4-Hydroxybutyl acrylate supplier

Name
4-Hydroxybutyl acrylate
EINECS 219-606-3
CAS No. 2478-10-6
Article Data21
CAS DataBase
Density 1.028 g/cm³
Solubility soluble in water
Melting Point -112°C
Formula C₇H₁₂O₃
Boiling Point 298.1 °C at 760 mmHg
Molecular Weight 144.17
Flash Point 86.6 °C
Transport Information
Appearance clear liquid
Safety 26-29-36/37/39-61
Risk Codes 36/37/38-51/53
Molecular Structure
Hazard Symbols Xi；N
Synonyms Acrylicacid, 4-hydroxybutyl ester (6CI,7CI,8CI);1,4-Butanediol, monoacrylate (8CI);1,4-Butanediol acrylate;4-Hydroxybutyl acrylate;4HBA;Butanediolmonoacrylate;Hydroxybutyl acrylate;Tetramethylene glycol monoacrylate;2-propenoic acid, 4-hydroxybutyl ester;4-Hydroxybutyl 2-propenoate;4-Hydroxybutyl acrylate;
PSA 46.53000
LogP 0.48810

Synthetic route

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

: 292638-85-8
acrylic acid methyl ester

: 2478-10-6
4-hydroxybutyl acrylate

Conditions

Conditions	Yield
With 10H-phenothiazine; dioctyltin(IV) oxide In cyclohexane at 85℃; for 10h; Concentration; Reagent/catalyst;	98.3%

: vinyloxybutyl acrylate

: 2478-10-6
4-hydroxybutyl acrylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 40℃; under 225.023 Torr; for 1h;	91%

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

: 79-10-7
acrylic acid

: 2478-10-6
4-hydroxybutyl acrylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; 4-methoxy-phenol; hydroquinone In cyclohexane at 60 - 120℃; Temperature;	82.5%
toluene-4-sulfonic acid
With 10H-phenothiazine; sulfuric acid In cyclohexane at 85℃; for 12h;
With toluene-4-sulfonic acid; hydroquinone

: 4-((4-methoxybenzyl)oxy)butyl acrylate

: 2478-10-6
4-hydroxybutyl acrylate

Conditions

Conditions	Yield
With ammonium peroxydisulfate; 9-(2-mesityl)-10-methylacridinium perchlorate In dichloromethane; water at 20 - 30℃; for 3h; Irradiation; Green chemistry;	45%

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

: 74-86-2
acetylene

: 2478-10-6
4-hydroxybutyl acrylate

Conditions

Conditions	Yield
With acetic acid; tetracarbonyl nickel

: 1070-70-8
1,4-Butanediol diacrylate

: 2478-10-6
4-hydroxybutyl acrylate

Conditions

Conditions	Yield
With phosphate buffer; carboxylesterase from Brevibacterium linens IFO 12171 In water at 30℃; pH=7.0; Enzyme kinetics; Hydrolysis; Enzymatic reaction;

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

: 107-02-8
acrolein

: 2478-10-6
4-hydroxybutyl acrylate

Conditions

Conditions	Yield
Stage #1: acrolein With tert-butylhypochlorite In tetrachloromethane at 30℃; for 3.33333h; Stage #2: Butane-1,4-diol In tetrachloromethane at 25℃; for 1.5h;

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

: 292638-85-8
acrylic acid methyl ester

A: 2478-10-6
4-hydroxybutyl acrylate

B: 1070-70-8
1,4-Butanediol diacrylate

Conditions

Conditions	Yield
With Novozyme 435 In tert-Amyl alcohol at 50℃; for 120h; Inert atmosphere; Molecular sieve; Enzymatic reaction;
With Novozyme 435 In 2-methyl-2-butanol at 50℃; for 24h; Enzymatic reaction;

...Expand

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

: 814-68-6
acryloyl chloride

: 2478-10-6
4-hydroxybutyl acrylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Inert atmosphere; Cooling with ice;
With triethylamine

