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C o n t r i b u t e
● H e l p ● L e a r n t o e d i t ● C o m m u n i t y p o r t a l ● R e c e n t c h a n g e s ● U p l o a d f i l e
S e a r c h
Search
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( T o p )
1 S y n t h e s i s
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3 S a f e t y
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T o g g l e t h e t a b l e o f c o n t e n t s
1 , 4 - B u t y n e d i o l
1 3 l a n g u a g e s
● ت ۆ ر ک ج ه ● D e u t s c h ● ف ا ر س ی ● F r a n ç a i s ● ह ि न ् द ी ● N e d e r l a n d s ● 日 本 語 ● P o l s k i ● R o m â n ă ● С р п с к и / s r p s k i ● S r p s k o h r v a t s k i / с р п с к о х р в а т с к и ● S u o m i ● 中 文
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P r i n t / e x p o r t
● D o w n l o a d a s P D F ● P r i n t a b l e v e r s i o n
I n o t h e r p r o j e c t s
● W i k i m e d i a C o m m o n s
A p p e a r a n c e
F r o m W i k i p e d i a , t h e f r e e e n c y c l o p e d i a
( R e d i r e c t e d f r o m B u t y n e d i o l )
1,4-Butynediol[1]
Names
Preferred IUPAC name
Other names
Butynediol
Identifiers
CAS Number
3D model (JSmol )
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.445
EC Number
KEGG
PubChem CID
RTECS number
UNII
UN number
2716
CompTox Dashboard (EPA )
InChI=1S/C4H6O2/c5-3-1-2-4-6/h5-6H,3-4H2 Y
Key: DLDJFQGPPSQZKI-UHFFFAOYSA-N Y
InChI=1/C4H6O2/c5-3-1-2-4-6/h5-6H,3-4H2
Key: DLDJFQGPPSQZKI-UHFFFAOYAT
Properties
Chemical formula
C 4 H 6 O 2
Molar mass
−1
Appearance
Colorless crystalline solid[2]
Density
1.11 g/cm3 [2]
Melting point
58 °C (136 °F; 331 K )[2]
Boiling point
238 °C (460 °F; 511 K )[2]
Solubility in water
3740 g/L[2]
Hazards
GHS labelling
Pictograms
Signal word
Danger
Hazard statements
H301 , H312 , H314 , H317 , H331 , H373
Precautionary statements
P260 , P261 , P264 , P270 , P271 , P272 , P280 , P301+P310 , P301+P330+P331 , P302+P352 , P303+P361+P353 , P304+P340 , P305+P351+P338 , P310 , P311 , P312 , P314 , P321 , P322 , P330 , P333+P313 , P363 , P403+P233 , P405 , P501
NFPA 704
Flash point
~136 °C (277 °F)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
1,4-Butynediol is an organic compound that is an alkyne and a diol . It is a colourless, hygroscopic solid that is soluble in water and polar organic solvents . It is a commercially significant compound in its own right and as a precursor to other products.
Synthesis
[ edit ]
1,4-Butynediol can be produced in the Reppe synthesis , where formaldehyde and acetylene are the reactants:[3]
2 CH2 2 2 OH
Several patented production methods use copper bismuth catalysts coated on an inert material. The normal temperature range for the reaction is 90 °C up to 150 °C, depending on the pressure used for the reaction which can range from 1 to 20 bar.[4]
Applications
[ edit ]
1,4-Butynediol is a precursor to 1,4-butanediol and 2-butene-1,4-diol by hydrogenation . It is also used in the manufacture of certain herbicides, textile additives, corrosion inhibitors, plasticizers, synthetic resins, and polyurethanes . It is the major raw material used in the synthesis of vitamin B6 .[5] [3]
It reacts with a mixture of chlorine and hydrochloric acid to give mucochloric acid, HO2 Cl )=C(Cl )CHO (see mucobromic acid ).
Safety
[ edit ]
1,4-Butynediol is corrosive and irritates the skin, eyes, and respiratory tract.
See also
[ edit ]
References
[ edit ]
^ a b c d e f Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ a b Gräfje, Heinz; Körnig, Wolfgang; Weitz, Hans-Martin; Reiß, Wolfgang; Steffan, Guido; Diehl, Herbert; Bosche, Horst; Schneider, Kurt; Kieczka, Heinz (2000). "Butanediols, Butenediol, and Butynediol". Ullmann's Encyclopedia of Industrial Chemistry doi :10.1002/14356007.a04_455 . ISBN 978-3527306732
^ Kale S. S.; Chaudhari R. V.; Ramachandran P. A. (1981). "Butynediol synthesis. A kinetic study". Industrial & Engineering Chemistry Product Research and Development . 20 2 ): 309–315. doi :10.1021/i300002a015 .
^ "1,4-Butynediol at Sanwei" . Archived from the original on 2010-12-04. Retrieved 2006-11-11 .
R e t r i e v e d f r o m " https://en.wikipedia.org/w/index.php?title=1,4-Butynediol&oldid=1220110270 " C a t e g o r i e s : ● A l k y n e d e r i v a t i v e s ● D i o l s H i d d e n c a t e g o r i e s : ● E C H A I n f o C a r d I D f r o m W i k i d a t a ● C h e m b o x h a v i n g G H S d a t a ● A r t i c l e s c o n t a i n i n g u n v e r i f i e d c h e m i c a l i n f o b o x e s ● C h e m b o x i m a g e s i z e s e t ● A r t i c l e s w i t h s h o r t d e s c r i p t i o n ● S h o r t d e s c r i p t i o n m a t c h e s W i k i d a t a
● T h i s p a g e w a s l a s t e d i t e d o n 2 1 A p r i l 2 0 2 4 , a t 2 1 : 3 5 ( U T C ) . ● T e x t i s a v a i l a b l e u n d e r t h e C r e a t i v e C o m m o n s A t t r i b u t i o n - S h a r e A l i k e L i c e n s e 4 . 0 ;
a d d i t i o n a l t e r m s m a y a p p l y . B y u s i n g t h i s s i t e , y o u a g r e e t o t h e T e r m s o f U s e a n d P r i v a c y P o l i c y . W i k i p e d i a ® i s a r e g i s t e r e d t r a d e m a r k o f t h e W i k i m e d i a F o u n d a t i o n , I n c . , a n o n - p r o f i t o r g a n i z a t i o n . ● P r i v a c y p o l i c y ● A b o u t W i k i p e d i a ● D i s c l a i m e r s ● C o n t a c t W i k i p e d i a ● C o d e o f C o n d u c t ● D e v e l o p e r s ● S t a t i s t i c s ● C o o k i e s t a t e m e n t ● M o b i l e v i e w
