Butylbenzenes

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Butylbenzenes
Surname n -butylbenzene iso- butylbenzene sec -butylbenzene tert -butylbenzene
other names 1-phenylbutane 2-methyl-1-phenylpropane 2-phenylbutane 2-methyl-2-phenylpropane
Structural formula Structure of n-butylbenzene Structure of isobutylbenzene Structure of sec-butylbenzene Structure of tert-butylbenzene
CAS number 104-51-8 538-93-2 135-98-8 98-06-6
PubChem 7705 10870 8680 7366
Molecular formula C 10 H 14
Molar mass 134.22 g mol −1
Physical state liquid
Melting point −88 ° C −51 ° C −75 ° C −58 ° C
boiling point 183 ° C 173 ° C 173 ° C 169 ° C
density 0.86 g cm −3 (20 ° C) 0.85 g cm −3 (20 ° C) 0.86 g cm −3 (20 ° C) 0.87 g cm −3 (20 ° C)
Vapor pressure (20 ° C) 1.3 hPa 1.8 hPa 1.33 hPa (19 ° C) 2.2 hPa
Vapor pressure (30 ° C) 2.33 hPa (25 ° C) 4.08 hPa
Vapor pressure (50 ° C) 15 hPa 15 hPa 12.5 hPa
Vapor pressure (65 ° C) 20 hPa 25 hPa 30 hPa
solubility 14 mg l −1 (25 ° C) 10 mg l −1 (25 ° C) 17.6 mg l −1 (20 ° C) 30 mg l −1 (25 ° C)
practically insoluble in water, soluble in organic solvents
Flash point 58 ° C 48 ° C 52 ° C 44 ° C
Lower explosion limit (LEL) 0.8 vol% 0.8 vol% 0.8 vol% 0.8 vol%
44 g m −3 44 g m −3 44 g m −3 44 g m −3
Upper explosion limit (UEL) 5.8% by volume 6.0 vol% 6.9 vol% 5.6 vol%
330 g m −3 335 g m −3 385 g m −3 310 g m −3
Ignition temperature 420 ° C 425 ° C 415 ° C 445 ° C
Temperature class T2
GHS
labeling
02 - Highly / extremely flammable
Caution
02 - Highly / extremely flammable 08 - Dangerous to health
danger
02 - Highly / extremely flammable 07 - Warning
Caution
02 - Highly / extremely flammable 08 - Dangerous to health 07 - Warning
danger
H and P phrases 226 304-226 226-302 226-304-332-315
no EUH phrases no EUH phrases no EUH phrases no EUH phrases
210 301 + 310-331-210 210 210-301 + 310-302 + 352-331

In chemistry, the butylbenzenes form a group of four aromatic hydrocarbons with all four variants of the butyl group as substituents on the benzene . Their different arrangement results in four constitutional isomers with the empirical formula C 10 H 14 . They also belong to the group of C 4 benzenes .

presentation

Starting from benzene achieved under catalysis with anhydrous aluminum chloride , the representation of tert -butylbenzene with 2-chloro-2-methylpropane ( tert -butyl chloride) as the electrophile in a Friedel-Crafts alkylation :

Synthesis of tert-butylbenzene in a Friedel-Crafts alkylation

Web links

Commons : Butylbenzenes  - Collection of pictures, videos and audio files

Individual evidence

  1. a b c d e f g h i j k l m Entry on n-butylbenzene in the GESTIS substance database of the IFA , accessed on March 14, 2018(JavaScript required) .
  2. a b butylbenzene data sheet from Sigma-Aldrich , accessed on November 27, 2012 ( PDF ).
  3. Isobutylbenzene data sheet from Sigma-Aldrich , accessed on November 27, 2012 ( PDF ).
  4. a b c d e f g h i j k l m n Entry on isobutylbenzene in the GESTIS substance database of the IFA , accessed on March 14, 2018(JavaScript required) .
  5. a b c d e f g h i j k l m n o Entry on sec-butylbenzene in the GESTIS substance database of the IFA , accessed on March 14, 2018(JavaScript required) .
  6. a b c d e f g h i j k l m n Entry on tert-butylbenzene in the GESTIS substance database of the IFA , accessed on March 14, 2018(JavaScript required) .
  7. a b data sheet tert-butylbenzene from Sigma-Aldrich , accessed on November 27, 2012 ( PDF ).
  8. CRC Handbook of Tables for Organic Compound Identification . 3. Edition. 1984, ISBN 0-8493-0303-6 .