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612-00-0 Usage

General Description

1,1-Diphenylethane is a chemical compound primarily used in the manufacturing of pharmaceuticals, dyes, perfumes, and resins. It is also known by other names such as Benzene, ethane, 1,1-diphenylethylbenzene, or modified diphenyl. This substance appears as a clear, colorless liquid and can cause mild irritation upon exposure to skin, eyes, or respiratory system. Its molecular formula is C14H14 or specifically C6H5CH2C6H5. It is characterized by a strong, pleasant odor and is generally known to be non-hazardous, but should still be handled and stored with care.

Check Digit Verification of cas no

The CAS Registry Mumber 612-00-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 2 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 612-00:
(5*6)+(4*1)+(3*2)+(2*0)+(1*0)=40
40 % 10 = 0
So 612-00-0 is a valid CAS Registry Number.
InChI:InChI=1/C14H14/c1-12(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-12H,1H3

612-00-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-phenylethylbenzene

1.2 Other means of identification

Product number -
Other names 1,1'-ethane-1,1-diyldibenzene

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:612-00-0 SDS

612-00-0Synthetic route

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With C28H18Co(1-)*K(1+)*2C4H10O2; hydrogen In toluene at 60℃; under 7500.75 Torr; for 24h; Solvent; chemoselective reaction;100%
With water for 6h; Milling; Green chemistry;100%
With iPr-amboxCoCl2; hydrogen; sodium triethylborohydride In toluene at 0 - 20℃; Reagent/catalyst; Sealed tube;100%
1,1-diphenylethanol
599-67-7

1,1-diphenylethanol

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With iodine; hypophosphorous acid In acetic acid at 60℃; for 24h;100%
With phosphonic Acid; methanesulfonic acid; sodium iodide In water at 95℃; for 24h; Inert atmosphere;99.6%
With formic acid; 5%-palladium/activated carbon; ammonium formate In methanol; water at 80℃; for 0.666667h;95%
1,1-bis(4-chlorophenyl)-2,2-dichloroethylene
72-55-9

1,1-bis(4-chlorophenyl)-2,2-dichloroethylene

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With hydrogen; triethylamine; palladium on activated charcoal In methanol at 20℃; for 0.5h;100%
With Pd(0)/HAP; hydrogen; caesium carbonate In isopropyl alcohol at 60℃; under 7600.51 Torr; for 1h;> 99 %Chromat.
diphenylmethyl p-tolyl sulfone
5433-78-3

diphenylmethyl p-tolyl sulfone

trimethylaluminum
75-24-1

trimethylaluminum

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
In dichloromethane; toluene at 25℃; for 2h; Inert atmosphere;100%
C13H15BrO2

C13H15BrO2

benzene
71-43-2

benzene

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With silica-supported sulfuric acid at 60℃; for 1h; Friedel-Crafts type alkylation;99%
With silica sulfuric acid at 60℃; for 1h;
benzhydryl methyl ether
1016-09-7

benzhydryl methyl ether

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With palladium dichloride In methanol at 40℃; for 12h; Inert atmosphere; Green chemistry; chemoselective reaction;99%
(1-(phenylsulfonyl)ethane-1,1-diyl)dibenzene
60702-29-6

(1-(phenylsulfonyl)ethane-1,1-diyl)dibenzene

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 100℃; Inert atmosphere;98%
With tetraazaethylene-type neutral organic super-electron donor In N,N-dimethyl-formamide at 110℃; for 18h;97%
Stage #1: (1-(phenylsulfonyl)ethane-1,1-diyl)dibenzene With C3H6C9H10N4 In N,N-dimethyl-formamide at 110℃; Inert atmosphere;
Stage #2: In water Inert atmosphere;
97%
With C24H32N8Ni(2+)*2I(1-); sodium amalgam In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;70%
With 4-(dimethylamino)-1-methylpyridinium-2-carboxylate In N,N-dimethyl-formamide at 150℃; for 24h; Schlenk technique; Inert atmosphere;15%
2,2-diphenylpropionitrile
5558-67-8

2,2-diphenylpropionitrile

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With sodium hydride; lithium iodide In tetrahydrofuran; mineral oil at 85℃; for 7h; Reagent/catalyst; Inert atmosphere; Sealed tube;98%
(1-bromoethyl)benzne
585-71-7, 38661-81-3

