Benzyltriphenylphosphonium chloride supplier

Name
Benzyltriphenylphosphonium chloride
EINECS 214-154-3
CAS No. 1100-88-5
Article Data61
CAS DataBase
Density 1.18 g/cm3 (20℃)
Solubility soluble in water
Melting Point 337 °C
Formula C₂₅H₂₂P·Cl
Boiling Point
Molecular Weight 388.876
Flash Point 300°C
Transport Information UN 2811 6.1/PG 2
Appearance white powder
Safety 26-36/37/39-45
Risk Codes 36/37/38-24/25
Molecular Structure
Hazard Symbols T,Xi
Synonyms Benzyltriphenylphosphoniumchloride (6CI,7CI);Phosphonium, benzyltriphenyl-, chloride (8CI);Phosphonium,triphenyl(phenylmethyl)-, chloride (9CI);GM 200;NSC 116712;Triphenylbenzylphosphonium chloride;
PSA 13.59000
LogP 2.18470

Synthetic route

: 100-44-7
benzyl chloride

: 603-35-0
triphenylphosphine

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
In toluene at 110℃; Inert atmosphere;	100%
In toluene Inert atmosphere; Reflux;	98%
In toluene for 18h; Inert atmosphere; Reflux;	98%

: 56-93-9
benzyltrimethylammonium chloride

: 603-35-0
triphenylphosphine

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
at 250℃; for 0.166667h; Irradiation;	95%

: 5293-84-5
chloromethyltriphenylphosphonium chloride

: 110637-73-5
Benzyltriphenylphosphonium dimethyldithiocarbamate

A: 1100-88-5
benzyltriphenylphosphonium chloride

B: 110637-64-4
Dimethylthiocarbamoylsulfanylmethyl-triphenyl-phosphonium; chloride

Conditions

Conditions	Yield
In 1,2-dimethoxyethane for 2.5h; Ambient temperature;	A 80% B 50%

...Expand

: 501-53-1
benzyl chloroformate

: 603-35-0
triphenylphosphine

: 1100-88-5
benzyltriphenylphosphonium chloride

: 79-22-1
methyl chloroformate

: 16721-45-2
triphenyl(phenylmethylene)phosphorane

A: 1100-88-5
benzyltriphenylphosphonium chloride

B: 1106-06-5
<α-(methoxycarbonyl)benzylidene>triphenylphosphorane

Conditions

Conditions	Yield
In benzene Ambient temperature;

...Expand

: 603-35-0
triphenylphosphine

: 100-51-6
benzyl alcohol

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
With hydrogenchloride for 12h; Heating; Yield given;

: 908094-04-2
phenyldiazomethane

: 603-35-0
triphenylphosphine

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
With copper(l) chloride

: 205433-91-6
[α-(phenylphosphanyl)benzylidene]triphenylphosphorane

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; diethyl ether at 0℃; for 0.5h;

: 205433-91-6
[α-(phenylphosphanyl)benzylidene]triphenylphosphorane

A: 1100-88-5
benzyltriphenylphosphonium chloride

B: 638-21-1
phenylphosphane

C: 1104-52-5, 75494-90-5
tetraphenyl-cyclotetraphosphane

D: Triphenyl-(phenyl-phenylphosphanyl-methyl)-phosphonium; chloride

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether; dichloromethane at 0℃; for 0.0833333h; Further byproducts given;

...Expand

: C31H25ClP2

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 89 percent / LiAlH4 / tetrahydrofuran / -40 °C 2: 1 M HCl / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C View Scheme

: 1449-46-3
benzyltriphenylphosphonium bromide

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-butyl-lithium / hexane; benzene 2: benzene / Ambient temperature View Scheme

: 100-39-0
benzyl bromide

alcoholic potash: alcoholic potash

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: benzene / Ambient temperature 2: n-butyl-lithium / hexane; benzene 3: benzene / Ambient temperature View Scheme

: 603-35-0
triphenylphosphine

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: benzene / Ambient temperature 2: n-butyl-lithium / hexane; benzene 3: benzene / Ambient temperature View Scheme

: {C18H15PC6H5CH2}{NiBr2Cl(Triphenylphosphin)}

A: 1100-88-5
benzyltriphenylphosphonium chloride

B: 603-35-0
triphenylphosphine

C: nickel dibromide

Conditions

Conditions	Yield
thermal decompn.;

