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Trimethyl borate
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High quality Trimethyl borate
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Trimethylborate
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Trimethyl borate
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Trimethyl Borate CAS 121-43-7
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Trimethyl borate
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Trimethyl borate
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121-43-7 Usage

Chemical Properties

Water-white liquid. Miscible with ether, methanol, hexane, tetrahydrofuran; decomposes in presence of water.

Safety Profile

Moderately toxic by ingestion, skin contact, and intraperitoneal routes. An eye irritant. A very dangerous fire hazard when exposed to heat, flame, or oxidizers. Moderately explosive when exposed to flame. Will react with water or steam to produce toxic and flammable vapors. To fight fire, use dry chemical, CO2, spray, foam. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS and BORON COMPOUNDS.

Purification Methods

Carefully fractionate the borate through a gauze-packed column. Re-distil and collect it in weighed glass vials and seal them. Keep it away from moisture. It undergoes alkyl exchange with alcohols and forms azeotropes, e.g. with MeOH the azeotrope consists of 70% (MeO)3B and 30% MeOH with b 52-54o/760mm, d 0.87. [Charnley et al. J Chem Soc 2288 1952, Gerrard & Lappert Chem Ind (London) 53 1952, Schlesinger et al. J Am Chem Soc 75 213 1953.] It has also been dried with Na and then distilled. [Beilstein 1 IV 1269.]

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Reactivity Profile

Borates, such as Trimethyl borate, behave similarly to esters in that they react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters/borates with alkali metals and hydrides.

General Description

A water-white liquid. Denser than water. Flash point 80°F. Vapors heavier than air. Used as a solvent and fungicide for fruit.

Health Hazard

May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Air & Water Reactions

Highly flammable. Rapidly decomposes in water.

Uses

As solvent for waxes, resins, oils; catalyst in the manufacture of ketones; analysis of paint and varnish ingredients; as neutron detector gas in the presence of a scintillation counter; as a promoter of diborane reactions.

Definition

ChEBI: A member of the class of borate esters obtained by the formal condensation of three equivalents of methanol with boric acid.
InChI:InChI:1S/C3H9BO3/c1-5-4(6-2)7-3/h1-3H3

121-43-7 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (44721)  Trimethyl borate, 70% azeotrope with methanol    121-43-7 250ml 82.0CNY Detail
Alfa Aesar (44721)  Trimethyl borate, 70% azeotrope with methanol    121-43-7 1L 203.0CNY Detail
Alfa Aesar (44721)  Trimethyl borate, 70% azeotrope with methanol    121-43-7 4L 594.0CNY Detail
Alfa Aesar (B20215)  Trimethyl borate, 99%    121-43-7 250ml 190.0CNY Detail
Alfa Aesar (B20215)  Trimethyl borate, 99%    121-43-7 1000ml 654.0CNY Detail
Alfa Aesar (22975)  Trimethyl borate, 99.9995+% (metals basis)    121-43-7 10g 143.0CNY Detail
Alfa Aesar (22975)  Trimethyl borate, 99.9995+% (metals basis)    121-43-7 50g 601.0CNY Detail
Alfa Aesar (22975)  Trimethyl borate, 99.9995+% (metals basis)    121-43-7 250g 2974.0CNY Detail
Alfa Aesar (43765)  Trimethyl borate, 99.99% (metals basis)    121-43-7 25g 375.0CNY Detail
Alfa Aesar (43765)  Trimethyl borate, 99.99% (metals basis)    121-43-7 100g 1162.0CNY Detail
Alfa Aesar (43765)  Trimethyl borate, 99.99% (metals basis)    121-43-7 500g 4643.0CNY Detail
Aldrich (447218)  Trimethylborate  99.999% (trace metal basis) 121-43-7 447218-100ML 930.15CNY Detail

121-43-7SDS

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 trimethyl borate

1.2 Other means of identification

Product number -
Other names Trimthyl borate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:121-43-7 SDS

121-43-7Synthetic route

(borane)diphenylphosphinomethanethiol acetate
446822-71-5

(borane)diphenylphosphinomethanethiol acetate

methanol
67-56-1

methanol

A

Trimethyl borate
121-43-7

Trimethyl borate

B

thioacetic acid S-[(diphenylphosphanyl)methyl] ester
324753-11-9

thioacetic acid S-[(diphenylphosphanyl)methyl] ester

Conditions
ConditionsYield
In toluene at 100℃; Inert atmosphere;A n/a
B 100%
methanol
67-56-1

methanol

diphenyl(2-pyridyl)phosphane(P-B)borane(1:1)
1186392-98-2

diphenyl(2-pyridyl)phosphane(P-B)borane(1:1)

