1,2-Dibromo-3-chloropropane

Base Information

• Chemical Name: 1,2-Dibromo-3-chloropropane
• CAS No.: 96-12-8
• Deprecated CAS: 105567-86-0
• Molecular Formula: C3H5Br2Cl
• Molecular Weight: 236.334
• Hs Code.: 2903799010
• European Community (EC) Number: 202-479-3
• ICSC Number: 0002
• NSC Number: 1512
• UN Number: 2872
• UNII: 96K0FD4803
• DSSTox Substance ID: DTXSID3020413
• Nikkaji Number: J359J
• Wikipedia: 1,2-Dibromo-3-chloropropane
• Wikidata: Q161465
• NCI Thesaurus Code: C44372
• ChEMBL ID: CHEMBL1331743
• Mol file: 96-12-8.mol

Synonyms:1,2-dibromo-3-chloropropane;DBCP;dibromochloropropane;fumazone;nemagon

Chemical Property of 1,2-Dibromo-3-chloropropane

Chemical Property:

• Appearance/Colour: colourless to slightly yellow liquid
• Vapor Pressure: 0.503mmHg at 25°C
• Melting Point: 6 °C
• Refractive Index: n/D 1.5542
• Boiling Point: 198.614 °C at 760 mmHg
• Flash Point: 80.455 °C
• PSA: 0.00000
• Density: 2.034 g/cm³
• LogP: 2.38360
• Storage Temp.: Refrigerator
• Solubility.: Miscible with oils, dichloropropane, and isopropanol (Windholz et al., 1983)
• Water Solubility.: 0.123 g/100 mL
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 235.84260
• Heavy Atom Count: 6
• Complexity: 32
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

1,2-Dibromo-3-chloropropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,F
• Hazard Codes: T,F
• Statements: 45-46-60-25-48/20/22-52/53-39/23/24/25-23/24/25-11
• Safety Statements: 53-45-61-36/37-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Fumigants
• Canonical SMILES: C(C(CBr)Br)Cl
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system and kidneys. This may result in impaired functions. Exposure could cause lowering of consciousness.
• Effects of Long Term Exposure: The substance may have effects on the liver, lungs, kidneys and testes. This may result in impaired functions and tissue lesions. May cause heritable genetic damage to human germ cells. This substance is probably carcinogenic to humans. Causes toxicity to human reproduction or development.
• Physical properties: Colorless when pure, however, technical grades are yellowish to dark brown. Pungent odor at high concentrations
• Uses: Soil fumigant, nematocide and pesticide Formerly as an agricultural nematocide (use banned in the US in 1977) Soil fumigant; nematocide; intermediate in organic synthesis.

Technology Process of 1,2-Dibromo-3-chloropropane

There total 7 articles about 1,2-Dibromo-3-chloropropane 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: 37.0%

3-chloroprop-1-ene (107-05-1) → nemagon (96-12-8,145667-73-8) + 1,2-difluoro-3-chloropropane (37161-81-2) + 1-bromo-3-chloro-2-fluoropropane (32753-90-5) + 2-bromo-1-chloro-3-fluoropropane (32753-89-2)

Guidance literature:

With bromine trifluoride; bromine; In 1,1,2-Trichloro-1,2,2-trifluoroethane; at 10 - 20 ℃;

Reference yield:

3-chloroprop-1-ene (107-05-1) → nemagon (96-12-8,145667-73-8)

Guidance literature:

With bromine;

DOI:10.1246/bcsj.47.143

Reference yield:

2,2,2-tribromo-1,3,2-benzodioxaphosphole (3712-44-5) → nemagon (96-12-8,145667-73-8) + 2-bromo-2-oxo-4,5-benzo-1,3,2-dioxaphospholane (3492-46-4)

Guidance literature:

With epichlorohydrin; In dichloromethane; at -45 - 20 ℃; for 1h;

upstream raw materials:

epichlorohydrin

3-chloroprop-1-ene

2,2,2-tribromo-1,3,2-benzodioxaphosphole

Downstream raw materials:

2-bromo-3-chloro-propene

formaldehyd

hydrogen carbonate

2-Bromo-3-hydroxy-propionaldehyde

Refernces

• 1、 -. "BROMINATED FLAME RETARDANTS AND POLYURETHANES CONTAINING THE SAME". Paragraph 0122; 0127. . Retrieved 2020/07/15.
• 2、 Kunshenko, B. V.,Mokhamed, Nagib Mukhtar,Omarov, V. O.,Muratov, N. N.,Yagupol'skii, L. M.. "REACTION OF ORGANIC COMPOUNDS WITH SF4-HF-HALOGENATING SYSTEM VII. REACTIONS OF OLEFINS WITH THE SF4-HF-Cl2(Br2) SYSTEM". . p. 511 - 518. Retrieved 2007/10/02.