...Expand

: 19171-57-4
dichlorotriphenyl-λ4-phosphane

: 6921-34-2
benzylmagnesium chloride

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
Stage #1: chloro(triphenyl)phosphonium chloride; benzylmagnesium chloride In tetrahydrofuran; dichloromethane at -41℃; for 0.75h; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether; water for 0.166667h; Solvent; Temperature;

: 791-28-6
Triphenylphosphine oxide

: 1100-88-5
benzyltriphenylphosphonium chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl dichloride / 1 h / 20 °C / Inert atmosphere 2.1: dichloromethane; tetrahydrofuran / 0.75 h / -41 °C / Inert atmosphere 2.2: 0.17 h View Scheme

: 79-41-4
poly(methacrylic acid)

: 1100-88-5
benzyltriphenylphosphonium chloride

: 100-53-8
phenylmethanethiol

: 106664-91-9
3-benzylthio-2-methylpropanoic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium bicarbonate	100%

...Expand

K-t-amylate: K-t-amylate

[3AR-(3aα,6α,7aβ)]-Hexahydro-3a,6-epoxyisobenzofuran-1-ol: [3AR-(3aα,6α,7aβ)]-Hexahydro-3a,6-epoxyisobenzofuran-1-ol

: 1100-88-5
benzyltriphenylphosphonium chloride

: [1R-[1α,2α(E),4α]]-2-(2-Phenylethenyl)-7-oxabicyclo[2.2.1]heptane-1-methanol

Conditions

Conditions	Yield
In tetrahydrofuran; hexane	98.7%

...Expand

: 1100-88-5
benzyltriphenylphosphonium chloride

: 7705-08-0
iron(III) chloride

: 36021-10-0
((C6H5)3PCH2C6H5)(1+)*FeCl4(1-)=((C6H5)3PCH2C6H5)FeCl4

Conditions

Conditions	Yield
In water to aq. soln. of phosphonium salt was added aq. soln. of FeCl3 with stirring at room temp., crystalline solid formed; filtn., drying, recrystn. from n-butanol; elem. anal.;	98.3%

: 1100-88-5
benzyltriphenylphosphonium chloride

: benzyltriphenylphosphonium periodate

Conditions

Conditions	Yield
With sodium periodate at 20℃; for 0.333333h;	98%

: 863647-14-7
C48H42O6

: 1100-88-5
benzyltriphenylphosphonium chloride

: C90H78

Conditions

Conditions	Yield
Stage #1: benzyltriphenylphosphonium chloride With n-butyllithium In hexane; water at -78 - 0℃; Stage #2: C48H42O6 In tetrahydrofuran; hexane at 25℃; for 3h;	98%

: 1100-88-5
benzyltriphenylphosphonium chloride

: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
With water; sodium hydroxide at 20℃; Reagent/catalyst;	98%
Multi-step reaction with 2 steps 1: 1.) BuLi / 1) THF, hexane, room temperature, 30 min; 2) THF, hexane, room temperature, 3 h 2: 1 h / 850 °C / 0 - 0.01 Torr View Scheme
Multi-step reaction with 2 steps 1: 1.) BuLi / 1) THF, hexane, room temperature, 30 min; 2) THF, hexane, room temperature, 3 h 2: 1 h / 850 °C / 0 - 0.01 Torr View Scheme
Multi-step reaction with 3 steps 1: NaH, Dimethylsulfoxide 2: 60 percent / dimethylsulfoxide / 0.5 h / Ambient temperature 3: 0.03 h / 180 °C View Scheme

: 1100-88-5
benzyltriphenylphosphonium chloride

: benzyltriphenylphosphonium nitrate

Conditions

Conditions	Yield
With sodium nitrate In water at 20℃;	98%

: 2695-37-6
sodium 4-styrenesulfonate

: 1100-88-5
benzyltriphenylphosphonium chloride

: C8H7O3S(1-)*C25H22P(1+)

Conditions

Conditions	Yield
In dichloromethane; water	98%

: 1100-88-5
benzyltriphenylphosphonium chloride

: 16721-45-2
triphenyl(phenylmethylene)phosphorane

Conditions

Conditions	Yield
With n-butyllithium In hexane	97%
With sodium ethanolate
With n-butyllithium In diethyl ether for 0.5h;

