2,3-Dihydro-2,2-dimethyl-7-benzofuranol supplier

Name
2,3-Dihydro-2,2-dimethyl-7-benzofuranol
EINECS 216-350-4
CAS No. 1563-38-8
Article Data20
CAS DataBase
Density 1.121 g/cm³
Solubility
Melting Point
Formula C₁₀H₁₂O₂
Boiling Point 255.9 °C at 760 mmHg
Molecular Weight 164.204
Flash Point 107.5 °C
Transport Information
Appearance white crystalline solid
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-ol;2,2-Dimethyl-2,3-dihydro-7-benzofuranol;2,2-Dimethyl-2,3-dihydrobenzo[b]furan-7-ol;2,2-Dimethyl-7-hydroxy-2,3-dihydrobenzofuran;2,3-Dihydro-2,2-dimethyl-7-hydroxybenzofuran;2,3-Dihydro-7-hydroxy-2,2-dimethyl benzofuran;7-Hydroxy-2,2-dimethyl-2,3-dihydrobenzo[b]furan;7-Hydroxy-2,2-dimethyl-2,3-dihydrobenzofuran;Carbofuran 7-phenol;Carbofuran phenol;NIA 10272;
PSA 29.46000
LogP 2.10570

Synthetic route

: methallylpyrocatechol

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With iodine In dichloromethane for 0.5h; Ambient temperature;	84%

: 4790-71-0
ortho-methallylpyrocatechol

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With C10H11O2(1-)C3H4O3(2-)Al(3+) In 2-methoxy-ethanol at 155 - 165℃; for 3h; Reagent/catalyst;	81.6%

: 1563-66-2
2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol	77%
With sodium hydroxide In water at 70℃; for 1h;

: 120-80-9
benzene-1,2-diol

: 563-47-3
3-Chloro-2-methylpropene

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
In toluene at 144.84℃; for 4h; Reagent/catalyst; Temperature; Time; Autoclave;	76.2%

: 104-15-4
toluene-4-sulfonic acid

: 53889-58-0
2-isobutenyl-6-chlorophenol

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With sodium hydroxide In benzene	67%

: 1563-66-2
2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

A: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

B: 3-isobutenyl-1,2-dihydroxybenzene

C: 3-(2-hydroxy-2 methylpropyl) benzene-1,2-diol

Conditions

Conditions	Yield
With dissolved organic matter at 28℃; Kinetics; Further Variations:; Reaction partners; Decomposition; UV-irradiation;

...Expand

: 1563-66-2
2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

A: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

B: 124-38-9
carbon dioxide

C: 74-89-5
methylamine

Conditions

Conditions	Yield
With borate buffer; cetyltrimethylammonim bromide In water at 100℃; for 0.00833333h; pH=9.0; Product distribution; Further Variations:; Temperatures; Decomposition;

...Expand

: 1563-66-2
2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

A: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

B: 17781-16-7
2,3-dihydro-2,2-dimethyl-3-oxobenzofuran-7-ol

C: 2,3-dihydro-2,2-dimethylbenzofuran-7-yl formate

D: 2,3-dihydro-3-hydroxy-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With dihydrogen peroxide; iron; sodium chloride In water at 25℃; Activation energy; Product distribution; Further Variations:; Temperatures; Electrolysis;

...Expand

: 1563-66-2
2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

A: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

B: 6414-57-9
N-methyl-carbamic acid

Conditions

Conditions	Yield
With sodium hydroxide; Sulfuric acid, monodecyl ester, sodium salt at 25℃; Kinetics; Further Variations:; Reagents;

: 107189-19-5
2-(2-hydroxy-2-methylpropoxy) phenol

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With pyridine hydrochloride
toluene-4-sulfonic acid In toluene

phosphoric acid (H3 PO4): phosphoric acid (H3 PO4)

: 120-80-9
benzene-1,2-diol

: 78-84-2
isobutyraldehyde

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

...Expand

85%-phosphoric acid (H3 PO4): 85%-phosphoric acid (H3 PO4)

: 120-80-9
benzene-1,2-diol

: 78-84-2
isobutyraldehyde

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With zinc diacetate In water; toluene
In water; toluene

...Expand

: 120-80-9
benzene-1,2-diol

: 77-78-1
dimethyl sulfate

: 563-47-3
3-Chloro-2-methylpropene

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With sodium hydroxide In water

