927-74-2

Basic information

• Product Name: 3-Butyn-1-ol
• Synonyms: 3-Bytyn-1-ol;3-Butyn-1-ol, 98+%;β-Ethynylethanol;4-HYDROXY-BUTYNE;Homopropargyl alcohol;3-Butyn-1-ol,97%;3-Butyn-1-ol 97%;3-Butyn-1-ol, 97% 25ML
• CAS NO: 927-74-2
• Molecular Formula: C₄H₆O
• Molecular Weight: 70.09
• EINECS: 213-161-9
• Product Categories: Miscellaneous;Acetylenes;Acetylenic Alcohols & Their Derivatives;Alkynes;Organic Building Blocks;Terminal;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 927-74-2.mol
• Article Data: 19

Chemical Properties

• Melting Point: −63.6 °C(lit.)
• Boiling Point: 128.9 °C(lit.)
• Flash Point: 97 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.926 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.41mmHg at 25°C
• Refractive Index: n20/D 1.441(lit.)
• Storage Temp.: Flammables area
• Solubility: Miscible with alcohols and organic solvents. Immiscible with ali
• PKA: 14.22±0.10(Predicted)
• Stability: Stable. Substances to be avoided include oxidizing agents, acids and acid anhydrides, copper and copper alloys. Flammable.
• BRN: 773710
• CAS DataBase Reference: 3-Butyn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butyn-1-ol(927-74-2)
• EPA Substance Registry System: 3-Butyn-1-ol(927-74-2)

Safety Data

• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 26-36-37/39-16
• RIDADR: UN 1986 3/PG 3
• WGK Germany: 3
• RTECS: ES0710000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 927-74-2(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

Different sources of media describe the Uses of 927-74-2 differently. You can refer to the following data:
1. (3-Butyn-1-ol) Alkynyl substrate used in a study of a palladium-catalyzed coupling with β-tetrionic acid bromide leading to alkynyl substituted furanones in good yield.1
2. 3-butyn-1-ol is used in the study of a palladium-catalyzed coupling with beta-tetrionic acid bromide to prepare alkynyl substituted furanones. It is also used to prepare Markovnikov addition product. Further, it is used as an intermediate of an active pharmaceutical ingredient such as fexofenadine.
3. Synthon for preparation of oxygen-containing heterocycles and protected esters of s-Hydroxy-L-isoleucine

Definition

ChEBI: A terminal acetylenic compound that is but-1-yne with one of the methyl hydrogens substituted by a hydroxy group.

General Description

The enthalpies of combustion and vaporization of 3-butyn-1-ol is measured by static bomb combustion calorimetry and correlation gas chromatography techniques.

InChI:InChI=1/C4H6O/c1-2-3-4-5/h1,5H,3-4H2

Synthetic route

2-(but-3-yn-1-yloxy)tetrahydropyran (40365-61-5) → 2-methoxytetrahydropyran (6581-66-4) + 1-butyn-4-ol (927-74-2)

Conditions	Yield
With methanol; DOWEX 50 W-X2 cation exchange resin at 40℃; for 1h;	A n/a B 98%

pyridine-2-carboxylic acid but-3-ynyl ester → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With zinc diacetate In methanol; dichloromethane at 20℃; for 1.5h;	97%

4-<(triphenylmethyl)oxy>-1-butyne (75014-48-1) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With indium(III) chloride; water In acetonitrile for 2h; Heating;	93%

2-(but-3-yn-1-yloxy)tetrahydropyran (40365-61-5) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With silica-supported NaHSO4 In methanol at 20℃; for 0.25h;	91%
With zinc(II) trifluoromethanesulfonate In methanol at 20℃; for 0.583333h;	87%
With pyridinium p-toluenesulfonate In ethanol at 25℃; for 3h;

4-(tert-butyldimethylsilyloxy)-1-butyne (78592-82-2) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 0.5h;	91%
With pyridinium hydrobromide perbromide In methanol at 0℃;	81%

1-[(but-3-yn-1-yloxy)methoxy]-2-methoxyethane → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With cerium(III) chloride In acetonitrile for 1.5h; Heating;	90%

oxirane (75-21-8) + lithium acetylide (70277-75-7) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
In ammonia at -40℃;	88%
In ammonia for 24h;	80%

1-but-3-ynyloxymethyl-4-methoxy-benzene (218434-90-3) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With carbon tetrabromide In methanol for 3h; ether cleavage; Heating;	86%

oxirane (75-21-8) + acetylene (74-86-2) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
Multistep reaction;	75%

