Welcome to LookChem.com Sign In|Join Free

CAS

  • or

110-65-6

Post Buying Request

110-65-6 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

110-65-6 Usage

Chemical Properties

yellow solid

Uses

Different sources of media describe the Uses of 110-65-6 differently. You can refer to the following data:
1. Basic brightener in nickel electroplating baths,also an important intermediate for organic synthesis
2. 2-Butyne-1,4-diol is used to produce butanedioland butenediol, in metal plating andpickling baths, and in making the carbamateherbicide Barban (Carbyne).
3. 2-Butyne-1,4-diol is used as a precursor to prepare 1,4-butanediol, 2-butene-1,4-diol and mucochloric acid. It is also used in textile additives, corrosion inhibitors, plasticizers, synthetic resins and polyurethanes. It is an important raw material of vitamin B6. Further, it is used for brightening, preserving and inhibiting nickel plating. In addition, it is used in biological studies for nematocidal activity.

Application

Intermediate; corrosion inhibitor; electroplating brightener; defoliant ; polymerization accelerator; stabilizer for chlorinated hydrocarbons; cosolvent for paint and varnish removal.

Definition

ChEBI: A butynediol that is but-2-yne substituted by hydroxy groups at positions 1 and 4.

General Description

White to light-brown solid or brownish-yellow aqueous solution. Solid sinks and mixes with water.

Air & Water Reactions

Water soluble.

Reactivity Profile

Pure 2-Butyne-1,4-diol is non-explosvie. Small amounts of certain impurities-alkali hydroxides, alkaline earth hydroxides, halides-may cause explosive decomposition upon distillation. 2-Butyne-1,4-diol should not be treated with basic catalysts in the absence of a solvent at room temperature, and its stability is less with elevated temperatures. In strong acids, contamination with mercury salts can also result in violent decomposition [NFPA 491M 1991].

Hazard

Toxic by ingestion. May explode on con- tamination with mercury salts, strong acids, and alkaline earth hydroxides and halides at high tem- peratures.

Health Hazard

Different sources of media describe the Health Hazard of 110-65-6 differently. You can refer to the following data:
1. 2-Butyne-1,4-diol exhibits moderate to hightoxicity in test animals. It is about 10 timesmore toxic than are the saturated C4 diols.The oral LD50 value in rats is 0.125 mL/kg.It causes irritation to the skin.
2. May cause dermatitis.

Fire Hazard

Noncombustible solid, flash point (open cup) 152°C (305.6°F). It is stable at room temperature. But the dry compound explodes in the presence of certain heavy metal salts, such as mercuric chloride. Heating with alkaline solution may result in an explosion.

Flammability and Explosibility

Nonflammable

Safety Profile

A poison by ingestion. A skin sensitizer upon long or repeated contact. Moderately explosive. When heated to decomposition it emits acrid smoke and fumes and may explode. Explosive reaction with traces of alkaltes, alkali earth hydroxides, halide salts, strong acids, mercury salts + strong acids. See also ACETYLENE COMTOUNDS.

Synthesis

2-butyne-1,4-diol is carried out by reaction under pressure of acetylene and an aqueous solution of formaldehyde, catalyzed by copper acetylide.

storage

2-Butyne-1,4-diol can be stored in steel,aluminum, nickel, glass, epoxy, and phenolicliner containers. Rubber hose may be usedfor transfer. Avoid contact with heavy metalsalt contaminants.

Purification Methods

Crystallise the diol from EtOAc. [Beilstein 1 IV 2687.]

Check Digit Verification of cas no

The CAS Registry Mumber 110-65-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 110-65:
(5*1)+(4*1)+(3*0)+(2*6)+(1*5)=26
26 % 10 = 6
So 110-65-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H6O2/c1-2-3-4(5)6/h4-6H,1H3

110-65-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A14539)  2-Butyne-1,4-diol, 98+%   

