1-Bromo-2,2-dimethylpropane

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1-Bromo-2,2-dimethylpropane, also known as neopentyl bromide, is an isomer of bromopentane. It is a colorless liquid.[2]

1-Bromo-2,2-dimethylpropane
Skeletal formula of 1-bromo-2,2-dimethylpropane
Van der Waals space filling model of 1-bromo-2,2-dimethylpropane
Names
Preferred IUPAC name
1-bromo-2,2-dimethylpropane[1]
Other names
Neopentyl bromide
Identifiers
3D model (JSmol)
1730989
ChemSpider
ECHA InfoCard 100.010.121 Edit this at Wikidata
EC Number
  • 211-132-5
  • InChI=1S/C5H11Br/c1-5(2,3)4-6/h4H2,1-3H3
    Key: CQWYAXCOVZKLHY-UHFFFAOYSA-N
  • CC(C)(C)CBr
Properties
C5H11Br
Molar mass 151.047 g·mol−1
Appearance colorless liquid
Density 1.199 g mL−1[2]
Melting point −105.5 °C; −157.8 °F; 167.7 K
Boiling point 105–106 °C; 221–223 °F; 378–379 K
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
H225, H315, H319, H335
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, P501
Flash point 6.7 °C; 44.0 °F; 279.8 K
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

edit
  1. ^ "1-Bromo-2,2-dimethylpropane". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 29 December 2023.
  2. ^ a b "CAS 630-17-1 1-BROMO-2,2-DIMETHYLPROPANE". Alfa Chemical. Retrieved 29 December 2023.

Extra reading

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  • Whitmore, Frank C.; Wittle, E. L.; Harriman, B. R. (June 1939). "The Preparation of Neopentyl Iodide and Neopentyl Bromide". Journal of the American Chemical Society. 61 (6): 1585–1586. doi:10.1021/ja01875a072.
  • Lisowski, Carmen E.; Duncan, Juliana R.; Ranieri, Anthony J.; Heard, George L.; Setser, D. W.; Holmes, Bert E. (30 September 2010). "Isomerization of Neopentyl Chloride and Neopentyl Bromide by a 1,2-Interchange of a Halogen Atom and a Methyl Group". The Journal of Physical Chemistry A. 114 (38): 10395–10402. Bibcode:2010JPCA..11410395L. doi:10.1021/jp1047166. PMID 20809644.
  • Wiley, G. A.; Hershkowitz, R. L.; Rein, B. M.; Chung, B. C. (March 1964). "Studies in Organophosphorus Chemistry. I. Conversion of Alcohols and Phenols to Halides by Tertiary Phosphine Dihalides". Journal of the American Chemical Society. 86 (5): 964–965. doi:10.1021/ja01059a073. (79% or 91% yield)