: 2478-10-6
4-hydroxybutyl acrylate

: 32315-10-9
bis(trichloromethyl) carbonate

: 185756-32-5
4-(chlorocarbonyloxy)butyl prop-2-enoate

Conditions

Conditions	Yield
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dichloromethane at -5 - 20℃; for 22.5h; Inert atmosphere;	100%
With N,N-diethylaniline In ethyl acetate at 5℃; for 3h;	273 g

: 2478-10-6
4-hydroxybutyl acrylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 756480-45-2
4-tert-butyldimethylsilyloxy-1-butyl acrylate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 24h;	98%

: 2478-10-6
4-hydroxybutyl acrylate

: 123-54-6
acetylacetone

: 1108203-14-0
C19H32O8

Conditions

Conditions	Yield
With N,N,N',N'-tetramethylguanidine at 40℃; for 4h; Michael Condensation;	98%

: 75-79-6
Methyltrichlorosilane

: 2478-10-6
4-hydroxybutyl acrylate

: C22H36O9Si

Conditions

Conditions	Yield
With hydroquinone at 100℃; for 2.5h; Large scale;	92.1%

: 108-30-5
succinic acid anhydride

: 2478-10-6
4-hydroxybutyl acrylate

: 136153-20-3
4-(4-(acryloyloxy)butoxy)-4-oxobutanoic acid

Conditions

Conditions	Yield
With dmap In dichloromethane at 25℃; for 48h; Inert atmosphere; Darkness;	92%

: 2478-10-6
4-hydroxybutyl acrylate

: C32H52O12Si

Conditions

Conditions	Yield
With tetrachlorosilane; hydroquinone at 100℃; for 2.5h; Large scale;	90.1%

: 111-14-8
oenanthic acid

: 2478-10-6
4-hydroxybutyl acrylate

: 1370407-32-1
4-(heptanoyloxy)butyl acrylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Cooling with ice;	90%

: 2478-10-6
4-hydroxybutyl acrylate

: 162380-33-8
4-<7-<4-<(dimethylthexylsilyl)oxy>phenyl>heptylidene>benzoic acid

: 162380-34-9
(acrylyloxy)-1,4-tetramethylene 4-<7-<4-<(dimethylthexylsilyl)oxy>phenyl>heptylidene>benzoate

Conditions

Conditions	Yield
With bis-2-propyl carbonate; 4-(dimethylamino)pyridinium tosylate In dichloromethane for 25h;	88.2%

: 2478-10-6
4-hydroxybutyl acrylate

: 372-09-8
cyanoacetic acid

: 45162-96-7
C10H13NO4

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 2h;	88%

: 2478-10-6
4-hydroxybutyl acrylate

: 350848-02-1
2-[(4-methoxybenzyl)oxy]-3-nitropyridine

: 4-((4-methoxybenzyl)oxy)butyl acrylate

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 0.0833333h;	87%

: 2478-10-6
4-hydroxybutyl acrylate

: 100-52-7
benzaldehyde

: 130977-36-5
(4-hydroxybutyl)-2-(α-hydroxybenzyl)acrylate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane for 72h; Ambient temperature;	85%

: 2478-10-6
4-hydroxybutyl acrylate

: (2-dimethylamino-1-(4-morpholinophenyl)-2-(4-carboxyphenylmethyl)butan-1-one)

: C31H40N2O6

Conditions

Conditions	Yield
Stage #1: 4-hydroxybutyl acrylate; (2-dimethylamino-1-(4-morpholinophenyl)-2-(4-carboxyphenylmethyl)butan-1-one) With thionyl chloride In dichloromethane; N,N-dimethyl-formamide for 2h; Stage #2: With triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1h;	83%

: 2478-10-6
4-hydroxybutyl acrylate

: 81-88-9
rhodamine B

: Cl(1-)*C35H41N2O5(1+)

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;	80.2%

: 2478-10-6
4-hydroxybutyl acrylate

: (4-(tert-butyl)benzyl)(trifluoromethyl)sulfane

: (E)-2-(3-(4-hydroxybutoxy)-3-oxoprop-1-en-1-yl)-4-(tert-butyl)benzyl trifluoromethyl sulfane

Conditions

Conditions	Yield
With [2,2]bipyridinyl; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; copper diacetate at 80℃; for 12h; Sealed tube;	80%