((but-3-yn-1-yloxy)methyl)benzene (22273-77-4) → benzoic acid (65-85-0) + 1-butyn-4-ol (927-74-2)

Conditions	Yield
With bis(acetylacetonate)oxovanadium; methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate at 120℃; for 48h;	A 66% B 54%

formaldehyd (50-00-0) + propargyl bromide (106-96-7) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With aluminium; mercury dichloride In tetrahydrofuran	55%
With zinc In tetrahydrofuran Addition;

oxirane (75-21-8) + sodium acetylide (1066-26-8) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With ammonia
With ammonia

oxirane (75-21-8) + sodium acetylide (1066-26-8) → 2-but-3-ynyloxy-ethanol (36697-85-5) + 1-butyn-4-ol (927-74-2)

Conditions	Yield
With ammonia

2,3-butadien-1-ol (18913-31-0) → methyl propargyl alcohol (764-01-2) + 1-butyn-4-ol (927-74-2)

Conditions	Yield
With sodium

3-bromobut-3-en-1-ol (76334-36-6) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With potassium hydroxide

oxirane (75-21-8) + ammonia (7664-41-7) + acetylene (74-86-2) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
beim Behandeln von Natriumacetylenid;
beim Behandeln von Natriumacetylenid;

3-bromobut-3-en-1-ol (76334-36-6) + aqueous KOH-solution → 1-butyn-4-ol (927-74-2)

2,3-butadien-1-ol (18913-31-0) + sodium → methyl propargyl alcohol (764-01-2) + 1-butyn-4-ol (927-74-2)

oxirane (75-21-8) + acetylene (74-86-2) → 1-butyn-4-ol (927-74-2) + 2-bromoethanol (540-51-2)

Conditions	Yield
Stage #1: acetylene With acetylenemagnesium bromide In tetrahydrofuran at -10 - 10℃; for 0.5h; Stage #2: oxirane In tetrahydrofuran at 35 - 40℃;

3-Hydroxypropanal (2134-29-4) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 1-butyn-4-ol (927-74-2)

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 5.5h; Seyferth-Gilbert Homologation;

3,4-dihydro-2H-pyran (110-87-2) + 1-butyn-4-ol (927-74-2) → 2-(but-3-yn-1-yloxy)tetrahydropyran (40365-61-5)

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane for 16h; Ambient temperature;	100%
With pyridinium p-toluenesulfonate In dichloromethane	99%
With toluene-4-sulfonic acid In dichloromethane at 0 - 23℃; for 1.08333h; Inert atmosphere;	99%

p-toluenesulfonyl chloride (98-59-9) + 1-butyn-4-ol (927-74-2) → 3-butyn-1-yl p-toluenesulfonate (23418-85-1)

Conditions	Yield
In pyridine; benzene at 0℃; for 14h;	100%
With pyridine In dichloromethane at 0℃;	100%
With pyridine In dichloromethane at 23℃;	100%

1-butyn-4-ol (927-74-2) → 4-bromo-but-3-yn-1-ol (4544-38-1)

Conditions	Yield
With N-Bromosuccinimide; silver nitrate In acetone at 23℃; for 2h; Inert atmosphere;	100%
With N-Bromosuccinimide; silver nitrate In acetone at 20℃; for 2h; Inert atmosphere;	98%
With N-Bromosuccinimide; silver nitrate In acetone at 25℃; for 1h;	95%

benzyl bromide (100-39-0) + 1-butyn-4-ol (927-74-2) → ((but-3-yn-1-yloxy)methyl)benzene (22273-77-4)

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; sodium hydride In trichlorophosphate Heating;	100%
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran at 23℃; for 5.5h;	100%
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran; mineral oil at 0 - 23℃; for 18h; Inert atmosphere; Sealed tube;	100%

methanesulfonyl chloride (124-63-0) + 1-butyn-4-ol (927-74-2) → methanesulfonic acid but-3-ynyl ester (72486-09-0)

Conditions	Yield
With triethylamine at 0 - 20℃;	100%
With triethylamine In dichloromethane at 0℃; for 3h;	99%
With triethylamine In dichloromethane at 0℃; for 1.25h; Inert atmosphere;	99.8%

chloro-trimethyl-silane (75-77-4) + 1-butyn-4-ol (927-74-2) → 4-(trimethylsilyl)but-3-yn-1-ol (2117-12-6)