A

Trimethyl borate
121-43-7

Trimethyl borate

B

2-(diphenylphosphino)pyridine
37943-90-1

2-(diphenylphosphino)pyridine

Conditions
ConditionsYield
at 120℃; Inert atmosphere; Microwave irradiation;A n/a
B 100%
methanol
67-56-1

methanol

methylenebis(diphenylphosphane)-borane(1:2)
24442-15-7

methylenebis(diphenylphosphane)-borane(1:2)

A

Trimethyl borate
121-43-7

Trimethyl borate

B

bis-diphenylphosphinomethane
2071-20-7

bis-diphenylphosphinomethane

Conditions
ConditionsYield
In toluene at 100℃; Inert atmosphere;A n/a
B 100%
dimethoxyboryl trimethylsilyl ketene
155402-41-8

dimethoxyboryl trimethylsilyl ketene

A

methyl (trimethylsilyl)acetate
2916-76-9

methyl (trimethylsilyl)acetate

B

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With methanol In diethyl ether for 0.5h;A 77%
B 99%
With methanol In diethyl ether methanol in abs. ether added to a soln. of the ketene, warmed up, further methanol added, stirred for 30 min; distd.;A 77%
B 90%
zirconium(IV) borohydride

zirconium(IV) borohydride

A

Trimethyl borate
121-43-7

Trimethyl borate

B

zirconium tetramethoxide

zirconium tetramethoxide

Conditions
ConditionsYield
With CH3OH In pentane byproducts: H2; (Ar (N2) or vac.); dropwise addn. of excess of MeOH to Zr-complex in pentane with stirring (60 min, room temp.), stirring (1 h), standing (12-17 h); volatiles and solvent distn. (vac.); elem. anal.;A n/a
B 99%
methanol
67-56-1

methanol

triphenylphosphine borane
2049-55-0

triphenylphosphine borane

A

Trimethyl borate
121-43-7

Trimethyl borate

B

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
ConditionsYield
at 120℃; Inert atmosphere; Microwave irradiation;A n/a
B 99%
methanol
67-56-1

methanol

(propane-1,3-diyl)bis(diphenylphosphane)-borane(1:2)
100809-49-2

(propane-1,3-diyl)bis(diphenylphosphane)-borane(1:2)

A

Trimethyl borate
121-43-7

Trimethyl borate

B

1,3-bis-(diphenylphosphino)propane
6737-42-4

1,3-bis-(diphenylphosphino)propane

Conditions
ConditionsYield
In toluene at 100℃; Inert atmosphere;A n/a
B 98%
carbon dioxide
124-38-9

carbon dioxide

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

A

boron trioxide

boron trioxide

B

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With 1,3,5-Tri-tert-butylbenzene; bis-(phosphoranyl)methanido aluminum hydride In benzene-d6 at 110℃; for 1h; Solvent; Schlenk technique;A n/a
B 97.6%
methanol
67-56-1

methanol

C12H27BCl2O2Si

C12H27BCl2O2Si

A

Trimethyl borate
121-43-7

Trimethyl borate

B

6-(tert-butyldimethylsilyl)oxyhexan-1-ol
103202-59-1

6-(tert-butyldimethylsilyl)oxyhexan-1-ol

Conditions
ConditionsYield
methanolysis;A n/a
B 97%
methanol
67-56-1

methanol

(2-biphenyl)dicyclohexylphosphane-borane(1:1)
1186392-99-3

(2-biphenyl)dicyclohexylphosphane-borane(1:1)

A

Trimethyl borate
121-43-7

Trimethyl borate

B

CyJohnPhos
247940-06-3

CyJohnPhos

Conditions
ConditionsYield
In toluene at 100℃; Inert atmosphere;A n/a
B 97%
1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane
15277-97-1

1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane

phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

A

Trimethyl borate
121-43-7

Trimethyl borate

B

1-phenyl-2,8,9-trioxa-5-aza-1-silatricyclo<3.3.3.01.5>undecane(phenylsilatrane)

1-phenyl-2,8,9-trioxa-5-aza-1-silatricyclo<3.3.3.01.5>undecane(phenylsilatrane)