: tungsten(VI) oxychloride

: 1100-88-5
benzyltriphenylphosphonium chloride

: 75-64-9
tert-butylamine

: 2{P(CH2C6H5)(C6H5)3}(1+)*{W4O4Cl10(NC(CH3)3)4}(2-)={P(CH2C6H5)(C6H5)3}2{W4O4Cl10(NC(CH3)3)4}

Conditions

Conditions	Yield
In toluene addn. of butylamine to WOCl4 and phosphonium salt soln. under N2; refluxing, 6h; evapn.; extn. (CH2Cl2); filtration; diffusion of hexane into soln.; crystn.; elem. anal.;	97%

...Expand

: 1100-88-5
benzyltriphenylphosphonium chloride

: benzyltriphenylphosphonium peroxodisulfate

Conditions

Conditions	Yield
With sodium persulfate In water at 20℃; for 0.333333h;	96%

: 15274-33-6
cis-bis(dimethylsulfoxide)dichloroplatinum(II)

: 1100-88-5
benzyltriphenylphosphonium chloride

: 120272-57-3
triphenylbenzylphosphonium-Pt(dimethyl sulfoxide)Cl3

Conditions

Conditions	Yield
In acetonitrile addn. of org. ligand to suspn. of Pt-complex (20°C); solvent removal (vac., room temp.); oily residue crystn. under a layer of ethanol, ppt. filtered out, washed with ethanol and ether and air-dried (75°C); elem. anal.;	96%

: 10170-68-0, 16997-54-9
trichlorotris(tetrahydrofuran)chromium(III)

: 1100-88-5
benzyltriphenylphosphonium chloride

: 96284-01-4
1,2-bis-(2-propylphosphino)benzene

: 142903-49-9
benzyltriphenylphosphonium tetrachloro{o-phenylenebis(isopropylphosphine)}chromate(III)

Conditions

Conditions	Yield
In toluene addn. of C6H4(Pi-PrH)2 to a soln. of CrCl3(thf)3 and (PPh3(CH2Ph))Cl in toluene (1:1:1 molar ratio) under stirring (under O2-free N2 or Ar), refluxing (12 h), pptn.; washing (toluene, 2 times); elem. anal.;	96%

...Expand

: 1076-44-4
Li(1+)*C6F5(1-)=Li(C6F5)

: 1100-88-5
benzyltriphenylphosphonium chloride

: 13453-32-2
thallium (III) chloride

: 75579-15-6
(C6H5)3PCH2C6H5(1+)*[Tl(C6F5)4](1-)=((C6H5)3PCH2C6H5)[Tl(C6F5)4]

Conditions

Conditions	Yield
In diethyl ether TlCl3 added to LiC6F5 soln. at -78°C, stirred for 15 min, allowed to warm to room temp., stirred for 3 h under N2, a few drops of H2O added, Ph3BzPCl added; exposed to air for 10 min, filtered, evapd., recrystd. (CH2Cl2/hexane);elem. anal.;	96%

...Expand

: TiCl(N(CH3)2)2(N(CH3)2H)2(1+)*TiNB(C6F5)3Cl2(N(CH3)2H)2(1-)*0.5CH2Cl2=TiCl(NC2H6)2(NC2H7)4TiNB(C6F5)3Cl2*0.5CH2Cl2

: 1100-88-5
benzyltriphenylphosphonium chloride

: C6H5CH2P(C6H5)3(1+)*TiNB(C6F5)3Cl2(N(CH3)2H)2(1-)=P(C6H5)3(CH2C6H5)(NC2H7)2TiNB(C6F5)3Cl2

Conditions

Conditions	Yield
In dichloromethane (N2, Schlenk) to a soln. of complex in CH2Cl2 was added solid C6H5CH2P(C6H5)3Cl, stirred at room temp.; volatiles were removed under reduced pressure, the foam was washed with toluene; elem. anal.;	96%

: 1100-88-5
benzyltriphenylphosphonium chloride

: 193480-28-3
(+/-)-1,1-dimethylethyl 4-oxo-2-(phenylmethyl)-1-piperidinecarboxylate

: 313950-43-5
2-Benzyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: benzyltriphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran deprotonation; Stage #2: (+/-)-1,1-dimethylethyl 4-oxo-2-(phenylmethyl)-1-piperidinecarboxylate In tetrahydrofuran at 23℃; Wittig reaction; Further stages.;	95%