: 2478-10-6
4-hydroxybutyl acrylate

: 151608-77-4
4-<(2R)-2-cyano-7-<4-<<<4'-(pentyloxy)-4-biphenyl>carbonyl>oxy>phenyl>heptylidene>benzoic acid

: (acrylyloxy)-1,4-tetramethylene-4-<(2R)-2-cyano-7-<4-<<<4'-(pentyloxy)-4-biphenyl>carbonyl>oxy>phenyl>heptylidene>benzoate

Conditions

Conditions	Yield
With bis-2-propyl carbonate; 4-(dimethylamino)pyridinium tosylate In dichloromethane for 24h;	78.5%

: 2478-10-6
4-hydroxybutyl acrylate

: 5496-35-5
4‑((4,5‑diphenyl)‑1H‑imidazol‑2‑yl)benzoic acid

: C29H26N2O4

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 10.5h; Cooling with ice;	76.44%

: 2478-10-6
4-hydroxybutyl acrylate

: 542-92-7
cyclopenta-1,3-diene

: 4-hydroxybutyl-bicyclo[2.2.1]hept-5-ene-2-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-hydroxybutyl acrylate With dmap; 1-ClCOOCH2CH2O-2-MeO-4-HOCOCH2-5-BzNHCH2-C6H2; dacarbazine In pyridine; N,N-dimethyl-formamide at 0 - 20℃; for 25h; Esterification; Stage #2: cyclopenta-1,3-diene In tetrahydrofuran at 60℃; for 15h; Cycloaddition; Diels-Alder reaction; Stage #3: With penicillin G acylase In methanol at 37℃; for 48h; pH=7.0; Substitution; Product release;	75%

: 2478-10-6
4-hydroxybutyl acrylate

: 205689-93-6
2,5-bis-(4-butoxybenzoyloxy)-benzoic acid

: 2,5-bis-(4-butoxybenzoyloxy)benzoic acid 4-acryloyloxybutyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Inert atmosphere;	75%

: 2478-10-6
4-hydroxybutyl acrylate

: N-((2-chloro-1,1,2,2-tetrafluoroethyl)sulfinyl)-2-methyl-2-phenylpropionamide

: 1-[2-(4-hydroxylbutoxyl)-2-oxoethyl]-4,4-dimethyl-1,4-dihydroisoquinolin-3(2H)-one

Conditions

Conditions	Yield
With silver(I) acetate; palladium diacetate; sodium carbonate at 80℃; Schlenk technique; Sealed tube;	74%

: 2478-10-6
4-hydroxybutyl acrylate

: 5023-60-9
1-benzylsulfanyl-4-methyl-benzene

: C21H24O3S

Conditions

Conditions	Yield
With silver tetrafluoroborate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; copper diacetate at 80℃; for 12h;	72%

: 2478-10-6
4-hydroxybutyl acrylate

: N-((2-chloro-1,1,2,2-tetrafluoroethyl)sulfinyl)pivalamide

: 4-hydroxybutyl 2-(4,4-dimethyl-5-oxopyrrolidin-2-yl)acetate

Conditions

Conditions	Yield
With silver(I) acetate; palladium diacetate; sodium carbonate at 120℃; Schlenk technique;	70%

: 2478-10-6
4-hydroxybutyl acrylate

: 123-08-0
4-hydroxy-benzaldehyde

: C14H16O4

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 10.5h; Cooling with ice;	67%

: 2478-10-6
4-hydroxybutyl acrylate

: C45H56O6

: 4-[2-(3,4,5-trihexyloxyphenyl)vinyl]benzoic acid 4'-(4-acryloyloxybutoxy)biphenyl-4-ylester

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 70℃; for 12h; Mitsunobu Displacement; Inert atmosphere;	66%

: 4437-18-7
2-bromomethylfuran

: 2478-10-6
4-hydroxybutyl acrylate

: C14H18O6

Conditions

Conditions	Yield
Stage #1: 4-hydroxybutyl acrylate With carbon dioxide; N,N,N',N'-tetramethylguanidine In N,N-dimethyl-formamide at 30℃; under 7500.75 Torr; for 1h; Autoclave; Stage #2: 2-bromomethylfuran With carbon dioxide In N,N-dimethyl-formamide at 30℃; under 22502.3 Torr; for 24h; Autoclave;	65%