Conditions	Yield
Stage #1: 3-Butyn-1-ol With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; for 2h;	100%
Stage #1: 3-Butyn-1-ol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Schlenk technique; Inert atmosphere;	100%
Stage #1: 3-Butyn-1-ol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; for 2h;	98%

tert-butyldimethylsilyl chloride (18162-48-6) + 1-butyn-4-ol (927-74-2) → 4-(tert-butyldimethylsilyloxy)-1-butyne (78592-82-2)

Conditions	Yield
With dmap; triethylamine Substitution; Silylation;	100%
With 1H-imidazole In tetrahydrofuran at 20℃; for 3h;	100%
With 1H-imidazole In diethyl ether at 100℃; for 1h;	100%

allyl bromide (106-95-6) + 1-butyn-4-ol (927-74-2) → 4-(prop-2-en-1-yloxy)but-1-yne (75405-45-7)

Conditions	Yield
With sodium hydride In tert-butyl methyl ether at -5 - 20℃; for 16.25h;	100%
With sodium hydride In tetrahydrofuran; diethyl ether	70%
With sodium hydride 1.) Et2O, HMPA, RT, 30 min, 2.) Et2O, HMPA, reflux, 2.5 h; Yield given. Multistep reaction;
Stage #1: 3-Butyn-1-ol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere; Stage #2: allyl bromide With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; hexane at 20℃; Inert atmosphere;
Stage #1: 3-Butyn-1-ol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.666667h; Inert atmosphere; Schlenk technique; Stage #2: allyl bromide With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 0 - 25℃; for 16h; Inert atmosphere; Schlenk technique;

tert-butylchlorodiphenylsilane (58479-61-1) + 1-butyn-4-ol (927-74-2) → 4-(tert-butyldiphenylsilyloxy)-1-butyne (88158-68-3)

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 2h;	100%
With 1H-imidazole In dichloromethane at 20℃; for 2h;	100%
With 1H-imidazole In N,N-dimethyl-formamide for 0.5h; Ambient temperature;	100%

cis-1,2-Dichloroethylene (156-59-2) + 1-butyn-4-ol (927-74-2) → (Z)-6-chlorohex-5-en-3-yn-1-ol (114534-21-3)

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-butylamine In benzene at 20℃; for 12h;	100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-butylamine In benzene for 16h;	99%
Stage #1: cis-1,2-Dichloroethylene With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-butylamine In benzene for 0.416667h; Condensation; Stage #2: 3-Butyn-1-ol In benzene at 20℃; for 3h; Condensation;	80%

iodobenzene (591-50-4) + 1-butyn-4-ol (927-74-2) → 4-phenyl-but-3-yn-1-ol (10229-11-5)

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine for 16h; Sonogashira Cross-Coupling; Reflux; Inert atmosphere; Schlenk technique;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 10h; Inert atmosphere;	99%
With copper(l) iodide; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); Tedicyp In N,N-dimethyl-formamide at 100℃; Sonogashira reaction;	97%

1-butyn-4-ol (927-74-2) + D-glucal triacetate (2873-29-2) → but-3-yn-1-yl 4,6-di-O-acetyl-2,3-dideoxy-α/β-D-erythro-hex-2-enopyranoside (135195-22-1, 142344-14-7)

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane Ambient temperature;	100%
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; dysprosium(III) trifluoromethanesulfonate at 20℃; for 2h;	90%

3-iodo-4-phenylthiophene (176168-47-1) + 1-butyn-4-ol (927-74-2) → 3-phenyl-4-(4'-hydroxybutyn-1'-yl)thiophene

Conditions	Yield
With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In acetonitrile Heating;	100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In triethylamine; acetonitrile for 18h; Heating;	100%

1-butyn-4-ol (927-74-2) + (3-iodo-pyridin-4-yl)-carbamic acid tert-butyl ester (211029-67-3) → [3-(4-Hydroxy-but-1-ynyl)-pyridin-4-yl]-carbamic acid tert-butyl ester

Conditions	Yield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 20℃;	100%

1-butyn-4-ol (927-74-2) + 4,6-dichloropyrimidine-5-carboxylic acid chloride (87600-97-3) → 4,6-dichloro-pyrimidine-5-carboxylic acid but-3-ynyl ester (285991-67-5)

Conditions	Yield
With triethylamine at 0 - 20℃;	100%
With triethylamine Substitution;	87%

1-butyn-4-ol (927-74-2) + N,N-dimethyl 3-trimethylsilyl-4-iodo-1H-pyrrole-1-sulfonamide (278167-18-3) → N,N-dimethyl 3-trimethylsilyl-4-(4-hydroxy-1-butynyl)-1H-pyrrole-1-sulfonamide