  • 110-65-6

  • 250g

  • 209.0CNY

  • Detail
  • Alfa Aesar

  • (A14539)  2-Butyne-1,4-diol, 98+%   

  • 110-65-6

  • 1000g

  • 593.0CNY

  • Detail
  • Alfa Aesar

  • (A14539)  2-Butyne-1,4-diol, 98+%   

  • 110-65-6

  • 5000g

  • 2385.0CNY

  • Detail
  • Aldrich

  • (B103209)  2-Butyne-1,4-diol  99%

  • 110-65-6

  • B103209-100G

  • 321.75CNY

  • Detail
  • Aldrich

  • (B103209)  2-Butyne-1,4-diol  99%

  • 110-65-6

  • B103209-500G

  • 528.84CNY

  • Detail
  • Aldrich

  • (B103209)  2-Butyne-1,4-diol  99%

  • 110-65-6

  • B103209-1KG

  • 661.05CNY

  • Detail

110-65-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name but-2-yne-1,4-diol

1.2 Other means of identification

Product number -
Other names 2-Butyne-1,4-diol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Corrosion inhibitors and anti-scaling agents,Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:110-65-6 SDS

110-65-6Synthetic route

(E)-2,3-diiodobut-2-ene-1,4-diol
62994-00-7

(E)-2,3-diiodobut-2-ene-1,4-diol

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With pyrrolidine for 15h; Sonication;100%
With tetra-(n-butyl)ammonium iodide In [(2)H6]acetone at 25℃; for 48h; Inert atmosphere; Reflux;
2,3-dibromo-2(E)-butenylene diacetate
186697-76-7

2,3-dibromo-2(E)-butenylene diacetate

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With samarium In methanol for 1h; Ambient temperature;94%
1,4-bis-(tert-butyl-dimethyl-silanyloxy)-but-2-yne
163591-85-3

1,4-bis-(tert-butyl-dimethyl-silanyloxy)-but-2-yne

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In methanol for 0.5h;94%
With acetyl chloride In methanol for 0.116667h;87%
With acetonyltriphenylphosphonium bromide In methanol; dichloromethane at 20℃; for 0.116667h;85%
2,2'-[2-butyne-1,4-diylbis(oxy)]bis(tetrahydro-2H-pyran)
92372-45-7

2,2'-[2-butyne-1,4-diylbis(oxy)]bis(tetrahydro-2H-pyran)

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In methanol at 20℃; for 0.33h;92%
With trichloroisocyanuric acid In methanol at 20℃; for 6h;91%
With ethane-1,2-dithiol; nickel dichloride In methanol; dichloromethane at 20℃; for 0.666667h;76%
1-tert-butyldimethylsilyloxy-4-triethylsilyloxy-2-butyne

1-tert-butyldimethylsilyloxy-4-triethylsilyloxy-2-butyne

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

4-(tert-butyldimethylsilyloxy)-2-butyn-1-ol
86120-46-9

4-(tert-butyldimethylsilyloxy)-2-butyn-1-ol

Conditions
ConditionsYield
With MCM-41 In methanol for 4h; Ambient temperature;A 6%
B 85%
With mesoporous silica MCM-41 In methanol at 20℃; for 4h;A 6%
B 85%
2-butyn-1,4-diol diacetate
1573-17-7

2-butyn-1,4-diol diacetate

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

4-acetoxy-2-butyn-1-ol
83466-88-0

4-acetoxy-2-butyn-1-ol

Conditions
ConditionsYield
1,3-disubstituted tetraalkyldistannoxane (X = Y = Cl) In methanol; chloroform for 24h; Ambient temperature;A 49%
B 46%
p-formaldehyde

p-formaldehyde

propargyl alcohol
107-19-7

propargyl alcohol

acetylene
74-86-2

acetylene

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
Stage #1: propargyl alcohol With potassium hydride In tetrahydrofuran at 30℃; under 759.826 Torr; for 0.25h;
Stage #2: p-formaldehyde; acetylene In tetrahydrofuran at 10℃; under 759.826 Torr; for 1.25h;
20%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

ethynyldimagnesium dibromide
4301-15-9

ethynyldimagnesium dibromide

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

2,3-dibromo-but-2-ene-1,4-diol
3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With ethanol; zinc
formaldehyd
50-00-0

formaldehyd

propargyl alcohol
107-19-7

propargyl alcohol

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With copper(I) monacetylide at 100℃; under 14710.2 Torr;
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

