Product Name

  • Name

    Trimethoxyboroxine

  • EINECS 203-016-8
  • CAS No. 102-24-9
  • Article Data44
  • CAS DataBase
  • Density 1.216
  • Solubility reacts
  • Melting Point 10 °C(lit.)
  • Formula C3H9 B3 O6
  • Boiling Point 130 °C(lit.)
  • Molecular Weight 173.534
  • Flash Point 14 ºC
  • Transport Information UN 2924
  • Appearance colorless not quite clear liquid
  • Safety Slightly toxic by ingestion. When heated to decomposition it emits toxic fumes of boron.
  • Risk Codes R11;R38;R41   
  • Molecular Structure Molecular Structure of 102-24-9 (Trimethoxyboroxine)
  • Hazard Symbols
  • Synonyms Boroxin,trimethoxy- (6CI,7CI,8CI,9CI); Boric acid (H3B3O6), trimethyl ester; NSC 56370;TMBX; Trimethoxyboroxin; Trimethoxyboroxine
  • PSA 55.38000
  • LogP -1.05630

Synthetic route

carbon dioxide
124-38-9

carbon dioxide

0.95C4H11BO*0.05Na(1+)*0.05BH4(1-)

0.95C4H11BO*0.05Na(1+)*0.05BH4(1-)

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 12h; Schlenk technique; Inert atmosphere;87%
borane-THF
14044-65-6

borane-THF

carbon dioxide
124-38-9

carbon dioxide

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran for 12h; Reagent/catalyst; Schlenk technique; Inert atmosphere;83%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

carbon dioxide
1111-72-4

carbon dioxide

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
With C27H53BN2P2 at 60℃; under 3800.26 Torr; for 11h; Reagent/catalyst; Inert atmosphere;80%
carbon dioxide
124-38-9

carbon dioxide

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
With C39H45N2(1+)*CHO2(1-)*BH3O3 In benzene-d6 at 20℃; under 760.051 Torr; for 6h;67%
With C24H18BO2P at 70℃; under 760.051 Torr; for 1h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In benzene-d6 at 80℃; under 760.051 Torr; for 21h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Solvent; Sealed tube;> 99 %Spectr.
Trimethyl borate
121-43-7

Trimethyl borate

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
With boron trioxide
With boric acid
chlorodimethoxyborane
868-81-5

chlorodimethoxyborane

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
at 250℃;
at 250℃;
250°C, 10 h, in sealed tube;
In neat (no solvent) decompn. on heating or by Lewis-acid catalysis;;
Trimethyl borate
121-43-7

Trimethyl borate

B2O3

B2O3

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Trimethyl borate
121-43-7

Trimethyl borate

boroxide

boroxide

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

boron trioxide

boron trioxide

Trimethyl borate
121-43-7

Trimethyl borate

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Trimethyl borate
121-43-7

Trimethyl borate

water
7732-18-5

water

A

methanol
67-56-1

methanol

B

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In methanol controlled partial hydrolysis; addn. of 2-methyl pentane, removal of CH3OH/2-methyl pentane azeotrope by distn.;;
formic acid
64-18-6

formic acid

diborane
19287-45-7

diborane

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In tetrahydrofuran byproducts: H2; reduction at 0°C;;
In tetrahydrofuran byproducts: H2; reduction at 0°C;;
formic acid
64-18-6

formic acid

borane
13283-31-3

borane

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In tetrahydrofuran byproducts: H2; reduction at 0°C;;
methanol
67-56-1

methanol

boron trioxide

boron trioxide

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In neat (no solvent) byproducts: H3BO3; generation of B(OCH3)3 from CH3OH and B2O3, filtration of H3BO3, addn. of B2O3;;
In neat (no solvent) byproducts: H2O; separation of H2O as azeotrope with CCl4;;
In neat (no solvent) byproducts: H3BO3; generation of B(OCH3)3 from CH3OH and B2O3, filtration of H3BO3, addn. of B2O3;;
Trimethyl borate
121-43-7

Trimethyl borate

water
7732-18-5

water

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In hexane byproducts: CH3OH; hydroylsis in hexane, azeotropic distn. of hexane/CH3OH-mixture;;
In neat (no solvent) partial hydroysis of 114ml B(OCH3)3 with 17ml H2O by refluxing, addn. of 2.4-dimethyl butane, distn. of dimethyl butane/CH3OH azeotrope after 6h;;
In hexane byproducts: CH3OH; hydroylsis in hexane, azeotropic distn. of hexane/CH3OH-mixture;;
methanol
67-56-1

methanol

Trimethyl borate
121-43-7

Trimethyl borate

boric acid
11113-50-1

boric acid

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In neat (no solvent) 3mol B(OCH3)3, 3mol methanol, 6mol H3BO3; heating;;
methanol
67-56-1