Conditions
ConditionsYield
With aluminum (III) chloride In 5,5-dimethyl-1,3-cyclohexadiene for 12h; Reflux;A n/a
B 97%
methanol
67-56-1

methanol

boric acid
11113-50-1

boric acid

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 129 - 130℃; under 750.075 Torr;96%
In methanol byproducts: H2O; removal of product by azeotropic distn.;; separation of azeotrope by distn. through Raschig-rings (coated with H2SO4), purity of product:99.6%;;96.5%
In methanol byproducts: H2O; removal of product by azeotropic distn.;; separation of azeotrope by treatment with LiCl (reuse of upper layer), purity of product:99.6%;;96%
chlorodimethoxyborane
868-81-5

chlorodimethoxyborane

<β-Methyl-allyl>-triethyl-zinn
74348-94-0

<β-Methyl-allyl>-triethyl-zinn

A

Trimethyl borate
121-43-7

Trimethyl borate

B

methallyl-dimethoxyborane
54857-24-8

methallyl-dimethoxyborane

C

dimethallylmethoxyborane
74349-03-4

dimethallylmethoxyborane

D

chlorotriethylstannane
994-31-0

chlorotriethylstannane

Conditions
ConditionsYield
In dichloromethane (N2); into soln. of B compd. was dropped soln. of Sn compd. within 20 min at -10°C; mixt. was sepd. by fractionated distn. in vac., yielding mixt. of B compds. and sepd. Et3SnCl;A n/a
B n/a
C n/a
D 92%
methanol
67-56-1

methanol

(1S,6R)-diethyl 5-oxo-3-oxabicyclo[4.1.0]heptane-7,7-dicarboxylate
1341221-68-8

(1S,6R)-diethyl 5-oxo-3-oxabicyclo[4.1.0]heptane-7,7-dicarboxylate

A

Trimethyl borate
121-43-7

Trimethyl borate

B

((1S,5S,6R)-5-hydroxy-3-oxabicyclo[4.1.0]heptane-7,7-diyl)dimethanol
1341221-72-4

((1S,5S,6R)-5-hydroxy-3-oxabicyclo[4.1.0]heptane-7,7-diyl)dimethanol

Conditions
ConditionsYield
Stage #1: (1S,6R)-diethyl 5-oxo-3-oxabicyclo[4.1.0]heptane-7,7-dicarboxylate With sodium tetrahydroborate In tetrahydrofuran at 20 - 60℃; for 6h; Inert atmosphere;
Stage #2: methanol In tetrahydrofuran at 60℃; for 1.16667h; Inert atmosphere;
Stage #3: With acetic acid In tetrahydrofuran; methanol at 0℃; Inert atmosphere;
A n/a
B 84%
methanol
67-56-1

methanol

lithium bis(1,2-dicarba-closo-dodecaborane-1,2-diselena)borate diethyl ether disolvate

lithium bis(1,2-dicarba-closo-dodecaborane-1,2-diselena)borate diethyl ether disolvate

A

1,2-dicarba-closo-dodecaborane(12)
16872-09-6

1,2-dicarba-closo-dodecaborane(12)

B

Trimethyl borate
121-43-7

Trimethyl borate

C

1,2-di(hydroseleno)-1,2-dicarba-closo-dodecaborane(12)
325820-04-0

1,2-di(hydroseleno)-1,2-dicarba-closo-dodecaborane(12)

Conditions
ConditionsYield
In dichloromethane-d2 air- and moisture excluded; soln. of carborane cooled to 0 °C, CH3OH added, stand for 2 h at 60 °C; monitored by (11)B, (13)C, (1)H NMR;A 80%
B n/a
C 20%
In dichloromethane-d2 air- and moisture excluded; soln. of carborane cooled to 0 °C, CH3OH added, stand for 24 h at room temp.; monitored by (11)B NMR;A 20%
B n/a
C 30%
(chloromethyl)trimethoxysilane
5926-26-1

(chloromethyl)trimethoxysilane

1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane
15277-97-1

1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane

A

Trimethyl borate
121-43-7

Trimethyl borate

B

1-(chloromethyl)silatrane

1-(chloromethyl)silatrane

Conditions
ConditionsYield
With aluminum (III) chloride In 5,5-dimethyl-1,3-cyclohexadiene for 12h; Reflux;A n/a
B 76%
(dibromoboryl)(trimethylsily)ketene
94363-48-1