copper(I) acetylide
1117-94-8

copper(I) acetylide

acetylene
74-86-2

acetylene

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

propargyl alcohol
107-19-7

propargyl alcohol

Conditions
ConditionsYield
at 90 - 130℃; under 7355.08 - 29420.3 Torr; Kinetics;
formaldehyd
50-00-0

formaldehyd

copper(I) acetylide
1117-94-8

copper(I) acetylide

acetylene
74-86-2

acetylene

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

formaldehyd
50-00-0

formaldehyd

acetylene
74-86-2

acetylene

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With water; copper(I) monacetylide at 100℃;
With copper-silver acetylenide; water at 100℃;
With water; copper(I) monacetylide; bismuth(III) oxide at 100℃;
formaldehyd
50-00-0

formaldehyd

acetylene
74-86-2

acetylene

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

propargyl alcohol
107-19-7

propargyl alcohol

Conditions
ConditionsYield
With copper acetylenide upon Fuller's earth; nitrogen; water
With tetrahydrofuran; copper acetylenide upon Fuller's earth; water at 100℃; unter Druck;
bismuth - copper In water at 90℃; Product distribution; Kinetics; pH 4-4.5, different temperature, concentration of catalyst, initial formaldehyde concentration, influence of 1,4-butanediole was studied;
Trans-2,3-dibromo-2-butene-1,4-diol
21285-46-1

Trans-2,3-dibromo-2-butene-1,4-diol

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With samarium In methanol for 1h; Ambient temperature; Yield given;
water
7732-18-5

water

1,4-Dichloro-2-butyne
821-10-3

1,4-Dichloro-2-butyne

Ag2O

Ag2O

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

formaldehyd
50-00-0

formaldehyd

water
7732-18-5

water

copper(I) acetylide
1117-94-8

copper(I) acetylide

propargyl alcohol
107-19-7

propargyl alcohol

CaCO3

CaCO3

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
at 100℃; reagiert analog mit Acetaldehyd;
water
7732-18-5

water

1,4-Dichloro-2-butyne
821-10-3

1,4-Dichloro-2-butyne

CaCO3

CaCO3

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

formaldehyd
50-00-0

formaldehyd

copper(I) acetylide
1117-94-8

copper(I) acetylide

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

CaCO3

CaCO3

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
at 100℃; under 14710.2 Torr;
formaldehyd
50-00-0

formaldehyd

acetylene
74-86-2

acetylene

CaCO3

CaCO3

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

formaldehyd
50-00-0

formaldehyd

water
7732-18-5

water

copper(I) acetylide
1117-94-8

copper(I) acetylide

acetylene
74-86-2

acetylene

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

propargyl alcohol
107-19-7

propargyl alcohol

Conditions
ConditionsYield
at 90 - 130℃; under 7355.08 - 29420.3 Torr; Kinetics;
formaldehyd
50-00-0

formaldehyd

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

CaCO3

CaCO3

Cu2O

Cu2O

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

4-methyl-2-pentyn-1,4-diol
10605-66-0

4-methyl-2-pentyn-1,4-diol

C

acetone
67-64-1

acetone

formaldehyd
50-00-0

formaldehyd

water
7732-18-5

water

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Cu2O

Cu2O

CaCO3

CaCO3

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

pent-2-yne-1,4-diol
927-57-1

pent-2-yne-1,4-diol

C

acetaldehyde
75-07-0

acetaldehyde

D

acetylene
74-86-2

acetylene

formaldehyd
50-00-0

formaldehyd

metal compounds of acetylene

metal compounds of acetylene

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

propargyl alcohol
107-19-7

propargyl alcohol

ethanol
64-17-5

ethanol

2,3-dibromo-but-2-ene-1,4-diol
3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

zinc

zinc

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

barban
101-27-9

barban

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

1,4-dihydroxy-2-butanone
140-86-3

1,4-dihydroxy-2-butanone

C

3-chloro-aniline
108-42-9

3-chloro-aniline

D

CO2

CO2

Conditions
ConditionsYield
With sodium hydroxide In water at 25℃; Mechanism; Rate constant;
4-(tetrahydro-pyran-2-yloxy)-but-2-yn-1-ol
64244-47-9