: 16868-12-5
isobornyl methacrylate

: 292638-84-7
styrene

: 923-26-2
2-hydroxypropyl methacrylate

: 2478-10-6
4-hydroxybutyl acrylate

: 80-62-6
methacrylic acid methyl ester

: 97-88-1
2-methyl-butyl acrylate

poly(n-bytyl methacrylate-co-4-hydroxybutyl acrylate-co-2-hydroxypropyl methacrylate-co-isobornyl methacrylate-co-methyl methacrylate-co-styrene): poly(n-bytyl methacrylate-co-4-hydroxybutyl acrylate-co-2-hydroxypropyl methacrylate-co-isobornyl methacrylate-co-methyl methacrylate-co-styrene)

Conditions

Conditions	Yield
Stage #1: isobornyl methacrylate; styrene; 2-hydroxypropyl methacrylate; 4-hydroxybutyl acrylate; methacrylic acid methyl ester; 2-methyl-butyl acrylate In acetic acid butyl ester; ethyl acetate at 110℃; for 5h; Stage #2: With tert-butyl peroxyacetate; azobis(2-cyanobutane) In acetic acid butyl ester; ethyl acetate for 6.5h; Heating / reflux;	60.4%

...Expand

: 2478-10-6
4-hydroxybutyl acrylate

: 104-87-0
4-methyl-benzaldehyde

: 2-(Hydroxy-p-tolyl-methyl)-acrylic acid 4-hydroxy-butyl ester

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane for 144h; Ambient temperature;	60%

: 2478-10-6
4-hydroxybutyl acrylate

: 18531-94-7
(R)-1,1'-Bi-2-naphthol

: Acrylic acid 4-(2'-hydroxy-[1,1']binaphthalenyl-2-yloxy)-butyl ester

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate Ambient temperature;	60%

4-Hydroxybutyl acrylate Specification

The 4-Hydroxybutyl acrylate, with the CAS registry number 2478-10-6, has the systematic name and IUPAC name of 4-hydroxybutyl prop-2-enoate. It belongs to the following product categories: Acrylate Carbonyl Compounds; Acrylic Monomers; C6 to C7; Esters; Monomers. And the molecular formula of the chemical is C₇H₁₂O₃. What's more, it should be stored at 0-6°C.

The characteristics of 4-Hydroxybutyl acrylate are as followings: (1)ACD/LogP: 0.68; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.68; (4)ACD/LogD (pH 7.4): 0.68; (5)ACD/BCF (pH 5.5): 1.95; (6)ACD/BCF (pH 7.4): 1.95; (7)ACD/KOC (pH 5.5): 56.13; (8)ACD/KOC (pH 7.4): 56.13; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 35.53 Å²; (13)Index of Refraction: 1.447; (14)Molar Refractivity: 37.51 cm³; (15)Molar Volume: 140.1 cm³; (16)Polarizability: 14.87×10^-24cm³; (17)Surface Tension: 35 dyne/cm; (18)Density: 1.028 g/cm³; (19)Flash Point: 86.6 °C; (20)Enthalpy of Vaporization: 62.41 kJ/mol; (21)Boiling Point: 298.1 °C at 760 mmHg; (22)Vapour Pressure: 0.000131 mmHg at 25°C.

Uses of 4-Hydroxybutyl acrylate: It can react with benzaldehyde to produce (4-hydroxybutyl)-2-(a-hydroxybenzyl)acrylate. This reaction will need reagent DABCO. The reaction time is 3 days with ambient temperature, and the yield is about 85%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. It is also toxic to aquatic organisms, and may cause long-term adverse effects in the aquatic environment. Therefore, you had better take the following instructions: Do not empty into drains and avoid release to the environment. Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OCCCCO)\C=C
(2)InChI: InChI=1/C7H12O3/c1-2-7(9)10-6-4-3-5-8/h2,8H,1,3-6H2
(3)InChIKey: NDWUBGAGUCISDV-UHFFFAOYAA

Product Name

4-Hydroxybutyl acrylate

Synthetic route

4-Hydroxybutyl acrylate Specification

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