(dibromoboryl)(trimethylsily)ketene

A

methyl (trimethylsilyl)acetate
2916-76-9

methyl (trimethylsilyl)acetate

B

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With methanol; triethylamine In diethyl ether byproducts: Et3N.HBr; argon atmosphere; methanol and triethylamine soln. addn. to B-compd. soln. cooled to -30°C (stirring); ppt. filtration off, washing (ether), fractionation; elem. anal.;A 74%
B 32%
methanol
67-56-1

methanol

triethylsilane
617-86-7

triethylsilane

ethene
74-85-1

ethene

boron trichloride
10294-34-5

boron trichloride

A

Trimethyl borate
121-43-7

Trimethyl borate

B

ethylboronic acid dimethyl ester
7318-82-3

ethylboronic acid dimethyl ester

C

diethyl methoxy borane
7397-46-8

diethyl methoxy borane

Conditions
ConditionsYield
In methanol; xylene byproducts: Et3SiCl; Ar-atmosphere; mixing BCl3, Et3SiH and C2H4, distillation of EtBCl2, addn. of MeOH; collection (distillation); NMR spectroscopy;A n/a
B 72%
C n/a
In methanol; dichloromethane byproducts: Et3SiCl, HCl; Ar-atmosphere; mixing BCl3 and Et3SiH at -78°C, bubling of C2H4, distillation of EtBCl2 and Et2BCl, addn. of MeOH at -78°C, warming to 0°C; collection (distillation); NMR spectroscopy;
In neat (no solvent) byproducts: Et3SiCl; Ar-atmosphere; mixing BCl3, Et3SiH and C2H4, addn. of MeOH; collection (distillation); NMR spectroscopy;
1,1'-bis(o-carborane)
12075-02-4

1,1'-bis(o-carborane)

A

Cs(1+)*{(C2B10H11)C2B9H11}(1-)=Cs{(C2B10H11)C2B9H11}

Cs(1+)*{(C2B10H11)C2B9H11}(1-)=Cs{(C2B10H11)C2B9H11}

B

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With KOH,; caesium chloride In ethanol byproducts: H2; by 2.5 fold molar quant. KOH in boiling ethanolic soln., 1.5 h; recrystm. (water);A 69%
B n/a
Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

benzenediazonium tetrafluoroborate
369-57-3

benzenediazonium tetrafluoroborate

A

Trimethyl borate
121-43-7

Trimethyl borate

B

trimethylsilyl fluoride
420-56-4

trimethylsilyl fluoride

C

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
In 1,1,2-Trichloro-1,2,2-trifluoroethane 1.) 0 to 55 deg C very slowly, 2.) sonication, reflux, 16 h;A 66%
B n/a
C 51%
In 1,1,2-Trichloro-1,2,2-trifluoroethane 1.) 0 to 55 deg C very slowly, 2.) sonication, reflux, 16 h; other alkyl(acyl)oxytrimethylsilanes;A 66%
B n/a
C 51%
methanol
67-56-1

methanol

sodium metaborate

sodium metaborate

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With carbon monoxide In methanol byproducts: H2O; generation of Na-formate by treatment of NaBO2 in methanol with CO at 100°C, distn. of the soln.;;64.6%
In methanol
lithium pentafluorophenyltrimethoxyborate

lithium pentafluorophenyltrimethoxyborate

A

dimethyl pentafluorophenylboronate
848609-02-9

dimethyl pentafluorophenylboronate

B

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
In neat (no solvent) byproducts: C6F5H; under Ar, teflon-perfluoropropylene block copolymer vessel evacuated at 3E-2 hPa, 150-170 °C for 3 h; distn., yields were determined by (19)F and (11)B NMR;A 2.5%
B 56%
1-(dichloroboryl)pentaborane

1-(dichloroboryl)pentaborane

A

pentaborane(9)

pentaborane(9)

B

1-(dimethoxyboryl)pentaborane

1-(dimethoxyboryl)pentaborane

C

Trimethyl borate
121-43-7

Trimethyl borate

D

(methoxy)dichloroborane
867-46-9

(methoxy)dichloroborane

E

chlorodimethoxyborane
868-81-5

chlorodimethoxyborane

Conditions
ConditionsYield
With methanol In dichloromethane Teflon-valve-equipped standard vacuum line or a nitrogen-filled glovebox; solvent, BCl2B5H8, CH3OH condensed into reactor, vessel warmed to room temp. over 4 h,; contents were fractionated, boron NMR data indicated presence of B(OMe)2B5H8 and BCl(OMe)B5H8 in the molar ratio 3:2;addn. of additional methanol, stirred for 5 min at -60 and -20 ° C, sepn., B(OMe)2B5H8 isolated;by-products:other boron compds.,;A n/a
B 46%
C n/a
D n/a
E n/a
bis(dimethylamino)[tris(trimethylsilyl)silyl]borane
81175-91-9

bis(dimethylamino)[tris(trimethylsilyl)silyl]borane

A

Trimethyl borate
121-43-7

Trimethyl borate

B

(dimethylamino)dimethoxy borane
7318-74-3

(dimethylamino)dimethoxy borane

C

tris(dimethylamino)borane
4375-83-1

tris(dimethylamino)borane

Conditions
ConditionsYield
With methanol In hexane (under Ar); the borane is dissolved in hexane and treated with MeOH, mixt. is heated to 45°C; monitored by (11)B-NMR;A 44%
B 8%
C 6%
methanol
67-56-1