4-(tetrahydro-pyran-2-yloxy)-but-2-yn-1-ol

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 20℃; for 2h;
(E)-2,3-diiodobut-2-ene-1,4-diol
62994-00-7

(E)-2,3-diiodobut-2-ene-1,4-diol

(thienyl-3-ylmethyl)zinc(II) chloride

(thienyl-3-ylmethyl)zinc(II) chloride

A

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

B

(E)-2,3-bis(thien-3-ylmethyl)but-2-ene-1,4-diol

(E)-2,3-bis(thien-3-ylmethyl)but-2-ene-1,4-diol

Conditions
ConditionsYield
Stage #1: (E)-2,3-diiodobut-2-ene-1,4-diol With lithium chloride; tricyclohexylphosphine for 0.5h; Schlenk technique;
Stage #2: With palladium diacetate In tetrahydrofuran at 50℃; Inert atmosphere;
Stage #3: (thienyl-3-ylmethyl)zinc(II) chloride In tetrahydrofuran for 0.416667h; Inert atmosphere;
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

1,4-butenediol
6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With quinoline; hydrogen; Lindlar's catalyst In methanol at 0℃;100%
With borane-ammonia complex; Cu2O In ethanol at 50℃; for 0.75h; Sealed tube; Green chemistry; stereoselective reaction;100%
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr;99%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

(E)-2-butene-1,4-diol
821-11-4

(E)-2-butene-1,4-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 48h; Inert atmosphere;100%
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Reduction; Heating;99%
With lithium aluminium tetrahydride In tetrahydrofuran for 18h; Heating;90%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

4-hydroxy-2-butynoic acid
7218-52-2

4-hydroxy-2-butynoic acid

Conditions
ConditionsYield
With calcium carbonate In water at 30℃; for 120h; Rhinocladiella atrovirens KY801;100%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1,4-bis-(tert-butyl-dimethyl-silanyloxy)-but-2-yne
163591-85-3

1,4-bis-(tert-butyl-dimethyl-silanyloxy)-but-2-yne

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 0℃;100%
With dmap; triethylamine In dichloromethane for 5h; Ambient temperature;97.2%
With 1H-imidazole; dmap In N,N-dimethyl-formamide for 1h;89%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

(E)-2,3-dichloro-2-butene-1,4-diol
336808-74-3

(E)-2,3-dichloro-2-butene-1,4-diol

Conditions
ConditionsYield
With copper dichloride; palladium dichloride In butan-1-ol; benzene100%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

2,2'-[2-butyne-1,4-diylbis(oxy)]bis(tetrahydro-2H-pyran)
92372-45-7

2,2'-[2-butyne-1,4-diylbis(oxy)]bis(tetrahydro-2H-pyran)

Conditions
ConditionsYield
With aluminium(III) triflate In dichloromethane at 20 - 25℃; for 2h; Inert atmosphere;100%
With dimethylbromosulphonium bromide at 20℃; for 0.416667h;95%
copper(II) sulfate In acetonitrile at 20℃; for 1.5h;92%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

n-pentylmagnesium bromide
693-25-4

n-pentylmagnesium bromide

3-(hydroxymethyl)oct-2-en-1-ol
1626386-87-5

3-(hydroxymethyl)oct-2-en-1-ol

Conditions
ConditionsYield
In diethyl ether Reflux;100%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

2,7-nonadiyne
31699-35-1

2,7-nonadiyne

(6-Hydroxymethyl-4,7-dimethyl-indan-5-yl)-methanol
117926-60-0

(6-Hydroxymethyl-4,7-dimethyl-indan-5-yl)-methanol

Conditions
ConditionsYield
tris(triphenylphosphine)rhodium(l) chloride In ethanol at 78℃; for 17h;99%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

