2-Chloro-1,3-propanediol

Base Information

• Chemical Name: 2-Chloro-1,3-propanediol
• CAS No.: 497-04-1
• Molecular Formula: C3H7 Cl O2
• Molecular Weight: 110.54
• European Community (EC) Number: 207-834-6
• UNII: N6ZZ93MWJ4
• DSSTox Substance ID: DTXSID7073191
• Nikkaji Number: J6.100J
• Wikidata: Q24031544
• Mol file: 497-04-1.mol

Synonyms:2-MCPD;2-MCPD dipalmitate;2-monochloropropanediol;2-monochloropropanediol dipalmitate;monochloropropanediol

Chemical Property of 2-Chloro-1,3-propanediol

Chemical Property:

• Vapor Pressure: 0.00391mmHg at 25°C
• Refractive Index: 1.4831 (589.3 nm 20℃)
• Boiling Point: 248.5°Cat760mmHg
• PKA: 13.57±0.10(Predicted)
• Flash Point: 104.1°C
• PSA: 40.46000
• Density: 1.303g/cm³
• LogP: -0.42160
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 110.0134572
• Heavy Atom Count: 6
• Complexity: 28

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-1,3-propanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CO)Cl)O
• Uses: A metabolite of Dichloropropanols

Technology Process of 2-Chloro-1,3-propanediol

There total 29 articles about 2-Chloro-1,3-propanediol 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: 93.414%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2,3-Dichloro-1-propanol (616-23-9) + 2-chloro-propane-1,3-diol (497-04-1) + 1,3-Dichloro-2-propanol (96-23-1) + 3-monochloro-1,2-propanediol (96-24-2)

Guidance literature:

With hydrogenchloride; hexahydro-2H-oxepin-2-one; In water; at 110 ℃; for 4h; under 6448.83 Torr; Product distribution / selectivity;

Reference yield: 53.74%

acetic acid (64-19-7,77671-22-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2,3-Dichloro-1-propanol (616-23-9) + 2-chloro-propane-1,3-diol (497-04-1) + 1,3-Dichloro-2-propanol (96-23-1) + (+/-)-1-Acetoxy-2,3-dichloropropane (589-96-8) + 1,3-dichloro-2-acetoxypropane (3674-10-0)

Guidance literature:

With hydrogenchloride; at 90 - 123 ℃; for 1.5 - 2h; under 5414.51 - 5724.8 Torr; Product distribution / selectivity;

Reference yield: 9.98%

acetic acid (64-19-7,77671-22-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2,3-Dichloro-1-propanol (616-23-9) + 2-chloro-propane-1,3-diol (497-04-1) + 1,3-Dichloro-2-propanol (96-23-1) + 3-chloro-2-hydroxy-1-propyl acetate (24573-30-6) + 1,3-dichloro-2-acetoxypropane (3674-10-0) + 3-monochloro-1,2-propanediol (96-24-2)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 23.75h; Product distribution / selectivity;

upstream raw materials:

1,3-dibromo-2-chloro-propane

silver(I) acetate

oxiranyl-methanol

allyl alcohol

Downstream raw materials:

2-iodo-1,3-propanediol

trimethyleneglycol

phosphoric acid-(β,β'-dihydroxy-isopropyl ester)-(2,3-dihydroxy-propyl ester)

3-monochloro-1,2-propanediol

Refernces

• 1、 Cespi,Cucciniello,Ricciardi,Capacchione,Vassura,Passarini,Proto. "A simplified early stage assessment of process intensification: Glycidol as a value-added product from epichlorohydrin industry wastes". . p. 4559 - 4570. Retrieved 2016.
• 2、 -. "Preparation method for 1,3-propylene glycol from glycerol". Paragraph 0066-0076. . Retrieved 2021/04/10.
• 3、 Zhang, Zhongfei,Yang, Puyu,Gao, Boyan,Huang, Guoren,Liu, Man,Yu, Liangli Lucy. "Synthesis of 2-Monochloropanol Fatty Acid Esters and Their Acute Oral Toxicities in Swiss Mice". . p. 3789 - 3795. Retrieved 2019/04/10.