methanol

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With aluminum oxide; sodium borate; carbon dioxide at 80℃; under 1034.32 Torr; for 4h;43%
With sodium borate; molecular sieve; carbon dioxide at 80℃; under 1034.32 Torr; for 4h;38%
With sodium borate; carbon dioxide at 80℃; under 1034.32 Torr; for 4h;28%
arachno-9-Et2S-6-SB9H11

arachno-9-Et2S-6-SB9H11

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

A

(CH3)4N(1+)*SB8H11(1-)=(CH3)4N{SB8H11}

(CH3)4N(1+)*SB8H11(1-)=(CH3)4N{SB8H11}

B

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With methanol; potassium hydroxide In methanol; water byproducts: C2H6; N2 atmosphere, refluxing (overnight), evapn. of solvent, dissolving (water), pptn. on addn. of aq. soln. of Me4NCl; recrystn. (acetonitrile/acetone), drying (vac.);A 32.3%
B n/a
{bis(dimethylamino)boryl}ethoxyacetylene
94318-00-0

{bis(dimethylamino)boryl}ethoxyacetylene

A

{(dimethylamino)methoxyboryl}ethoxyacetylene
126686-31-5

{(dimethylamino)methoxyboryl}ethoxyacetylene

B

Trimethyl borate
121-43-7

Trimethyl borate

C

1-ethoxyacetylene
927-80-0

1-ethoxyacetylene

Conditions
ConditionsYield
With methanol In neat (no solvent) Ar atmospher; addn. of MeOH to (Me2N)2BCCOEt (dropwise, water-cooling), heating (50-60°C, 1 h); fractionation (trap, solid carbon dioxide-cooling); NMR- and IR-spectroscopy;A 32%
B n/a
C n/a
arachno-9-Et3N-6-SB9H11

arachno-9-Et3N-6-SB9H11

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

A

(CH3)4N(1+)*SB8H11(1-)=(CH3)4N{SB8H11}

(CH3)4N(1+)*SB8H11(1-)=(CH3)4N{SB8H11}

B

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With methanol; potassium hydroxide In methanol; water byproducts: C2H6, H2; N2 atmosphere, refluxing (overnight), evapn. of volatiles, dissolving (water), pptn. on addn. of aq. soln. of Me4NCl; recrystn. (acetonitrile/acetone), drying (vac.);A 30%
B n/a
1-I-B5H8
30624-33-0

1-I-B5H8

A

pentaborane(9)
19624-22-7

pentaborane(9)

B

2-methoxypentaborane(9)
23556-01-6

2-methoxypentaborane(9)

C

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With (CH3)2O In Dimethyl ether byproducts: CH3I, HB(OCH3)2, H2; at -12°C, 15h;;A n/a
B 25%
C n/a
bis{tris(trimethylsilyl)silyl} (dimethylamino)borane
81175-92-0

bis{tris(trimethylsilyl)silyl} (dimethylamino)borane

Trimethyl borate
121-43-7

Trimethyl borate

Conditions
ConditionsYield
With methanol In chloroform-d1 (under Ar); the borane is dissolved in CDCl3 and treated with MeOH, mixt. is heated to 80°C for 0,5 h; monitored by (11)B-NMR;6%
Trimethyl borate
121-43-7

Trimethyl borate

C19H31BN2O4

C19H31BN2O4

Conditions
ConditionsYield
Stage #1: 1,1-dimethylethyl (2S)-4-[(3-bromophenyl)methyl]-2-methyl-1-piperazine carboxylate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 2h;
100%
3-Bromothioanisole

3-Bromothioanisole

Trimethyl borate
121-43-7

Trimethyl borate

3-methylthiophenylboronic acid
128312-11-8

3-methylthiophenylboronic acid

Conditions
ConditionsYield
With sodium hydroxide; iodine; magnesium In tetrahydrofuran100%
Trimethyl borate
121-43-7

Trimethyl borate

CH2CHC(O)(OCH2CH2)4OB(OC6H4)2

CH2CHC(O)(OCH2CH2)4OB(OC6H4)2

Conditions
ConditionsYield
With 2,2'-biphenyldiol; tetraethylene glycol monoacrylate In acetonitrile soln. of B(OCH3)3 and 2,2'-biphenyldiol stirred at 60°C for 1 h; tetraethylene glycol monoacrylate added, stirred at 60°C for 1.5 h; cooled; solvent evapd.; residue dissolved (toluene); insolubles filtered; solvent removed by evapn.;100%
Trimethyl borate
121-43-7