...Expand

: 120-80-9
benzene-1,2-diol

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 2,2-dichloro-6-chloro-6-(1-chloroisobutyl)cyclohexanone

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With hydrogenchloride; sodium acetate; acetic acid; copper(I) chloride In water; benzene

: 55285-14-8
carbosulfan

A: 16655-82-6
3-Hydroxycarbofuran

B: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

C: 1563-66-2
2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

D: 17781-16-7
2,3-dihydro-2,2-dimethyl-3-oxobenzofuran-7-ol

E: 16709-30-1
2,3-dihydro-3-oxo-2,2-dimethylbenzofuran-7-yl methylcarbamate

F: 1260117-81-4
C20H32N2O4S

G: 111-92-2
dibutylamine

H: 2,3-dihydro-3-hydroxy-2,2-dimethylbenzofuran-7-ol

Conditions

Conditions	Yield
With liver microsomal protein; NADPH In dimethyl sulfoxide at 37℃; pH=7.4; Kinetics; Reagent/catalyst; aq. phosphate buffer; Enzymatic reaction;

...Expand

: 1563-66-2
2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

A: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

B: 131161-60-9
2,3-dihydro-2,2-dimethyl benzofuran-4,7-diol

Conditions

Conditions	Yield
With oxygen In water pH=5.4; Photolysis;

: 120-80-9
benzene-1,2-diol

: 563-47-3
3-Chloro-2-methylpropene

A: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

B: 1310466-22-8
4-(2-methylallyl)-1,2-dihydroxybenzene

Conditions

Conditions	Yield
Stage #1: benzene-1,2-diol; 3-Chloro-2-methylpropene With potassium carbonate In water; 4-methyl-2-pentanone at 130℃; for 2h; sealed autoclave reactor; Stage #2: With hydrogenchloride In water; 4-methyl-2-pentanone at 70℃; for 0.5h; pH=3 - 4; Stage #3: With aluminum isopropoxide In xylene at 180℃; sealed autoclave reactor;

...Expand

: 120-80-9
benzene-1,2-diol

: 563-47-3
3-Chloro-2-methylpropene

A: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

B: 4790-71-0
ortho-methallylpyrocatechol

Conditions

Conditions	Yield
In toluene at 119.84℃; for 4h; Autoclave;

...Expand

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 108-24-7
acetic anhydride

: 21620-95-1
2,2-dimethyl-2,3-dihydrobenzofuran-7-yl acetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 12h;	100%
With pyridine In dichloromethane at 20℃; for 18h;

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 106-95-6
allyl bromide

: 87386-25-2
2,2-dimethyl-7-(prop-2-enyloxy)-2,3-dihydrobenzofuran

Conditions

Conditions	Yield
With potassium carbonate In acetone for 60h; Heating;	97%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 84428-21-7
2,2-dimethyl-2,3-dihydrobenzofuran-4,7-dione

Conditions

Conditions	Yield
With potassiuim nitrosodisulfonate In ethanol; water at 20℃; for 1h;	95%
With potassium nitrososulfonate In ethanol; water for 0.166667h;	84%
With potassiuim nitrosodisulfonate; sodium acetate; acetic acid In methanol; water at 25℃; for 1h;

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 1259401-35-8
C10H11BrO2

Conditions

Conditions	Yield
With N-Bromosuccinimide In dichloromethane at -15℃; for 12h;	95%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 308110-31-8
2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl trifluoromethasulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	94%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 107-07-3
2-chloro-ethanol

: 2-(2,2-dimethyl-2,3-dihydrobenzofuran-7-oxy)ethanol

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 70℃; for 10h;	93.2%

: 75-30-9
2-iodo-propane

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 1346169-07-0
7-isopropoxy-2,2-dimethyl-2,3-dihydrobenzofuran

Conditions

Conditions	Yield
With potassium carbonate In acetone for 48h; Williamson synthesis; Reflux;	93%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 88-10-8
N,N-diethylcarbamyl chloride

: 1379516-35-4
C15H21NO3

Conditions

Conditions	Yield
With sodium hydride In 1,2-dimethoxyethane; mineral oil at 23℃; for 45h; Inert atmosphere;	92%
With sodium hydride In 1,2-dimethoxyethane; mineral oil at 23℃; for 45h;	92%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 105-39-5
chloroacetic acid ethyl ester

