1,3-Dibromopropane

1,3-Dibromopropane
Ball and stick model of 1,3-dibromopropane	Spacefill model of 1,3-dibromopropane
Names
	Preferred IUPAC name 1,3-Dibromopropane
	Other names Trimethylenebromide; Trimethylene dibromide;
Identifiers
CAS Number	109-64-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	635662
ChemSpider	7710 ;
ECHA InfoCard	100.003.356
EC Number	203-690-3;
MeSH	1,3-dibromopropane
PubChem CID	8001;
RTECS number	TX8575000;
UNII	YQR3048IX9 ;
UN number	1993
CompTox Dashboard (EPA)	DTXSID1021902 ;
	InChI InChI=1S/C3H6Br2/c4-2-1-3-5/h1-3H2 Key: VEFLKXRACNJHOV-UHFFFAOYSA-N ;
	SMILES BrCCCBr;
Properties
Chemical formula	C3H6Br2
Molar mass	201.889 g·mol−1
Appearance	Colorless liquid
Density	1.989 g mL−1
Melting point	−34.20 °C; −29.56 °F; 238.95 K
Boiling point	167 °C; 332 °F; 440 K
Henry's law; constant (kH)	11 μmol Pa−1 kg−1
Refractive index (nD)	1.524
Thermochemistry
Heat capacity (C)	163.7 J K mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H302, H315, H411
Precautionary statements	P273
Flash point	56 °C (133 °F; 329 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	315 mg kg−1 (oral, rat)
Related compounds
Related alkanes	1,1-Dibromoethane; 1,2-Dibromoethane; Tetrabromoethane; 1,2-Dibromopropane; 1,2,3-Tribromopropane;
Related compounds	Mitobronitol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

1,3-Dibromopropane is an organobromine compound with the formula (CH₂)₃Br₂. It is a colorless liquid with sweet odor. It is used in organic synthesis to form C₃-bridged compounds such as through C-N coupling reactions.

1,3-Dibromopropane was used in the first cyclopropane synthesis in 1881, known as the Freund reaction.^[4]

^ Creese, Mary R. S. (2015). Ladies in the Laboratory IV: Imperial Russia's Women in Science, 1800-1900: A Survey of Their Contributions to Research. Rowman & Littlefield. p. 57. ISBN 978-1-4422-4742-0.
^ "1,3-Dibromopropane". pubchem.ncbi.nlm.nih.gov.
^ "1,3-dibromopropane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 21 June 2012.
^ August Freund (1882). "Ueber Trimethylen". Journal für Praktische Chemie. 26 (1): 367–377. doi:10.1002/prac.18820260125.

[1] Creese, Mary R. S. (2015). Ladies in the Laboratory IV: Imperial Russia's Women in Science, 1800-1900: A Survey of Their Contributions to Research. Rowman & Littlefield. p. 57. ISBN 978-1-4422-4742-0.

[2] "1,3-Dibromopropane". pubchem.ncbi.nlm.nih.gov.

[3] "1,3-dibromopropane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 21 June 2012.

[Freund81-4] August Freund (1882). "Ueber Trimethylen". Journal für Praktische Chemie. 26 (1): 367–377. doi:10.1002/prac.18820260125.

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