A

Butane-1,4-diol
110-63-4

Butane-1,4-diol

B

1,4-butenediol
6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A n/a
B 99%
With LaNi5 hydride In tetrahydrofuran; methanol at 0℃; for 6h;A 10%
B 67%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

benzonitrile
100-47-0

benzonitrile

3,4,5,6-Tetra(hydroxymethyl)-2-phenylpyridine
135605-47-9

3,4,5,6-Tetra(hydroxymethyl)-2-phenylpyridine

Conditions
ConditionsYield
Co(C5H4(C(O)(CH2)3OH))(C8H12) In methanol; water at 85℃; for 20h; Cycloaddition;99%
(η5-Cyclopentadienyl)(triphenylphosphine)cobalta-(2,3,4,5-tetraphenyl)-cyclopenta-2,4-diene In ethanol for 6h; Heating;80.6%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

2-butyne-1,4-diol-hexacarbonyldicobalt
55975-76-3

2-butyne-1,4-diol-hexacarbonyldicobalt

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h; Inert atmosphere;99%
In dichloromethane under argon, 1:2 mixt. boiled for 3 h with stirring, cooled to room temp., chromd. (Al2O3, CH2Cl2); red eluate concd., hexane added, concd., cooled to -10°C for 12 h, filtered off, washed (hexane), dried (vac.);95%
In diethyl ether ligand dissolved in Et2O at 40°C; Co2(CO)8 (1 equiv.) added; stirred for 3 h; concd. twice; pentane added; cooled to 0°C for ca. 20 min; filtered; solid redissolved in Et2O; filtered over Celite; filtrate concd. to dryness; microcrystallline solid collected;52%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

dodecacarbonyl-triangulo-triruthenium
15243-33-1

dodecacarbonyl-triangulo-triruthenium

bis(triphenylphosphine)iminium chloride
21050-13-5

bis(triphenylphosphine)iminium chloride

[PPN][Ru3(μ-Cl)(μ-HOCH2CCCH2OH)(CO)9]

[PPN][Ru3(μ-Cl)(μ-HOCH2CCCH2OH)(CO)9]

Conditions
ConditionsYield
In tetrahydrofuran Ru3(CO)12 and (PPN)Cl (molar ratio 1:1) dissolved in THF; stirred at room temp. for 3 h under N2 bubbling; monitored by IR spectra; ligand (1 equiv.) added; a few min; evapd.;99%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

2-bromoisobutyric acid bromide
20769-85-1

2-bromoisobutyric acid bromide

but-2-yne-1,4-diyl bis(2-bromo-2-methylpropanoate)

but-2-yne-1,4-diyl bis(2-bromo-2-methylpropanoate)

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;99%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

(1-(4-methoxybenzyl)-1H-1,2,3-triazole-4,5-diyl)dimethanol

(1-(4-methoxybenzyl)-1H-1,2,3-triazole-4,5-diyl)dimethanol

Conditions
ConditionsYield
at 120℃; for 9h;99%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

4-chlorobenzyl azide
27032-10-6

4-chlorobenzyl azide

(1-(4-chlorobenzyl)-1H-1,2,3-triazole-4,5-diyl)dimethanol

(1-(4-chlorobenzyl)-1H-1,2,3-triazole-4,5-diyl)dimethanol

Conditions
ConditionsYield
at 120℃; for 9h;99%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

Butane-1,4-diol
110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With hydrogen; Ni catalyst as described in example 1 of U.S. Pat. No. 5,068,468 at 140℃; under 150015 Torr; for 336h; Conversion of starting material;98.3%
With hydrogen; Ni catalyst as described in example 1 of U.S. Pat. No. 5,068,468 In water at 140℃; under 150015 Torr; for 24 - 336h; Product distribution / selectivity;98.3%
With hydrogen In water at 100 - 135℃; under 60006 Torr; for 6h; Reagent/catalyst; Temperature; Pressure;90%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-butyne-1,4-ditosylate
6337-59-3

2-butyne-1,4-ditosylate

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether at -15℃; for 2h; Inert atmosphere;98%
With potassium hydroxide In diethyl ether at -15 - 0℃; for 2h;95%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h;91%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

1,4-Bis-2-butyne
104709-63-9

1,4-Bis-2-butyne

Conditions
ConditionsYield
With pyridine at 0℃; for 2h;98%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-(tert-butyldimethylsilyloxy)-2-butyn-1-ol
86120-46-9