Conditions	Yield
With copper(l) iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride at 20℃; for 7h; cross-coupling; Sonogashira reaction;	100%

3-methoxy-1-iodobenzene (766-85-8) + 1-butyn-4-ol (927-74-2) → 4-(3-methoxyphenyl)-but-3-yn-1-ol (92587-68-3)

Conditions	Yield
With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 0℃; for 24h; Sonogashira coupling; Inert atmosphere; Reflux;	100%
With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; triphenylphosphine; copper(l) iodide at 70℃; for 24h;	82%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 8h; Sonogashira Cross-Coupling; Inert atmosphere;	73%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 12h; Inert atmosphere;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 117℃; for 3h; Sonogashira Cross-Coupling; Inert atmosphere;

1,4-bromoiodobenzene (589-87-7) + 1-butyn-4-ol (927-74-2) → 4-(4-bromophenyl)-3-butyn-1-ol (59099-79-5)

Conditions	Yield
With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 50℃; Sonogashira reaction;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran for 4h; Inert atmosphere; Reflux;	85%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide Schlenk technique;	82%

4-bromo-benzaldehyde (1122-91-4) + 1-butyn-4-ol (927-74-2) → 4-(4-hydroxy-1-butyn-1-yl)benzaldehyde (544707-13-3)

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 48h; Sonogashira-Hagihara coupling;	91%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 20℃; Sonogashira Cross-Coupling;

1,1'-carbonyldiimidazole (530-62-1) + 1-butyn-4-ol (927-74-2) → but-3-yn-1-yl 1H-imidazole-1-carboxylate (909707-34-2)

Conditions	Yield
In tetrahydrofuran; dichloromethane at 20℃; for 2h;	100%
In dichloromethane at 0 - 20℃; for 17h; Inert atmosphere;	88%

2-iodo-4-cyanophenol (2296-23-3) + 1-butyn-4-ol (927-74-2) → 2-(2-hydroxy-ethyl)-benzofuran-5-carbonitrile (919088-04-3)

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 15h;	100%

bis(trichloromethyl) carbonate (32315-10-9) + 1-butyn-4-ol (927-74-2) → but-3-ynyl-1-oxycarbonyl chloride (190774-49-3)

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate; 3-Butyn-1-ol In tetrahydrofuran at 0 - 20℃; Stage #2: With pyridine In tetrahydrofuran at 0 - 20℃; for 2h;	100%
In diethyl ether for 12h;
In tetrahydrofuran for 12h; Cooling with ice;
With sodium carbonate In tetrahydrofuran at 0 - 20℃; for 12h;

4-iodopyridine-2-carboxylic acid methyl ester (380381-28-2) + 1-butyn-4-ol (927-74-2) → C11H11NO3

Conditions	Yield
With triethylamine; palladium diacetate; copper(l) iodide; triphenylphosphine at 20℃; for 3h;	100%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + 1-butyn-4-ol (927-74-2) → 1-<(trimethylsilyl)oxy>-4-(trimethylsilyl)-3-butyne (58434-99-4)

Conditions	Yield
With zinc trifluoromethanesulfonate; triethylamine In dichloromethane at 23℃; for 12h;	100%

(((C6H5)2PCH2)2)Pt(CH3CN)(CH(Cl)COOC2H5)(1+)*BF4(1-)=[(((C6H5)2PCH2)2)Pt(CH3CN)(CH(Cl)COOC2H5)]BF4 (191790-03-1) + 1-butyn-4-ol (927-74-2) → (((C6H5)2PCH2)2)Pt(C4H6O)(CH(Cl)COOC2H5)(1+)*BF4(1-)=[(((C6H5)2PCH2)2)Pt(C4H6O)(CH(Cl)COOC2H5)]BF4 (191790-05-3)

Conditions	Yield
In dichloromethane 20°C (15 h);	100%

(3-bromo-2-fluorophenyl)carbamic acid tert-butyl ester (848440-23-3) + 1-butyn-4-ol (927-74-2) → tert-butyl [3-(4-hydroxybut-1-yn-1-yl)-2-fluorophenyl]carbamate (1099766-43-4)

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine for 3h; Reflux;	100%

1-butyn-4-ol (927-74-2) → sodium but-3-yn-1-yl sulfate (1050479-30-5)

Conditions	Yield
With pyridine; chlorosulfonic acid In tetrachloromethane at 0 - 20℃;	100%

