro-phenylthio-methylene)dimethylammonium chloride; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(00)00940-0

Reference yield: 65.92%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + acetyl chloride (75-36-5) + urea (57-13-6) → 4-Chlorobutyl acetate (6962-92-1) + acetylurea (591-07-1)

Guidance literature:

tetrahydrofuran; acetyl chloride; urea; at 50 ℃; for 2h;

With sodium hydroxide; In water; at 20 ℃; pH=7;

upstream raw materials:

tetrahydrofuran

acetic acid

(E)-3-Ureido-but-2-enoic acid ethyl ester

acetyl chloride

Downstream raw materials:

tert-butylbenzene

4-(ω-hydroxybutoxy)benzoic acid

4-(4-oxybutylacetate)benzaldehyde

4-(p-tert-butylphenoxy)-butyl acetate

Refernces

• 1、 Ananikov, Valentine P.,Egorova, Ksenia S.,Gordeev, Evgeniy G.,Posvyatenko, Alexandra V.,Seitkalieva, Marina M.,Strukova, Elena N.,Vavina, Anna V.. "Merging structural frameworks of imidazolium, pyridinium, and cholinium ionic liquids with cinnamic acid to tune solution state behavior and properties". . . Retrieved 2022/03/14.
• 2、 McMillan, Alastair J.,Sieńkowska, Martyna,Di Lorenzo, Piero,Gransbury, Gemma K.,Chilton, Nicholas F.,Salamone, Michela,Ruffoni, Alessandro,Bietti, Massimo,Leonori, Daniele. "Practical and Selective sp3 C?H Bond Chlorination via Aminium Radicals". supporting information. p. 7132 - 7139. Retrieved 2021/03/03.