: 858943-02-9
5-formyl-10-methoxybenzo[c]phenanthrene

: 1100-88-5
benzyltriphenylphosphonium chloride

: 858943-08-5
5-(β-phenylethenyl)-10-methoxybenzo[c]phenanthrene

Conditions

Conditions	Yield
With sodium hydroxide In water for 0.25h; Wittig reaction;	95%

: 1100-88-5
benzyltriphenylphosphonium chloride

: 18039-26-4, 20787-16-0, 20787-21-7, 77943-32-9, 77943-33-0, 89615-43-0, 89615-44-1, 90899-55-1
2,3,4-tri-O-benzyl-D-arabinopyranose

: (2R,3S,4R)-2,3,4-tri-benzyloxy-6-phenylhex-5-en-1-ol

Conditions

Conditions	Yield
With sodium hydride; dimethyl sulfoxide In tetrahydrofuran at 45℃; Wittig olefination;	95%

: Au(I)(C6Cl5)(tetrahydrothiophene)

: 1100-88-5
benzyltriphenylphosphonium chloride

: (C6H5CH2P(C6H5)3)(1+)*(AuC6Cl5Cl)(1-)=(C6H5CH2P(C6H5)3)(Au(C6Cl5)Cl)

Conditions

Conditions	Yield
In dichloromethane byproducts: tetrahydrothiophene; N2 atmosphere, stirring (15 min, room temp.); concn. (evapn.), pptn. on n-hexane addn.; elem. anal.;	95%

: (Et4N){Pt(3,5-dimethylpyrazole)Cl5}*H2O

: 1100-88-5
benzyltriphenylphosphonium chloride

: 135143-71-4
(benzyltriphenylphosphonium){Pt(3,5-dimethylpyrazole)Cl3}

Conditions

Conditions	Yield
With (N2H5)2SO4 In water water added to mixt. of hydrazine sulfate and Pt-complex, heated at 60-70°C for 5min, cooled, filtered, BzlPPh3Cl soln. added to filtrate, stirred for 10min; product filtered off, washed with hot water (3 times, alcohol, ether (3 times), dried in air at 90°C; elem. anal.;	95%

: 1100-88-5
benzyltriphenylphosphonium chloride

: benzyltriphenylphosphonium chlorochromate

Conditions

Conditions	Yield
With chromium(VI) oxide; hydrogenchloride In water at 20℃; for 15h;	94%

: 1100-88-5
benzyltriphenylphosphonium chloride

: 392725-03-0
(4R,5R)-4-[tert-Butoxycarbonyl-((S)-2-methyl-3-oxo-propyl)-amino]-5-isobutoxy-azepane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

A: (4R,5R)-4-[tert-Butoxycarbonyl-((E)-(R)-2-methyl-4-phenyl-but-3-enyl)-amino]-5-isobutoxy-azepane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

B: (4R,5R)-4-[tert-Butoxycarbonyl-((E)-(S)-2-methyl-4-phenyl-but-3-enyl)-amino]-5-isobutoxy-azepane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
Stage #1: benzyltriphenylphosphonium chloride With n-butyllithium In hexane; benzene at 20℃; for 1h; Wittig reaction; Stage #2: (4R,5R)-4-[tert-Butoxycarbonyl-((S)-2-methyl-3-oxo-propyl)-amino]-5-isobutoxy-azepane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester In hexane; benzene at 20℃; for 5h;	A 94% B n/a

...Expand

: 1100-88-5
benzyltriphenylphosphonium chloride

: 2,3,4-tri-O-benzyl-D-lyxopyranose

: (2R,3R,4R)-2,3,4-tri-benzyloxy-6-phenylhex-5-en-1-ol

Conditions

Conditions	Yield
With sodium hydride; dimethyl sulfoxide In tetrahydrofuran at 45℃; Wittig olefination;	94%

: 10025-99-7
potassium tetrachloroplatinate(II)

: 1100-88-5
benzyltriphenylphosphonium chloride

: 67-68-5
dimethyl sulfoxide

: 120272-57-3
benzyltriphenylphosphonium trichloro(dimethylsulfoxide)platinate(II)

Conditions

Conditions	Yield
In dimethyl sulfoxide byproducts: KCl; mixing Pt complex, P compd., DMSO, stirring at room temp. for 5 min; slow evapn., isolation of crystals, elem. anal.;	94%