methanol

Trimethyl borate
121-43-7

Trimethyl borate

boric acid
11113-50-1

boric acid

A

metaboric acid
13460-51-0

metaboric acid

B

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In methanol byproducts: H2O; at 100°C, filtration of metaboric acid;;
boron tribromide
10294-33-4

boron tribromide

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
In neat (no solvent) byproducts: CH3Br;
In neat (no solvent) byproducts: CH3Br;
carbon dioxide
124-38-9

carbon dioxide

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

A

Trimethyl borate
121-43-7

Trimethyl borate

B

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Conditions
ConditionsYield
With C43H44BClN2P2 In benzene-d6 at 80℃; under 750.075 Torr; for 2h; Catalytic behavior; Reagent/catalyst;A 8 %Spectr.
B 91 %Spectr.
With C29H35B2LiOP2S2 In tetrahydrofuran at 80℃; under 750.075 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Time; Temperature; Schlenk technique;
With diisopropyl-carbodiimide In benzene-d6 at 25℃; under 760.051 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Glovebox; Inert atmosphere; Schlenk technique;
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

chlorine
7782-50-5

chlorine

A

boron trioxide

boron trioxide

B

boron trichloride
10294-34-5

boron trichloride

Conditions
ConditionsYield
byproducts: HCl, ClCOCl; at room temp.;;A n/a
B 96%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

methyl 6-amino-3-bromo-pyridine-2-carboxylate
178876-83-0

methyl 6-amino-3-bromo-pyridine-2-carboxylate

6-amino-3-methyl-pyridine-2-carboxylic acid methyl ester
1319069-28-7

6-amino-3-methyl-pyridine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 115℃; for 4h; Inert atmosphere;88%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

[(2,6-(Me2NCH2)2C6H3)SbO]2
1145663-94-0, 1146220-12-3

[(2,6-(Me2NCH2)2C6H3)SbO]2

C14H25B2N2O5Sb

C14H25B2N2O5Sb

Conditions
ConditionsYield
In benzene at 20℃; for 12h;82%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

2-bromo-8-methylnaphthalene
33295-35-1

2-bromo-8-methylnaphthalene

8-methylnaphthalene-2-boronic acid
1454286-46-4

8-methylnaphthalene-2-boronic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-8-methylnaphthalene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: cyclotriboric acid trimethyl ester In tetrahydrofuran; hexane at -78 - 20℃; for 3.5h;
77%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Benzohydroxamic acid
495-18-1

Benzohydroxamic acid

(C6H5CONHO)B(OH)2

(C6H5CONHO)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;75%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

2-chlorophenylhydroxamic acid
17512-69-5

2-chlorophenylhydroxamic acid

(2-ClC6H4CONHO)B(OH)2

(2-ClC6H4CONHO)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;73%
Trimethyl borate
121-43-7

Trimethyl borate

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

A

methanol
67-56-1

methanol

B

boric acid
11113-50-1

boric acid

Conditions
ConditionsYield
With waterA 72.5%
B n/a
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

4-nitrobenzohydroxamic acid
1613-76-9

4-nitrobenzohydroxamic acid

(4-NO2C6H4CONHO)B(OH)2

(4-NO2C6H4CONHO)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;72%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

N-(4-chlorophenyl)benzohydroxamic acid
1528-82-1

N-(4-chlorophenyl)benzohydroxamic acid

(C6H5CON(4-ClC6H4)O)B(OH)2

(C6H5CON(4-ClC6H4)O)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;70%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

4-methoxybenzohydroxamic acid
10507-69-4

4-methoxybenzohydroxamic acid

(4-MeOC6H4CONHO)B(OH)2

(4-MeOC6H4CONHO)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;70%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

(2,6-(Me2NCH2)2C6H3)(Ph)SnCO3
1356930-95-4

(2,6-(Me2NCH2)2C6H3)(Ph)SnCO3

C20H30B2N2O5Sn

C20H30B2N2O5Sn

Conditions
ConditionsYield
at 20℃; for 12h;70%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

N-p-tolylbenzohydroxamic acid
1503-92-0

N-p-tolylbenzohydroxamic acid

(C6H5CON(4-MeC6H4)O)B(OH)2

(C6H5CON(4-MeC6H4)O)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;68%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

4-chloro-N-hydroxybenzamide
1613-88-3

4-chloro-N-hydroxybenzamide

(4-ClC6H4CONHO)B(OH)2

(4-ClC6H4CONHO)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;68%
triisobutylborane
1116-39-8

triisobutylborane

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Triisobutyl-boroxin
7439-47-6

Triisobutyl-boroxin

Conditions
ConditionsYield
In neat (no solvent) byproducts: B(OCH3)3; heating equimolar amounts of educts (131-207°C), removal of generated B(OCH3)3 by distn. in the course of the react.;; 2fold distn.;;64%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

A

methanol
67-56-1

methanol

B

diphenylborinic acid
2622-89-1

diphenylborinic acid

Conditions
ConditionsYield
With water byproducts: BrMgOH;A n/a
B 62%
With H2O byproducts: BrMgOH;A n/a
B 62%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