: C14H18O3

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃;	90%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 105-39-5
chloroacetic acid ethyl ester

: ethyl 2-((2,2-dimethyl-2,3-2,3-dihydrobenzofuran-7-yl)oxy)acetate

Conditions

Conditions	Yield
Stage #1: 2,3-dihydro-2,2-dimethylbenzofuran-7-ol With sodium hydride In N,N-dimethyl-formamide at 20℃; Cooling with ice; Stage #2: chloroacetic acid ethyl ester With potassium iodide In N,N-dimethyl-formamide at 80℃;	89%
With potassium carbonate In acetone for 4.5h; Reflux;
With potassium carbonate In acetone for 4h; Reflux;
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃;

: 546-68-9
titanium(IV) isopropylate

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: titanium(IV)(diisopropoxo)bis(2,3-dihydro-2,2-dimethyl-benzofuranoxo)

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: (CH3)2CHO; (N2), ligand in THF treated dropwise with 0.5 equiv. of Ti complex, stirred at room temp. for 12 h; evapd.(vac.), rinzed twice (cold pentane);	85%

: 546-68-9
titanium(IV) isopropylate

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 928764-19-6
di[titanium(IV)(triisopropoxo)(2,3-dihydro-2,2-dimethyl-benzofuranoxo)]

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: (CH3)2CHO; (N2), ligand in THF treated dropwise with 1 equiv. of Ti complex, stirred at room temp. for 12 h; evapd.(vac.), rinzed twice (cold pentane);	85%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 133409-72-0
methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate

: (E)-2-(2-(((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)phenyl)-2-(methoxyimino)acetic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 3h; Reflux;	85%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 50893-53-3
carbonochloridic acid 1-chloro-ethyl ester

: 101506-44-9
2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl 1-chloroethyl carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane for 5h; Ambient temperature;	84%
With pyridine In dichloromethane; water	84%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 627-18-9
1-bromo-3-propanol

: 3-(2,2-dimethyl-2,3-dihydrobenzofuran-7-oxy)propanol

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 70℃; for 7h;	83.2%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 4,6-dibromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-alcohol

Conditions

Conditions	Yield
With bromine In chloroform at 20℃; for 1.5h;	83%
With bromine In chloroform at 0℃; for 1.5h;	83%
With bromine In chloroform at 25℃; for 2h;	67%
With bromine In chloroform at 0 - 20℃; for 2h;	67.3%
With bromine In chloroform at 20℃; for 1.5h;	45%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 5460-29-7
2-(3-bromopropyl)isoindole-1,3-dione

: 2-(3-(2,2-dimethyl-2,3-dihydrobenzofuran-7-yloxy)propyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 2h;	82.8%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 2h;	82.8%

: 110-52-1
1,4-dibromo-butane

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 1094709-97-3
1-(2,2-dimethyl[2,3]dihydrobenzofuran-7-yloxy)-4-bromobutane

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate; sodium hydroxide Reflux; Microwave irradiation;	82%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 3132-64-7
1,2-Epoxy-3-bromopropane

: 250289-99-7
7-(2,3-epoxypropoxy)-2,3-dihydro-2,2-dimethylbenzofuran

Conditions

Conditions	Yield
With potassium carbonate at 20℃; for 25h; Heating;	80%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 54132-75-1
3,5-dimethylphenyl isocyanate

: 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl 3,5-dimethylphenylcarbamate

Conditions

Conditions	Yield
With triethylamine In toluene Heating;	79%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 5394-18-3
2-(4-bromobutyl)isoindoline-1,3-dione

: 2-(4-(2,2-dimethyl-2,3-dihydrobenzofuran-7-yloxy)butyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 2h;	78.7%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h;	78.7%

: 96924-32-2
N-chloroacetyl-N-methylcarbamoyl chloride

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 32515-39-2
2,3-dihydro-2,2-dimethyl-7-benzofuranyl N-chloroacetyl-N-methylcarbamate

Conditions

Conditions	Yield
In toluene	77%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 928-51-8
4-Chloro-1-butanol