4-(tert-butyldimethylsilyloxy)-2-butyn-1-ol

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 0 - 20℃; for 0.25h; Inert atmosphere; Schlenk technique;98%
With 1H-imidazole In N,N-dimethyl-formamide at 35 - 40℃; for 17h;93%
Stage #1: 1,4-dihydroxybut-2-yne With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;
86%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

1-naphthylmagnesiumbromide
703-55-9

1-naphthylmagnesiumbromide

(E)-2-Naphthalen-1-yl-but-2-ene-1,4-diol
91153-96-7

(E)-2-Naphthalen-1-yl-but-2-ene-1,4-diol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 2h; Heating;98%
1,6-bis(1-phenylprop-2-ynyloxy)hexa-2,4-diyne
908121-10-8

1,6-bis(1-phenylprop-2-ynyloxy)hexa-2,4-diyne

1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

C32H30O6
944458-58-6

C32H30O6

Conditions
ConditionsYield
With cobalt(II) chloride hexahydrate; phthalic acid dimethyl ester; 2-(((2,6-diisopropylphenyl)imino)methyl)pyridine; zinc at 50℃; for 3h;98%
With silver trifluoromethanesulfonate; 2-(((2,6-diisopropylphenyl)imino)methyl)pyridine; zinc; cobalt(II) chloride In tetrahydrofuran at 20℃; for 1.5h;91%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

bis(trimethylsilylcyclopentadienyl)zirconium(IV) dichloride
60938-59-2

bis(trimethylsilylcyclopentadienyl)zirconium(IV) dichloride

(η(5)-C5H4SiMe3)2ZrCl(μ-OCH2C.tplbond.CH2O)ZrCl(η(5)-C5H4SiMe3)2
186464-02-8

(η(5)-C5H4SiMe3)2ZrCl(μ-OCH2C.tplbond.CH2O)ZrCl(η(5)-C5H4SiMe3)2

Conditions
ConditionsYield
With DABCO In toluene N2-atmosphere; stirring equimolar amts. of Zr-complex and DABCO, addn. of 0.5 equiv. of alkyne, stirring (25°C, 2 h); filtration (SiO2), evapn. (vac.), crystn. (THF/pentane, -30°C); elem. anal.;98%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

3-chloro-3-oxopropanoic acid methyl ester
37517-81-0

3-chloro-3-oxopropanoic acid methyl ester

2,2'-but-2-yne-1,4-diyl 3,3'-dimethyl dimalonate
917497-14-4

2,2'-but-2-yne-1,4-diyl 3,3'-dimethyl dimalonate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 2h;98%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

(Z)-2-((trimethylsilyl)ethynyl)but-2-ene-1,4-diol
1429205-44-6

(Z)-2-((trimethylsilyl)ethynyl)but-2-ene-1,4-diol

Conditions
ConditionsYield
With water; 1,2-bis-(diphenylphosphino)ethane; zinc In 1-methyl-pyrrolidin-2-one at 50℃; for 24h; Reagent/catalyst;98%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

2-(phenylethynyl)-N-(1,1,1-trifluoro-4-phenylbut-3-yn-2-ylidene)aniline

2-(phenylethynyl)-N-(1,1,1-trifluoro-4-phenylbut-3-yn-2-ylidene)aniline

(7,10-diphenyl-6-(trifluoromethyl)phenanthridine-8,9-diyl)dimethanol

(7,10-diphenyl-6-(trifluoromethyl)phenanthridine-8,9-diyl)dimethanol

Conditions
ConditionsYield
With Wilkinson's catalyst In toluene at 90℃; for 2h; Inert atmosphere; Schlenk technique;98%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

C18H13N

C18H13N

(Z)-2-((5-(phenylethynyl)quinoline-8-yl)methyl)but-2-ene-1,4-diol

(Z)-2-((5-(phenylethynyl)quinoline-8-yl)methyl)but-2-ene-1,4-diol

Conditions
ConditionsYield
With carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; 1-Adamantanecarboxylic acid; silver trifluoromethanesulfonate In 2,2,2-trifluoroethanol at 80℃; for 24h; Schlenk technique; Inert atmosphere;98%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