(1-bromoethyl)benzne

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 20℃; for 14h; Kumada-Corriu reaction; Inert atmosphere;96%
dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

diphenylchloromethane
90-99-3

diphenylchloromethane

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃; for 2h;95%
styrene
292638-84-7

styrene

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

A

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

B

ethylbenzene
100-41-4

ethylbenzene

Conditions
ConditionsYield
With C28H18Co(1-)*K(1+)*2C4H10O2; hydrogen at 20℃; under 1500.15 Torr; for 3h;A 18%
B 95%
5-benzhydryl-2,2,5-trimethyl-1,3-dioxane-4,6-dione
87057-91-8

5-benzhydryl-2,2,5-trimethyl-1,3-dioxane-4,6-dione

trimethylaluminum
75-24-1

trimethylaluminum

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
In n-heptane; dichloromethane at 20℃; for 1h;92%
bromobenzene
108-86-1

bromobenzene

(1-chloroethyl)benzene
672-65-1

(1-chloroethyl)benzene

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With nickel(II) iodide; potassium fluoride; 4,4'-dimethyl-2,2'-bipyridines; zinc In N,N-dimethyl acetamide at 25℃; for 16h; Inert atmosphere; Glovebox; Schlenk technique;92%
styrene
292638-84-7

styrene

2-phenyl[1,3,2]dioxaborolane
4406-72-8

2-phenyl[1,3,2]dioxaborolane

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With potassium tert-butylate; oxygen; (-)-sparteine; imidazole-carbene-derived Pd complex In isopropyl alcohol at 55℃; for 24h;91%
With potassium tert-butylate; oxygen; isopropyl alcohol; [Pd(SiPr)Cl2]2; (-)-sparteine at 55℃; for 24h;91%
With di-μ-chlorobis[chloro(N,N'-bis-(2,6-(diisopropyl)phenyl)imidazolidine-2-ylidene)palladium]; potassium tert-butylate; oxygen; isopropyl alcohol; (-)-sparteine at 55℃; for 24h; regioselective reaction;91%
2,2-diphenylpropanoic acid
5558-66-7

2,2-diphenylpropanoic acid

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With methanol at 40℃; for 24h; Schlenk technique; Irradiation; Inert atmosphere;91%
With 10-phenyl-9-(2,4,6-trimethylphenyl)acridinium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; diphenyldisulfane In 2,2,2-trifluoroethanol at 20℃; for 24h; Glovebox; Irradiation; Sealed tube;83%
O-diphenylmethyl 2,2,2-trichloroacetimidate
100865-93-8

O-diphenylmethyl 2,2,2-trichloroacetimidate

trimethylaluminum
75-24-1

trimethylaluminum

A

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

B

N-benzhydryl-trichloroacetamide
100865-92-7

N-benzhydryl-trichloroacetamide

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 20℃; for 0.5h; Solvent; Temperature; Reagent/catalyst;A 91%
B 8%
O-diphenylmethyl 2,2,2-trichloroacetimidate
100865-93-8

O-diphenylmethyl 2,2,2-trichloroacetimidate

trimethylaluminum
75-24-1

trimethylaluminum

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
Stage #1: trimethylaluminum With aluminum (III) chloride In hexane; dichloromethane for 0.0833333h; Inert atmosphere;
Stage #2: O-diphenylmethyl 2,2,2-trichloroacetimidate In hexane; dichloromethane at 0 - 20℃; for 0.25h; Reagent/catalyst; Inert atmosphere;
91%
benzophenone
119-61-9

benzophenone

methyllithium
917-54-4

methyllithium

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
Stage #1: benzophenone; methyllithium In tetrahydrofuran at -50 - 0℃; for 2h; Inert atmosphere;
Stage #2: With hexylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 1h; Inert atmosphere; chemoselective reaction;
91%
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

A

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

B

2,2,3,3-tetraphenylbutane
10496-82-9

2,2,3,3-tetraphenylbutane

Conditions
ConditionsYield
With titanium(III) citrate; Tris buffer; tetra(n-butyl)ammonium hydroxide; vitamin B-12 In ethanol pH=8;A 5%
B 90%
With hydrogen In acetone at -78℃; under 2 Torr; for 0.5h;
benzophenone
119-61-9

benzophenone

methyllithium
917-54-4

methyllithium

A

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

B

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With <<(n-PrO)3WCl2>2> In tetrahydrofuran -78 deg C -> RT, 1 h, then reflux, 3 h;A 90%
B 90%
bromobenzene
108-86-1

bromobenzene

1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With nickel(II) bromide dimethoxyethane; [Ir(dF(CF3)ppy)2(phen)]PF6; Bathocuproine; diisopropylamine; magnesium bromide In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere; Glovebox; Sealed tube; Irradiation; regioselective reaction;90%
With nickel(II) iodide; Bathocuproine; tetrabutylammomium bromide; zinc at 20℃; regioselective reaction;85%
1,1-diphenylethyl formate

