N-Propyl bromide

1-Bromopropane

Names
IUPAC name 1-Bromopropane
Other names Bromopropane, 1-propyl bromide, 1-bromopropane, n-propyl bromide
Identifiers
CAS Number	106-94-5 Y
3D model (Jmol)	Interactive image
Abbreviations	n-PB
Beilstein Reference	505936
ChEBI	CHEBI:47105 N
ChemSpider	7552 N
ECHA InfoCard	100.003.133
EC Number	203-445-0
MeSH	1-bromopropane
PubChem CID	7840
RTECS number	TX4110000
UNII	Y9746DNE68 Y
UN number	2344
InChI InChI=1S/C3H7Br/c1-2-3-4/h2-3H2,1H3 N Key: CYNYIHKIEHGYOZ-UHFFFAOYSA-N N
SMILES CCCBr
Properties
Chemical formula	C3H7Br
Molar mass	122.99 g·mol−1
Appearance	Colorless liquid
Density	1.354 g mL−1
Melting point	−110.5 °C; −166.8 °F; 162.7 K
Boiling point	70.3 to 71.3 °C; 158.4 to 160.2 °F; 343.4 to 344.4 K
Solubility in water	2.5 g L−1 (at 20 °C)
Solubility in ethanol	Miscible
Solubility in diethyl ether	Miscible
log P	2.319
Vapor pressure	19.5 kPa (at 20 °C)
Henry's law constant (kH)	1.4 μmol Pa−1 kg−1
Refractive index (nD)	1.43414
Viscosity	5.241 mPa s (at 20 °C)
Thermochemistry
Specific heat capacity (C)	134.6 J K−1 mol−1
Std enthalpy of formation (ΔfHo298)	−125.8 to −123.0 kJ mol−1
Std enthalpy of combustion (ΔcHo298)	−2.0580 to −2.0552 MJ mol−1
Hazards
GHS pictograms
GHS signal word	DANGER
GHS hazard statements	H225, H315, H319, H335, H336, H360, H373
GHS precautionary statements	P201, P210, P261, P305+351+338, P308+313
EU classification (DSD)	F T
R-phrases	R60, R11, R36/37/38, R48/20, R63, R67
S-phrases	S53, S45
NFPA 704	3 2 0
Flash point	22 °C (72 °F; 295 K)
Autoignition temperature	490 °C (914 °F; 763 K)
Explosive limits	4.6–?%
Lethal dose or concentration (LD, LC):
LD50 (median dose)	2.950 mg kg−1(intraperitoneal, rat)
Related compounds
Related alkanes	Bromoethane 2-Bromopropane tert-Butyl bromide 1-Bromobutane 2-Bromobutane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

1-Bromopropane (n-propylbromide or nPB) is an organobromine compound with the chemical formula CH₃CH₂CH₂Br. It is a colorless liquid that is used as a solvent. It has a characteristic hydrocarbon odor. Its industrial applications increased dramatically in the 21st century.

Industrial routes to 1-bromopropane involve free-radical additions to the corresponding alkenes. In this way, the anti-Markovnikov product is obtained.

A laboratory synthesis involves treating propanol with a mixture of hydrobromic and sulfuric acids:

Alternate synthetic routes include treating propanol with phosphorus tribromide. or via a Hunsdiecker reaction with butyric acid.

Like many other liquid halocarbons, 1-bromopropane finds use as a liquid or gaseous solvent. It is a solvent for adhesives in aerosol glues that glue foam cushions together. It is a solvent in asphalt production, in the aviation industry for maintenance, and in synthetic fiber production.It is a solvent for degreasing plastics, optics and on metal surfaces, to remove soldering residues from electronic circuit boards.

Its increasing use in the 21st century resulted from the need for a substitute for chlorofluorocarbons and perchloroethylene (tetrachloroethylene) as a dry cleaning solvent.

In the EU, 1-bromopropane has been classified as reproductive toxicant per Registration, Evaluation, Authorisation and Restriction of Chemicals, which makes it a "substance of very high concern".

Since 2007, it has been approved for use under the U.S. EPA's Significant New Alternatives Policy (SNAP) as a suitable replacement for ozone depleting chemicals. The U.S. EPA announced that, based on a work plan developed under the Toxic Substances Control Act of 1976, in 2013 it will begin a full risk assessment of 1-Bromopropane.