4-Chloroprogesterone

Base Information

• Chemical Name: 4-Chloroprogesterone
• CAS No.: 1164-81-4
• Molecular Formula: C₂₁H₂₉ClO₂
• Molecular Weight: 348.913
• NSC Number: 18308
• UNII: 4YY5150V7D
• DSSTox Substance ID: DTXSID201306396
• Nikkaji Number: J67.039A
• Wikidata: Q27116042
• Mol file: 1164-81-4.mol

Synonyms:4-Chloroprogesterone;4-Chloropregn-4-ene-3,20-dione;1164-81-4;4-Chlor-progesterone;Pregn-4-ene-3,20-dione, 4-chloro-;NSC 18308;BRN 3105722;UNII-4YY5150V7D;4YY5150V7D;NSC-18308;4-07-00-02399 (Beilstein Handbook Reference);4-Chlor-Progesteron;(8S,9S,10R,13S,14S,17S)-17-acetyl-4-chloro-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one;Pregn-4-ene-3, 4-chloro-;PROGESTERONE, 4-CHLORO-;CHEBI:34400;DTXSID201306396;NSC18308;4-CHLORO-PREGN-4-ENE-3,20-DIONE;LS-118634;Q27116042

Chemical Property of 4-Chloroprogesterone

Chemical Property:

• Vapor Pressure: 9.89E-09mmHg at 25°C
• Boiling Point: 462.4°C at 760 mmHg
• Flash Point: 194.5°C
• PSA: 34.14000
• Density: 1.16g/cm³
• LogP: 5.29000
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 348.1856079
• Heavy Atom Count: 24
• Complexity: 636

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(CCC3C2CCC4=C(C(=O)CCC34C)Cl)C
• Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C(C(=O)CC[C@]34C)Cl)C

Technology Process of 4-Chloroprogesterone

There total 8 articles about 4-Chloroprogesterone 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: 87.0%

Progesterone (57-83-0) → 4-Chloro-pregn-4-ene-3,20-dione (1164-81-4)

Guidance literature:

With pyridine; sulfuryl dichloride; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.7b00335

Reference yield: 62.0%

4(α,β),5-epoxypregnyne-3,20-dione (1164-27-8) → 4-Chloro-pregn-4-ene-3,20-dione (1164-81-4)

Guidance literature:

With hydrogenchloride; In acetone; for 1h; Reflux;

DOI:10.1016/j.ejmech.2013.08.016

Reference yield:

(4β,5)-epoxy-5β-pregnan-3,20-dione (17597-24-9) → 4-Chloro-pregn-4-ene-3,20-dione (1164-81-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo01118a028

upstream raw materials:

(4β,5)-epoxy-5β-pregnan-3,20-dione

hydrogenchloride

acetic acid

4(α,β),5-epoxypregnyne-3,20-dione