1,1-diphenylethyl formate

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With triethylsilane; C19H3BF14 In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;89%
1,1-diphenylethanol
599-67-7

1,1-diphenylethanol

A

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

B

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

C

1-chloro-1,1-diphenyl-ethane
947-40-0

1-chloro-1,1-diphenyl-ethane

Conditions
ConditionsYield
With acetyl chloride In dichloromethane 1.) 0 deg C, 2.) room temperature, 1 h; Yield given;A 88%
B 43%
C n/a
p,p'-DDT
50-29-3

p,p'-DDT

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

Conditions
ConditionsYield
With Pd(0)/HAP; hydrogen; caesium carbonate In isopropyl alcohol at 60℃; under 7600.51 Torr; for 28h;87%
Multi-step reaction with 2 steps
1: 12 percent / H2; Et3N / Pd/C / methanol / 0.5 h / 20 °C
2: 27 percent / H2; Et3N / Pd/C / methanol / 24 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 34 percent / H2; Et3N / Pd/C / methanol / 0.17 h / 20 °C
2: 27 percent / H2; Et3N / Pd/C / methanol / 24 h / 20 °C
View Scheme
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

A

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

B

1-methyl-1,3,3-triphenylindane
19303-32-3

1-methyl-1,3,3-triphenylindane

Conditions
ConditionsYield
With bromobenzene-d5; (di-p-tolylmethyl)triethylsilane; C24H20B(1-)*C20H29NSi*H(1+) at 100℃; under 3040.2 Torr; for 24h; Schlenk technique; Inert atmosphere;A 14%
B 86%
With diethyl ether; tris(pentafluorophenyl)borate; hydrogen In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 48h; Catalytic behavior; Concentration; Pressure; Reagent/catalyst; Solvent; Temperature; Time; Glovebox;
piperidine
110-89-4

piperidine

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

carbon monoxide
201230-82-2

carbon monoxide

A

N-Formylpiperidine
2591-86-8

N-Formylpiperidine

B

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

C

fenpiprane
3540-95-2

fenpiprane

Conditions
ConditionsYield
With [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; 1,1'-Binaphthalin-2,2'-diylbis(methylen)bis(diphenylphosphan); hydrogen In toluene at 125℃; for 60h; Reagent/catalyst; Autoclave;A 5.6%Chromat.
B 13.8%Chromat.
C 85%
With [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; 1,1'-Binaphthalin-2,2'-diylbis(methylen)bis(diphenylphosphan); hydrogen In methanol at 125℃; for 60h; Reagent/catalyst; Autoclave;A 22.1%Chromat.
B 40%Chromat.
C 48%
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

A

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

B

(2,2-Diphenylethyl)diphenylphosphine oxide
13685-66-0

(2,2-Diphenylethyl)diphenylphosphine oxide

C

1,1-diphenyl-2-diphenylphosphinylethene oxide
78375-70-9

1,1-diphenyl-2-diphenylphosphinylethene oxide

Conditions
ConditionsYield
With pyridine; (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile) In dichloromethane at 20℃; for 16h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Irradiation;A n/a
B 9%
C 85%
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

carbon monoxide
201230-82-2

carbon monoxide

A

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

B

3,3-diphenylpropanal
4279-81-6

3,3-diphenylpropanal

C

3,3-diphenylpropan-1-ol
20017-67-8

3,3-diphenylpropan-1-ol

Conditions
ConditionsYield
With hydrogen; di(rhodium)tetracarbonyl dichloride In toluene at 150℃; under 103430 Torr; for 2h; Product distribution; Mechanism; other catalysts, times, temp., solvents;A 11.3%
B 84.7%
C 3.9%
piperidine
110-89-4

piperidine

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

carbon monoxide
201230-82-2

carbon monoxide

A

1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

B

3,3-diphenylpropanal
4279-81-6

3,3-diphenylpropanal

C

fenpiprane
3540-95-2

fenpiprane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,1'-Binaphthalin-2,2'-diylbis(methylen)bis(diphenylphosphan); hydrogen In toluene at 125℃; for 60h; Autoclave;A 11.7%Chromat.
B 6.7%Chromat.
C 81%
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 125℃; for 60h; Autoclave;A 40.2%Chromat.
B 22.4%Chromat.
C 29%
1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