Trimethyl borate

2,3-naphthalenediol
92-44-4

2,3-naphthalenediol

tetraethylene glycol monoacrylate
19812-60-3

tetraethylene glycol monoacrylate

CH2CHC(O)(OCH2CH2)4O(BO2C10H6)

CH2CHC(O)(OCH2CH2)4O(BO2C10H6)

Conditions
ConditionsYield
In acetonitrile naphthalene diol reacted with soln. of B(OCH3)3 at 60°C for 1 h; tetraethylene glycol monoacrylate added, stirred for 2 h; cooled; solvent evapd. at 40°C for 24 h;100%
Trimethyl borate
121-43-7

Trimethyl borate

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

benzene-1,2-diol

tetraethylene glycol monoacrylate
19812-60-3

tetraethylene glycol monoacrylate

CH2CHC(O)(OCH2CH2)4OB(O2C6H4)

CH2CHC(O)(OCH2CH2)4OB(O2C6H4)

Conditions
ConditionsYield
In acetonitrile stirring of catechol and B(OMe)3 at 60 °C for 1h, addn of tetraethylene glycol monoacrylate, 2 h stirring; cooling, vac. evapn. at 40 °C for 24 h;100%
2-bromo-9,10-di(2-naphthyl)anthracene
474688-76-1

2-bromo-9,10-di(2-naphthyl)anthracene

Trimethyl borate
121-43-7

Trimethyl borate

(9,10-di (naphthalene-2-yl) anthracene-2-yl)boronic acid
867044-28-8

(9,10-di (naphthalene-2-yl) anthracene-2-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-9,10-di(2-naphthyl)anthracene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 17h; Inert atmosphere;
100%
Stage #1: 2-bromo-9,10-di(2-naphthyl)anthracene With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 1h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran
70%
Stage #1: 2-bromo-9,10-di(2-naphthyl)anthracene With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 1h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 3h;
70%
Stage #1: 2-bromo-9,10-di(2-naphthyl)anthracene With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 1h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran for 3h;
70%
Stage #1: 2-bromo-9,10-di(2-naphthyl)anthracene With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
Stage #3: With hydrogenchloride; water In tetrahydrofuran for 3h;
Trimethyl borate
121-43-7

Trimethyl borate

1,1-dimethylethyl (7-bromo-1-methyl-2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)carbamate
1073633-62-1

1,1-dimethylethyl (7-bromo-1-methyl-2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)carbamate

[7-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-5-methyl-6-oxo-5,6,7,8-tetrahydro-1,5-naphthyridin-3-yl]boronic acid
1073633-63-2

[7-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-5-methyl-6-oxo-5,6,7,8-tetrahydro-1,5-naphthyridin-3-yl]boronic acid

Conditions
ConditionsYield
Stage #1: 1,1-dimethylethyl (7-bromo-1-methyl-2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)carbamate With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 3h;
100%
2-bromo-6-methoxy-1-(methoxymethoxy)-3-methylnaphthalene
872548-85-1

2-bromo-6-methoxy-1-(methoxymethoxy)-3-methylnaphthalene

Trimethyl borate
121-43-7

Trimethyl borate

(3-methyl-6-(methyloxy)-1-{[(methyloxy)methyl]oxy}-2-naphthalenyl)boronic acid
872550-84-0

(3-methyl-6-(methyloxy)-1-{[(methyloxy)methyl]oxy}-2-naphthalenyl)boronic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-6-methoxy-1-(methoxymethoxy)-3-methylnaphthalene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran; hexanes at -78 - 20℃; for 20.5h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; hexanes
100%
4-bromo-2,5-dimethyl-4'-(trimethylsilyl)-1,1'-biphenyl
871114-85-1

4-bromo-2,5-dimethyl-4'-(trimethylsilyl)-1,1'-biphenyl

Trimethyl borate
121-43-7

Trimethyl borate

2,5-dimethyl-p-(4'-trimethylsilylphenyl)phenylboronic acid
1256293-81-8

2,5-dimethyl-p-(4'-trimethylsilylphenyl)phenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-bromo-2,5-dimethyl-4'-(trimethylsilyl)-1,1'-biphenyl; Trimethyl borate With n-butyllithium In tetrahydrofuran
Stage #2: With hydrogenchloride In tetrahydrofuran; water
100%
Trimethyl borate
121-43-7