: 884604-54-0
4-(2,2-dimethyl-2,3-dihydrobenzofuran-7-oxy)butanol

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In acetone for 12h; Reflux;	76.2%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 107-13-1
acrylonitrile

: 3-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]propanenitrile

Conditions

Conditions	Yield
With potassium carbonate In tert-butyl alcohol for 48h; Inert atmosphere; Reflux;	75.1%
With potassium carbonate In tert-butyl alcohol for 48h; Inert atmosphere; Reflux;	75.1%
With potassium carbonate In tert-butyl alcohol for 48h; Reflux; Inert atmosphere;	75.1%
With potassium carbonate In tert-butyl alcohol for 48h; Inert atmosphere; Reflux;	75.1%

: 546-68-9
titanium(IV) isopropylate

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: Ti(2,3-dihydro-2,2-dimethyl-7-benzofuran(1-))4

Conditions

Conditions	Yield
In toluene (under N2); toluene and ligand added to Ti(OCH(CH3)2)4, warmed to 100°C for 2 h, refluxed for 4 h, cooled; solvent removed under vac., toluene added, refluxed for 6 h, cooled, solvent removed under vac., hexane added, placed in freezer overnight, filtered, washed with cold hexane, dried under vac.;	75%

: 1563-38-8
2,3-dihydro-2,2-dimethylbenzofuran-7-ol

: 22128-62-7
carbonochloridic acid, chloromethyl ester

: 132905-88-5
chloromethyl (2,2-dimethyl-2,3-dihydro-7-benzofuryl) carbonate

Conditions

Conditions	Yield
With sodium hydroxide; adogen 464 In water; benzene at 5℃; for 0.666667h;	73.5%

2,3-Dihydro-2,2-dimethyl-7-benzofuranol Chemical Properties

Molecular structure of 2,3-Dihydro-2,2-dimethyl-7-benzofuranol (CAS NO.1563-38-8) is:

Product Name: 2,3-Dihydro-2,2-dimethyl-7-benzofuranol
CAS Registry Number: 1563-38-8
IUPAC Name: 2,2-dimethyl-3H-1-benzofuran-7-ol
Molecular Weight: 164.20108 [g/mol]
Molecular Formula: C₁₀H₁₂O₂
XLogP3: 2.1
H-Bond Donor: 1
H-Bond Acceptor: 2
Surface Tension: 43.5 dyne/cm
Density: 1.121 g/cm³
Flash Point: 107.5 °C
Enthalpy of Vaporization: 51.33 kJ/mol
Boiling Point: 255.9 °C at 760 mmHg
Vapour Pressure: 0.00992 mmHg at 25°C
Refractive index: n20/D 1.541(lit.)
Product Categories: Miscellaneous ;Furan&Benzofuran ;Alphabetic ;D ;DID - DINEnvironmental Standards ;Metabolites ;Pesticides&Metabolites ;Benzofurans ;Building Blocks ;Heterocyclic Building Blocks

2,3-Dihydro-2,2-dimethyl-7-benzofuranol Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: DF7708985

2,3-Dihydro-2,2-dimethyl-7-benzofuranol Specification

2,3-Dihydro-2,2-dimethyl-7-benzofuranol , its cas register number is 1563-38-8. It also can be called 2,3-Dihydro-2,2-dimethyl-7-hydorxybenzofuran ; 7-Benzofuranol, 2,3-dihydro-2,2-dimethyl- ; AI3-27488 ; CCRIS 9206 ; Carbofuran 7-phenol ; Carbofuran phenol ; Carbofuranphenol ; EINECS 216-350-4 ; HSDB 5839 ; NIA 10272 ; 2,3-Dihydro-2,2-dimethylbenzofuran-7-ol ; 7-Benzofuranol, 2,3-dihydro-2,2-dimethyl- ; 7-Benzofuranol, 2,3-dihydro-2,2-dimethyl- ; Carbofuran phenol ; RCRA waste no. U367 .It is a odorless, white crystalline solid. It is a carbamate ester.

Product Name

2,3-Dihydro-2,2-dimethyl-7-benzofuranol

Synthetic route

2,3-Dihydro-2,2-dimethyl-7-benzofuranol Chemical Properties

2,3-Dihydro-2,2-dimethyl-7-benzofuranol Safety Profile

2,3-Dihydro-2,2-dimethyl-7-benzofuranol Specification

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