1-naphthylmagnesiumbromide
703-55-9

1-naphthylmagnesiumbromide

A

methanol
67-56-1

methanol

B

bis(1-naphthyl)borinic acid
62981-91-3

bis(1-naphthyl)borinic acid

Conditions
ConditionsYield
With water byproducts: BrMgOH;A n/a
B 62%
With H2O byproducts: BrMgOH;A n/a
B 62%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

2-nitrobenzohydroxamic acid
17512-68-4

2-nitrobenzohydroxamic acid

(2-NO2C6H4CONHO)B(OH)2

(2-NO2C6H4CONHO)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;61%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

N-phenylbenzohydroxamic acid
304-88-1

N-phenylbenzohydroxamic acid

(C6H5CON(C6H5)O)B(OH)2

(C6H5CON(C6H5)O)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;60%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

N-o-tolylbenzohydroxamic acid
1143-74-4

N-o-tolylbenzohydroxamic acid

(C6H5CON(2-MeC6H4)O)B(OH)2

(C6H5CON(2-MeC6H4)O)B(OH)2

Conditions
ConditionsYield
In ethanol; water byproducts: CH3OH; added 80% aq. ethanol to a mixture of compounds; refluxed for 6 h; solvent evapd.; recrystd. from 80% aq. ethanol; elem. anal.;60%
[Ni(Heptox.H)2]

[Ni(Heptox.H)2]

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

Mono(dimethoxyboroxino)-bis(1,2-cycloheptandiondioximato)nickel(II)

Mono(dimethoxyboroxino)-bis(1,2-cycloheptandiondioximato)nickel(II)

Conditions
ConditionsYield
In benzene byproducts: methanol; addn. of boroxine soln. in benzene to the hot soln. of Ni-chelate in benzene, 30 min boiling; concn., filtration, recrystn. from benzene, elem. anal.;49%
tri(sec-butyl)borane
1113-78-6

tri(sec-butyl)borane

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

A

tri-n-butylboroxine
7359-98-0

tri-n-butylboroxine

B

{B(s-C4H9)O}3
7555-37-5

{B(s-C4H9)O}3

Conditions
ConditionsYield
In neat (no solvent) byproducts: B(OCH3)3; heating equimolar amounts of educts (149-197°C) for 1h, removal of generated B(OCH3)3 in the course of react.;; isomeric mixture after distn. in vac. (isomerization); pure (B(s-C4H9)O)3 after redistn. of the first fraction;;A n/a
B 35%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

(4-chlorphenyl)magnesium bromide
873-77-8

(4-chlorphenyl)magnesium bromide

A

methanol
67-56-1

methanol

B

di-(p-chlorophenyl)borinic acid
89566-59-6

di-(p-chlorophenyl)borinic acid

Conditions
ConditionsYield
With water byproducts: BrMgOH;A n/a
B 22%
With H2O byproducts: BrMgOH;A n/a
B 22%
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

methyllithium
917-54-4

methyllithium

A

trimethylborane
593-90-8

trimethylborane

B

methoxy-dimethyl-borane
4443-43-0

methoxy-dimethyl-borane

C

bis(methoxy)methylborane
7318-81-2

bis(methoxy)methylborane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;A 20%
B <1
C <1
ortho-tolylmagnesium bromide
932-31-0

ortho-tolylmagnesium bromide

cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

bis(2-methylphenyl)borinic acid
73774-44-4

bis(2-methylphenyl)borinic acid

Conditions
ConditionsYield
Isolierung als 2-o-tolyl-boryloxy>-aethylamin;
cyclotriboric acid trimethyl ester
102-24-9

cyclotriboric acid trimethyl ester

diethylzinc
557-20-0

diethylzinc

triethyl borane
97-94-9

triethyl borane

TRIMETHOXYBOROXINE Chemical Properties

The formula of TRIMETHOXYBOROXINE(102-24-9 ) is C3H9B3O6 .
There are some TRIMETHOXYBOROXINE(102-24-9 )'s descriptions:
Mol weight: 173.53
Physical properties:Colorless liquid, flammable, sensitive to moisture.
Boiling point: 130 °C.
Density: 1.195 g/cm3 (25 °C).
Melting point: 10 °C.
Vapour pressure: 30 mm Hg (25 °C).
Specification: Appearance colorless not quite clear liquid
Purity 96 % min

TRIMETHOXYBOROXINE Toxicity Data With Reference

1.   

orl-rat LD50:5160 mg/kg

   14KTAK    Boron, Metallo-Boron Compounds and Boranes R.M. Adams,New York, NY.: Wiley,1964,693.

TRIMETHOXYBOROXINE Consensus Reports

Reported in EPA TSCA Inventory.

TRIMETHOXYBOROXINE Safety Profile

Slightly toxic by ingestion. When heated to decomposition TRIMETHOXYBOROXINE(102-24-9 ) emits toxic fumes of boron.
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