C14H10(2)H4

C14H10(2)H4

Conditions
ConditionsYield
With palladium on activated charcoal; water-d2 In methanol at 30℃; for 12h;99%
1,1'-ethylidenebis-benzene
612-00-0

1,1'-ethylidenebis-benzene

A

benzophenone
119-61-9

benzophenone

B

benzoic acid phenyl ester
93-99-2

benzoic acid phenyl ester

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); oxygen; nickel dibromide In chloroform at 75℃; for 48h; Reagent/catalyst;A 88%
B 10%
With 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 75℃; for 72h; Solvent; Reagent/catalyst;A 20%
B 44%

612-00-0Relevant articles and documents

Adams et al.

, p. 930 (1978)

Mechanistic insight on the hydrogenation of conjugated alkenes with H 2 catalyzed by early main-group metal catalysts

Zeng, Guixiang,Li, Shuhua

, p. 3361 - 3369 (2010)

Density functional theory calculations have been performed to investigate the molecular mechanism of the hydrogenation reactions of 1,1-diphenylethylene and myrcene catalyzed by the actual calcium hydride catalyst, CaH(dipp-nacnac)(thf) (dipp-nacnac = CH{

Complexes between lithium cation and diphenylalkanes in the gas phase: The pincer effect

Gal, Jean-Francois,Maria, Pierre-Charles,Mo, Otilia,Yanez, Manuel,Kuck, Dietmar

, p. 7676 - 7683 (2006)

The gas-phase lithium cation basicities (LCB values, Gibbs free energies of binding) of α,ω)-diphenylal-kanes Ph-(CH2) n-Ph (n = 2, 3, or 7) and 1,1-diphenylethane Ph-CH(Me)-Ph were investigated by means of Fourier-transform ion cyclotron resonance (FTICR) mass spectrometry. Their structures, and those of the corresponding Li+ complexes were optimized at the B3LYP/6-31G(d) level and their relative stabilities calculated at the B3LYP/6-311+G(3df,2p)//B3LYP/6-31G(d) level. Whereas the most stable conformers of the free diphenylalkanes were found to adopt a completely stretched aliphatic chain connecting the two benzene rings, the most stable Li+ complexes correspond to conformers in which the alkali metal cation interacts simultaneously with both benzene rings through the folding of the aliphatic chain ("pincer effect"). This chelation brings about a significant enhancement of the Li+ binding enthalpies (LBE values), which were calculated to be approximately 75 kJ mor-1 higher than those evaluated for conventional (singly coordinated) π complexes in which the metal cation interacts with only one of the benzene rings. The increase of the corresponding lithium cation basicities, however, (Gibbs free energies of Li+ binding, LCB values) was calculated to be smaller by approximately 15 kJ mol-1 as the pincer effect is entropically disfavored. The good agreement between the calculated LCB values, assuming a statistical distribution of the different conformers present in the gas phase, and the experimental LCB values measured by means of FTICR mass spectrometry are considered indirect evidence of the existence of the pincer effect.

A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions

Huang, Binbin,Guo, Lin,Xia, Wujiong

, p. 2095 - 2103 (2021/03/26)

A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.

Hydrolysis of B2pin2 over Pd/C Catalyst: High Efficiency, Mechanism, and in situ Tandem Reaction

Li, Ning,Shen, Jialu,Liu, Xiang

supporting information, p. 2797 - 2800 (2021/02/16)

A facile and effective synthesis of H2 or D2 from Pd/C catalyzed hydrolysis of B2pin2 has first been developed. Among them, B2pin2 is frequently used for borylation reaction, and has rarely been used for hydrogen evolution. The kinetic isotope effects (KIEs) and tandem reaction for diphenylacetylene and norbornene hydrogenation have confirmed both two H atoms of H2 gas are provided from H2O. This is contrary to other boron compounds hydrolysis (including NH3BH3, NaBH4), which generates H2 with only one H atom provided by water and the other one by boron compounds. Note that the hydrolysis of B2pin2 in D2O also provides an easy and useful synthesis of D2.

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