Trimethyl borate

2,2-bis(hydroxymethyl)butanoic acid
10097-02-6

2,2-bis(hydroxymethyl)butanoic acid

C6H9BO4
1188369-89-2

C6H9BO4

Conditions
ConditionsYield
In methanol100%
Trimethyl borate
121-43-7

Trimethyl borate

3-iodo-4-methylfuran
107658-18-4

3-iodo-4-methylfuran

4-methylfuran-3-ylboronic acid
1358063-54-3

4-methylfuran-3-ylboronic acid

Conditions
ConditionsYield
Stage #1: 3-iodo-4-methylfuran With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; pentane at -78 - 20℃; for 1h; Inert atmosphere;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; pentane for 0.75h; Inert atmosphere;
100%
Trimethyl borate
121-43-7

Trimethyl borate

C8H9N3S
1599475-25-8

C8H9N3S

C8H10BN3O2S
1599475-26-9

C8H10BN3O2S

Conditions
ConditionsYield
Stage #1: C8H9N3S With n-butyllithium In tetrahydrofuran at -78℃; for 6h;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #3: With hydrogenchloride; water In tetrahydrofuran for 0.5h;
100%
Trimethyl borate
121-43-7

Trimethyl borate

C8H7N3S
1599475-34-9

C8H7N3S

C8H8BN3O2S
1599475-35-0

C8H8BN3O2S

Conditions
ConditionsYield
Stage #1: C8H7N3S With n-butyllithium In tetrahydrofuran at -78℃;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #3: With hydrogenchloride; water In tetrahydrofuran for 0.5h;
100%
Trimethyl borate
121-43-7

Trimethyl borate

12-(4-bromophenyl)-N,N-dimethyldodecan-1-amine

12-(4-bromophenyl)-N,N-dimethyldodecan-1-amine

C20H36BNO2

C20H36BNO2

Conditions
ConditionsYield
Stage #1: 12-(4-bromophenyl)-N,N-dimethyldodecan-1-amine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 12h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at 20℃; for 0.333333h; pH=9; Inert atmosphere;
100%
Trimethyl borate
121-43-7

Trimethyl borate

(15-(4-bromophenyl)pentadecyloxy)(tert-butyl)dimethylsilane

(15-(4-bromophenyl)pentadecyloxy)(tert-butyl)dimethylsilane

C27H51BO3Si

C27H51BO3Si

Conditions
ConditionsYield
Stage #1: (15-(4-bromophenyl)pentadecyloxy)(tert-butyl)dimethylsilane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 12h; Inert atmosphere;
100%
1-bromo-2,3-dichloro-5-methoxybenzene
174913-19-0

1-bromo-2,3-dichloro-5-methoxybenzene

Trimethyl borate
121-43-7

Trimethyl borate

(2,3-dichloro-5-methoxyphenyl)boronic acid

(2,3-dichloro-5-methoxyphenyl)boronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-2,3-dichloro-5-methoxybenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexane at 20℃; for 1h;
100%
Trimethyl borate
121-43-7

Trimethyl borate

(SS)-ferrocenyl p-tolylsulfoxide
130225-27-3, 164297-25-0, 238753-24-7

(SS)-ferrocenyl p-tolylsulfoxide

(Sp,SS)-2-(p-tolylsulfinyl)ferrocenyl boronic acid

(Sp,SS)-2-(p-tolylsulfinyl)ferrocenyl boronic acid

Conditions
ConditionsYield
Stage #1: (SS)-ferrocenyl p-tolylsulfoxide With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere;
100%
Trimethyl borate
121-43-7

Trimethyl borate

(RS)-ferrocenyl p-tolylsulfoxide

(RS)-ferrocenyl p-tolylsulfoxide

(Rp,RS)-2-(p-tolylsulfinyl)ferrocenyl boronic acid

(Rp,RS)-2-(p-tolylsulfinyl)ferrocenyl boronic acid

Conditions
ConditionsYield
Stage #1: (RS)-ferrocenyl p-tolylsulfoxide With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere;
100%
4-iodoisoxazole
847490-69-1

4-iodoisoxazole

Trimethyl borate
121-43-7

Trimethyl borate

(isoxazol-4-yl)boronic acid

(isoxazol-4-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 4-iodoisoxazole With TurboGrignard In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at 0℃; for 4.5h; Inert atmosphere;
100%
Trimethyl borate
121-43-7

Trimethyl borate

3-bromo-10-mesityl-10H-phenothiazine

3-bromo-10-mesityl-10H-phenothiazine

(10-mesityl-10H-phenothiazin-3-yl)boronic acid

(10-mesityl-10H-phenothiazin-3-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 3-bromo-10-mesityl-10H-phenothiazine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Schlenk technique;
Stage #3: With hydrogenchloride
100%
Trimethyl borate
121-43-7