C17H18N2O7S (1033702-73-6) + 1-butyn-4-ol (927-74-2) → C21H22N2O7S (1033702-74-7)

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h; Mitsunobu reaction;	100%

(1R,2R,3S,4R)-4-azido-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2,3-(isopropylidenedioxy)cyclopentane (112543-78-9) + 1-butyn-4-ol (927-74-2) → (1R,2S,3R,4R)-4-[(tert-butyldiphenylsilyloxy)methyl]-1-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-2,3-isopropylidenedioxycyclopentane (1161113-46-7)

Conditions	Yield
With copper; copper(II) sulfate In water; tert-butyl alcohol at 125℃; for 0.0166667h; Microwave irradiation;	100%

C18H33NO3Si (1196880-24-6) + 1-butyn-4-ol (927-74-2) → C22H39NO4Si (1196880-29-1)

Conditions	Yield
Stage #1: 3-Butyn-1-ol With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: C18H33NO3Si In tetrahydrofuran; hexane at -78 - 20℃; for 3h;	100%

Upstream product

• 18913-31-0 2,3-butadien-1-ol 
• 76334-36-6 3-bromobut-3-en-1-ol 
• 75-21-8 oxirane 
• 70277-75-7 lithium acetylide 
• 7664-41-7 ammonia 
• 74-86-2 acetylene 
• 78592-82-2 4-(tert-butyldimethylsilyloxy)-1-butyne 
• 2134-29-4 3-Hydroxypropanal 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 22273-77-4 ((but-3-yn-1-yloxy)methyl)benzene 
• 40365-61-5 2-(but-3-yn-1-yloxy)tetrahydropyran 
• 75014-48-1 4-<(triphenylmethyl)oxy>-1-butyne 
• 50-00-0 formaldehyd 
• 106-96-7 propargyl bromide 

Downstream Products

• 87719-37-7 3,3-dimethoxybutan-1-ol 
• 150970-19-7 3-methoxy-but-3-en-1-ol 
• 101790-00-5 1-(4-methoxy-phenyl)-1-phenyl-pent-2-yne-1,5-diol 
• 15807-09-7 1,1-diphenyl-pent-2-yne-1,5-diol 
• 102477-92-9 1-[2]naphthyl-1-phenyl-pent-2-yne-1,5-diol 
• 102599-41-7 1-(4-methoxy-phenyl)-1-[2]naphthyl-pent-2-yne-1,5-diol 
• 56900-21-1 2-cyclooctatetraenyl-ethanol 
• 96-48-0 4-butanolide 
• 627-27-0 homoalylic alcohol 
• 51908-64-6 4-chlorobut-1-yne 
• 38771-21-0 4-bromobut-1-yne 
• 2345-51-9 3-butynoic acid 
• 15808-23-8 3,5-octadiyn-1,8-diol 
• 14112-12-0 1-<1-Hydroxy-cyclohexyl>-butin-(1)-ol-(4) 

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Syntheses and biological evaluation of 1,2,3-triazole and 1,3,4-oxadiazole derivatives of imatinib

Three novel series of 1,2,3-triazole and 1,3,4-oxadiazole derivatives of imatinib were prepared and evaluated in vitro for their cytostatic effects against a human chronic myeloid leukemia (K562), acute myeloid leukemia (HL60), and human leukemia stem-like cell line (KG1a). The structure-activity relationship was analyzed by determining the inhibitory rate of each imatinib analog. Benzene and piperazine rings were necessary groups in these compounds for maintaining inhibitory activities against the K562 and HL60 cell lines. Introducing a trifluoromethyl group significantly enhanced the potency of the compounds against these two cell lines. Surprisingly, some compounds showed significant inhibitory activities against KG1a cells without inhibiting common leukemia cell lines (K562 and HL60). These findings suggest that these compounds are able to inhibit leukemia stem-like cells.

Zinc triflate: A mild and efficient catalyst for deprotection of tetrahydropyranyl ethers

Treatment of tetrahydropyranyl (THP) ethers with zinc triflate in methanol provides a simple and efficient process for deprotection of these ethers and the parent alcohols are obtained in excellent yields.

Chemoselective TBS deprotection of primary alcohols by means of pyridinium tribromide (Py·Br3) in MeOH

A catalytic amount of pyridinium tribromide (Py·Br3) in MeOH chemoselectively deprotects primary TBS ethers in the presence of a variety of other protecting and common functional groups in modest to excellent yields when performed at 0 °C.