(E)-2-Tributylstannanyl-but-2-ene-1,4-diol

(E)-2-Tributylstannanyl-but-2-ene-1,4-diol

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 0℃; for 2h;98%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

n-propylmagnesium bromide
927-77-5

n-propylmagnesium bromide

(E)-2-Propyl-but-2-ene-1,4-diol
91153-99-0

(E)-2-Propyl-but-2-ene-1,4-diol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 2h; Heating;97%
1,4-dihydroxybut-2-yne
110-65-6

1,4-dihydroxybut-2-yne

hypophosphorous acid 3-chlorine-2-hydroxypropylester

hypophosphorous acid 3-chlorine-2-hydroxypropylester

A

propylene glycol
57-55-6

propylene glycol

B

1-methylolallenephosphonous acid
93295-59-1

1-methylolallenephosphonous acid

Conditions
ConditionsYield
In 1,4-dioxane at 50℃; for 1h;A 7.6 g
B 97%

110-65-6Related news

2-Butyne-1,4-diol (cas 110-65-6) as a novel corrosion inhibitor for API X65 steel pipeline in carbonate/bicarbonate solution08/26/2019

The inhibition effects of 2-butyne-1,4-diol on the corrosion susceptibility of grade API 5L X65 steel pipeline in 2 M Na2CO3/1 M NaHCO3 solution were studied by electrochemical techniques and weight loss measurements. The results indicated that this inhibitor was a mixed-type inhibitor, with a m...detailed

DFT study of 2-Butyne-1,4-diol (cas 110-65-6) adsorption on Ni(1 1 1) or Ni(1 0 0) clusters08/25/2019

Density functional theory (DFT) calculation was applied to acetylene (AC) and 2-butyne-1,4-diol (BD) adsorbed on an Ni(1 1 1) or Ni(1 0 0) model cluster surface in order to elucidate the relationship between their electronic states and geometry in the adsorption process. Adsorption energy of AC ...detailed

2-Butyne-1,4-diol (cas 110-65-6) hydrogenation over palladium supported on Zn2+-based – MOF and host–guest MOF/calix[4]arene materials08/24/2019

The stereoselective hydrogenation of 2-butyne-1,4-diol into cis-2-butene-1,4-diol was studied over palladium supported on metal–organic coordination polymers of different topology (methanol, 293 K, PH2 = 1 atm). 3D-metal–organic frameworks MOF-5 (Zn4O(BDC)3, BDC = benzene-1,4-dicarboxylate), I...detailed

Hydrogenation of 2-Butyne-1,4-diol (cas 110-65-6) on supported Pd catalysts obtained from LDH precursors08/23/2019

The semi-hydrogenation of 2-butyne-1,4-diol has been performed with supported Pd catalysts (0.2–0.3 wt% Pd) obtained from layered double hydroxides (LDH) precursors. The catalysts have been prepared by three different routes: (i) impregnation with Pd(acac)2 of a Mg(Al)O support (Pd/Mg(Al)O-imp)...detailed

ReviewSynthesis and thermal study of phosphorus containing dendron using 2-Butyne-1,4-diol (cas 110-65-6) at the core08/21/2019

Synthesis of new phosphorus dendron containing 2-butyne-1,4-diol at the core is described. The divergent build-up of the dendron is based on simple condensation reactions performed by using P(O)Cl3, 3-hydroxybenzaldehyde, hydrazine hydrate, 4-hydroxybenzaldehyde and 2-mercaptoethanol. The final ...detailed

Efficient partial hydrogenation of 2-Butyne-1,4-diol (cas 110-65-6) and other alkynes under microwave irradiation08/20/2019

The microwave-assisted partial hydrogenation of 2-butyne-1,4-diol, diphenylacetylene and phenylacetylene with novel lead-free Pd/Boehmite catalysts were investigated. Obtaining high alkyne conversion and good selectivity of the product alkenes required optimization of several reaction parameters...detailed

110-65-6Relevant articles and documents

Walter Reppe Revival – Identification and Genesis of Copper Acetylides Cu2C2 as Active Species in Ethynylation Reactions

Bruhm, Tobias,Abram, Andrea,H?usler, Johannes,Thomys, Oliver,K?hler, Klaus

, p. 16834 - 16839 (2021)