...Expand

: 1100-88-5
benzyltriphenylphosphonium chloride

: 84-11-7
9,10-phenanthrenequinone

: 2,3-dihydro-2,3-diphenylphenanthro[9,10-b]furan

Conditions

Conditions	Yield
Stage #1: benzyltriphenylphosphonium chloride With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.0333333h; Stage #2: 9,10-phenanthrenequinone In dimethyl sulfoxide at 20℃; for 0.5h;	94%

: 1100-88-5
benzyltriphenylphosphonium chloride

: 7646-85-7
zinc(II) chloride

: 2((C2H5)3PCH2C6H5)(1+)*Zn2Cl6(2-)=((C2H5)3PCH2C6H5)2Zn2Cl6

Conditions

Conditions	Yield
In further solvent(s) to 150°C hot soln. of phosphonium salt in n-octanol added soln. of anhydrous ZnCl2 in n-octanol, temp. increased to 185-187°C, ppt. formed after 30 min; ppt. filtered at 150°C; recrystn. from n-octanol or acetonitrile; elem. anal.;	93.7%

: 434-45-7
1,1,1-trifluoroacetophenone

: 1100-88-5
benzyltriphenylphosphonium chloride

: 77542-08-6
1,2-diphenyl-3,3,3-trifluoroprop-1-ene

Conditions

Conditions	Yield
With sodium ethanolate In ethanol	93.5%

: (η4-5-phenyl-2,4-pentadienal)(η5-cyclopentadienyl)rhodium(I)

: 1100-88-5
benzyltriphenylphosphonium chloride

: (C6H5CHCHCHCHCHCHC6H5)Rh(C5H5)

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether; hexane Ph3P(CH2Ph)Br suspended in dry Et2O was treated under N2 with n-BuLi inhexane and stirred for 2 h, Rh-complex was added, the mixt. stirred at room temp. overnight and then heated under reflux for 5 h; the ether was removed in vacuo, residue washed with 3:2 MeOH-water and with a little cold MeOH, recrystd. from acetone; elem. anal.;	93%

Benzyltriphenylphosphonium chloride Specification

The Phosphonium, triphenyl(phenylmethyl)-, chloride (1:1), with the CAS registry number 1100-88-5, is also known as Triphenylbenzylphosphonium chloride. It belongs to the product categories of Pharmaceutical Intermediates; Miscellaneous Compounds; Phosphonium Compounds; Synthetic Organic Chemistry; Wittig & Horner-Emmons Reaction; Wittig Reaction; C-C Bond Formation; Olefination; Wittig Reagents; Organophosphorus compound. Its EINECS number is 214-154-3. This chemical's molecular formula is C₂₅H₂₂P·Cl and molecular weight is 388.87. What's more, its systematic name is Benzyl(triphenyl)phosphonium chloride. It is stable at common pressure and temperature, and it should be protected from oxides and water.

Preparation: this chemical can be prepared by chloromethyl-benzene and triphenylphosphane by heating. This reaction will need solvent dimethylformamide with the reaction time of 3 hours. The yield is about 67%.

Phosphonium,triphenyl(phenylmethyl)-, chloride (1:1) can be prepared by chloromethyl-benzene and triphenylphosphane by heating

Uses of Phosphonium,triphenyl(phenylmethyl)-, chloride (1:1): it can be used to produce 1-methoxy-4-trans-styryl-benzene at the temperature of 105 °C. It will need reagent NaOC(CH₃)₃ and solvent dioxane with the reaction time of 2 hours. The yield is about 62%.

Phosphonium,triphenyl(phenylmethyl)-, chloride (1:1) can be used to produce 1-methoxy-4-trans-styryl-benzene at the temperature of 105 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin and can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: [Cl-].c1(ccccc1)C[P+](c2ccccc2)(c3ccccc3)c4ccccc4
(2)Std. InChI: InChI=1S/C25H22P.ClH/c1-5-13-22(14-6-1)21-26(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25;/h1-20H,21H2;1H/q+1;/p-1
(3)Std. InChIKey: USFRYJRPHFMVBZ-UHFFFAOYSA-M

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	43mg/kg (43mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: DYSPNEA	National Technical Information Service. Vol. OTS0555817.

Product Name

Benzyltriphenylphosphonium chloride

Synthetic route

Benzyltriphenylphosphonium chloride Specification

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