Trimethyl borate

2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine
4984-62-7

2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine

(2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridin-4-yl)boronic acid

(2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridin-4-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine With n-butyllithium In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: Trimethyl borate In diethyl ether at 20℃; for 1h;
100%
Trimethyl borate
121-43-7

Trimethyl borate

4-bromo-2-(tert-butoxycarbonylamino)-6-chlorobenzo[d]thiazole

4-bromo-2-(tert-butoxycarbonylamino)-6-chlorobenzo[d]thiazole

(2-((tert-butoxycarbonyl)amino)-6-chlorobenzo[d]thiazol-4-yl)boronic acid

(2-((tert-butoxycarbonyl)amino)-6-chlorobenzo[d]thiazol-4-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 4-bromo-2-(tert-butoxycarbonylamino)-6-chlorobenzo[d]thiazole With isopropylmagnesium chloride; lithium chloride In tetrahydrofuran at -10 - 20℃; for 2h;
Stage #2: Trimethyl borate at -78℃; for 0.5h;
100%
Trimethyl borate
121-43-7

Trimethyl borate

2.3-difluoroanisole
134364-69-5

2.3-difluoroanisole

(2,3-difluoro-4-methoxyphenyl)boronic acid

(2,3-difluoro-4-methoxyphenyl)boronic acid

Conditions
ConditionsYield
Stage #1: 2.3-difluoroanisole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane for 2h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at -30℃; for 2h; Inert atmosphere;
100%
Stage #1: 2.3-difluoroanisole With n-butyllithium In tetrahydrofuran; hexane at -85 - -75℃; for 2h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -85 - -75℃;
Trimethyl borate
121-43-7

Trimethyl borate

water
7732-18-5

water

2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine
4984-62-7

2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine

(2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridin-4-yl)boronic acid

(2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridin-4-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 2,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)pyridine With n-butyllithium In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: Trimethyl borate In tetrahydrofuran; diethyl ether at 0 - 20℃; for 1h;
Stage #3: water With hydrogenchloride at 0℃; for 0.166667h;
100%
Trimethyl borate
121-43-7

Trimethyl borate

C11H5BrFN

C11H5BrFN

C11H7BFNO2

C11H7BFNO2

Conditions
ConditionsYield
Stage #1: C11H5BrFN With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at 20℃; for 16h;
100%
Trimethyl borate
121-43-7

Trimethyl borate

C25H25BrClN

C25H25BrClN

water
7732-18-5

water

C25H27BClNO2

C25H27BClNO2

Conditions
ConditionsYield
Stage #1: C25H25BrClN With n-butyllithium In tetrahydrofuran; hexane at -65℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -65 - 20℃; Inert atmosphere;
Stage #3: water With hydrogenchloride In tetrahydrofuran; hexane at 0℃;
100%
Trimethyl borate
121-43-7

Trimethyl borate

6-(2-bromo-3-(di([1,1′-biphenyl]-4-yl)amino)phenoxy)-9,9-dimethyl-N,N-diphenyl-9H-fluoren-2-amine

6-(2-bromo-3-(di([1,1′-biphenyl]-4-yl)amino)phenoxy)-9,9-dimethyl-N,N-diphenyl-9H-fluoren-2-amine

dimethyl (2-(di([1,1′-biphenyl]-4-yl)amino)-6-((7-(diphenylamino)-9,9-dimethyl-9H-fluoren-3-yl)oxy)phenyl)boronate

dimethyl (2-(di([1,1′-biphenyl]-4-yl)amino)-6-((7-(diphenylamino)-9,9-dimethyl-9H-fluoren-3-yl)oxy)phenyl)boronate

Conditions
ConditionsYield
Stage #1: 6-(2-bromo-3-(di([1,1′-biphenyl]-4-yl)amino)phenoxy)-9,9-dimethyl-N,N-diphenyl-9H-fluoren-2-amine With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at 20℃; for 2h;
100%
Stage #1: 6-(2-bromo-3-(di([1,1′-biphenyl]-4-yl)amino)phenoxy)-9,9-dimethyl-N,N-diphenyl-9H-fluoren-2-amine With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at 20℃; for 2h; Inert atmosphere;
100%

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Thermodynamic modeling of decomposition processes of Trimethyl borate (cas 121-43-7) in different gas mixtures09/04/2019

A thermodynamic modeling on the chemical vapor deposition in the B-C-O-H, B-C-O-H-He and B-C-O-H-N systems was performed. The thermodynamic equilibrium in these systems was calculated by minimization of Gibbs free energy for the conditions: 300 ≤ Tdep, K ≤ 2000; 0.001 ≤ Ptotal, Torr ≤ 760; m...detailed

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