More than six decades after proposing copper acetylide, Cu2C2, as catalytically active species in ethynylation reactions by Walter Reppe, the explosive species have been experimentally identified and investigated during catalysis in detail now. Taking into account specific safety precautions, unequivocal qualitative characterization was achieved by Raman spectroscopy and X-ray powder diffraction of supported copper catalysts Cu/Bi/SiO2 during and after activation and catalysis in comparison to bulk Cu2C2 materials. Quantification of Cu2C2 succeeded by thermal analysis and Raman spectroscopy. Its formation in aqueous suspension is studied starting from copper(II) oxide catalysts including dissolution, reduction and precipitation steps. Copper acetylide formation can be correlated with catalytic performance in the ethynylation of formaldehyde to 1,4-butynediol.

Syntheses of 7-Substituted Anthra[2,3- b]thiophene Derivatives and Naphtho[2,3- b:6,7- b']dithiophene

Al-Jumaili, Mustafa A.,Woodward, Simon

, p. 11437 - 11445 (2018)

7-R-Anthra[2,3-b]thiophene derivatives (1, R = H, Me, i-Pr, or MeO) are prepared in three steps (in average overall yield >50%) starting from (E)-4-RC6H4CH2(HOCH2)C=CI(CH2OH). The latter are commercial or readily prepared from 2-butyne-1,4-diol and ArCH2Cl (both costing 1 cent/mmol) at 10 g scales. These allow for the selective formation of (otherwise unattainable) higher solubility 7-derivatives. Similar methods allow for the preparation of naphtho[2,3-b:6,7-b']dithiophene 2 using equally low-cost starting materials.

Room-temperature carbonization of poly(diiododiacetylene) by reaction with Lewis bases

Luo, Liang,Resch, Daniel,Wilhelm, Christopher,Young, Christopher N.,Halada, Gary P.,Gambino, Richard J.,Grey, Clare P.,Goroff, Nancy S.

, p. 19274 - 19277 (2011)

Poly(diiododiacetylene) (PIDA) is a conjugated polymer containing an all-carbon backbone and only iodine atom substituents. Adding a Lewis base to the blue PIDA suspension at room temperature leads first to rapid disappearance of the absorption peaks attributed to PIDA, followed more slowly by release of free iodine. The resulting solid material gives a Raman scattering spectrum consistent with graphitic carbon, and it has a much higher conductivity than PIDA itself. Further investigation has led to the discovery of a previously unreported transformation, the reaction of a Lewis base such as pyrrolidine with a trans-diiodoalkene to form the corresponding alkyne. The generality of this iodine elimination further suggests that reaction of PIDA with Lewis bases dehalogenates the polymer, presenting a new method to prepare carbon nanomaterials at room temperature under very mild conditions.

Method for preparing 1,4-butynediol

-

Paragraph 0009, (2017/03/14)

The invention discloses a method for preparing 1,4-butynediol. The method comprises the steps that firstly, a copper catalyst is activated to obtain a copper acetylide/bismuth catalyst, acetylene and formaldehyde are subjected to a reaction under the effect of the copper acetylide/bismuth catalyst to obtain a 1,4-butynediol and copper acetylide/bismuth catalyst mixed solution, and in a reaction kettle, the mixed solution is filtered through a metal film filter to obtain a 1,4-butynediol clear solution which is fed outside the reaction kettle to be subjected to follow-up technological treatment to obtain a finished product. In the reaction process, copper acetylide/bismuth catalyst turbid liquid is extracted periodically, then, an equimolar copper acetylide/bismuth catalyst or a copper catalyst is supplemented, a clear solution obtained after the extracted copper acetylide/bismuth catalyst turbid liquid is filtered is subjected to the follow-up technological treatment to obtain a finished product finally, and copper acetylide/bismuth catalyst cakes are subjected to a regeneration procedure to be recycled; the 1,4-butynediol clear solution is adopted for performing back flushing on the metal film filter periodically. Due to periodic extraction and supplementing of the catalyst, production losses caused by frequent stopping are avoided, and the product yield and output are improved.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 110-65-6