2116-84-9

Basic information

• Product Name: Phenyltris(trimethylsiloxy)silane
• Synonyms: PHENYL-TRIS(TRIMETHYLSILOXY)SILANE;TRIS(TRIMETHYLSILOXY)PHENYLSILANE;1,1,1,5,5,5-Hexamethyl-3-phenyl-3-(trimethylsilyloxy)trisiloxane;1,1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]-trisiloxan;1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane;DC556;DowCorning556;DowCorning556Fluid
• CAS NO: 2116-84-9
• Molecular Formula: C₁₅H₃₂O₃Si₄
• Molecular Weight: 372.75
• EINECS: 218-320-6
• Product Categories: Organics;Organometallic Reagents;Organosilicon;Siloxanes;Organic silicon chemicals
• Mol File: 2116-84-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: -102°C
• Boiling Point: 264 °C(lit.)
• Flash Point: 127°C
• Appearance: /
• Density: 0.921 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.000812mmHg at 25°C
• Refractive Index: n20/D 1.437
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: 6.6μg/L at 23℃
• CAS DataBase Reference: Phenyltris(trimethylsiloxy)silane(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyltris(trimethylsiloxy)silane(2116-84-9)
• EPA Substance Registry System: Phenyltris(trimethylsiloxy)silane(2116-84-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 1
• F: 10-21
• TSCA: Yes
• Hazardous Substances Data: 2116-84-9(Hazardous Substances Data)

Usage

Description

Phenyl Trimethicone is a polylmethylsiloxane which improves the performance of most cosmetic formulations. This product is easy to emulsify with standard emulsifiers by common techniques. It provides better properties, such as resistant to oxidation, and good compatibility with cosmetic ingredients.Phenyl Trimethicone is a derivative of silica, or silcione, and is used in cosmetics and beauty products as an anti-foaming agent, hair conditioning agent, and skin-conditioning agent. It reduces the tendency of formulas to generate foam when shaken, and increases hair's body, suppleness, and sheen, by improving the texture of hair that has been damaged by chemical treatment.

Uses

1. Good compatibility with cosmetic ingredients, reduce the tackiness and stickiness of organic ingredients in formulations. - skin lotions and creams. - suntan lotions and sprays. - pre-shave lotions. 2. Enhance opaque material dispersion effect on physical preservatives and make-up products. - Make-up products: lipstick, foundation and so on. 3. Used as a hair gloss agent in hair sprays,conditions and grooming brightener.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C15H32O3Si4/c1-19(2,3)16-22(17-20(4,5)6,18-21(7,8)9)15-13-11-10-12-14-15/h10-14H,1-9H3

Synthetic route

chloro-trimethyl-silane (75-77-4) + phenyltri(benzyloxy)silane → 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

Conditions	Yield
With 5%-palladium/activated carbon In ethyl acetate at 20℃; for 12h;	94%
With palladium 10% on activated carbon In ethyl acetate at 20℃; for 9h; Inert atmosphere;	89 %Spectr.
With 10 mol% palladium on carbon In ethyl acetate at 20℃; for 24h;	89 %Spectr.

trimethylsilyl acrylate (13688-55-6) + phenyltriallyloxysilane (17938-35-1) → allyl acrylate (999-55-3) + 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

Conditions	Yield
With ammonium trifluoromethanesulfonate; 4-methoxy-phenol at 60℃; for 8h;	A 93.7% B n/a

trimethylsilan (993-07-7) + Phenyltrichlorosilane (98-13-5) → 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

Conditions	Yield
Stage #1: trimethylsilan With dihydrogen peroxide In toluene at 20℃; for 1.5h; Stage #2: Phenyltrichlorosilane With triethylamine In toluene for 2h;	93%

chloro-trimethyl-silane (75-77-4) + phenylsilanetriol (3047-74-3) → 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

Conditions	Yield
With pyridine In toluene for 7h; Heating;	84.6%

1,1,1-trimethyl-3-phenyl-3,3-difluorodisiloxane (34136-85-1) → trimethylsilyl fluoride (420-56-4) + phenyltrifluorosilane (368-47-8) + 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9) + C18H28F2O3Si4

Conditions	Yield
at 20℃; Further byproducts given;

1,1,1-trimethyl-3-phenyl-3,3-difluorodisiloxane (34136-85-1) → phenyltrifluorosilane (368-47-8) + 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9) + 1,1,1,5,5,5-hexamethyl-3-phenyl-3-fluorotrisiloxane (34136-84-0) + C18H28F2O3Si4

Conditions	Yield
at 20℃; Further byproducts given;

1,1,1-trimethyl-3-phenyl-3,3-difluorodisiloxane (34136-85-1) → 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9) + 1,1,1,5,5,5-hexamethyl-3-phenyl-3-fluorotrisiloxane (34136-84-0) + 1,1,3,3-tetrafluoro-1,3-diphenyl-1,3-disiloxane (34224-10-7) + C18H28F2O3Si4

Conditions	Yield
at 20℃; Further byproducts given;

Phenyltrichlorosilane (98-13-5) + sodium trimethylsilanolate → 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

phenyl trimethylsiloxane (2996-92-1) → 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 68 percent / acetic acid / H2O / 4 h / 5 - 10 °C 2: 84.6 percent / pyridine / toluene / 7 h / Heating View Scheme

sodium trimethylsilanolate (18027-10-6) + Phenyltrichlorosilane (98-13-5) → 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

Conditions	Yield
In pyridine
In pyridine

Phenyltrichlorosilane (98-13-5) → 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 4-methoxy-phenol / hexane / 4 h / 70 °C 1.2: 0.5 h 2.1: ammonium trifluoromethanesulfonate; 4-methoxy-phenol / 8 h / 60 °C View Scheme

Trimethylsilanol (1066-40-6) + phenylsilane (694-53-1) → C9H16OSi2 + 1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane (2116-84-9)

Conditions	Yield
With sodium triethylborohydride In tetrahydrofuran at 20℃; for 12h; Catalytic behavior; Inert atmosphere; Schlenk technique; Glovebox;	A 55 %Spectr. B 30 %Spectr.

Upstream product

• 18027-10-6 sodium trimethylsilanolate 
• 98-13-5 Phenyltrichlorosilane 
• 993-07-7 trimethylsilan 
• 1066-40-6 Trimethylsilanol 
• 694-53-1 phenylsilane 
• 13688-55-6 trimethylsilyl acrylate 
• 17938-35-1 phenyltriallyloxysilane 
• 75-77-4 chloro-trimethyl-silane 
• 2996-92-1 phenyl trimethylsiloxane 
• 3047-74-3 phenylsilanetriol 
• 34136-85-1 1,1,1-trimethyl-3-phenyl-3,3-difluorodisiloxane 

Relevant articles and documents

Method for synthesize aryltris (tri-R-siloxanyl) silane

The invention relates to the technical field of organic chemistry. In order to solve the problem of complex steps in the process of synthesizing aryltris (tri-R-siloxanyl) silane,the invention provides a method for synthesizing aryltris (tri-R-siloxanyl) silane. An organic solvent is used as solvent, trialkylsilane and hydrogen peroxide react for 1-2 hours, then triethylamine and aryltrichlorosilane are respectively added, and the mixture is allowed to react for 1-5 hours, organic phase is filtered and concentrated to obtain aryltris (tri-R-siloxanyl) silane. The method adopts one pot reaction, which has the advantages of mild conditions, high yield and high product purity, and the process is simple.

Synthetic method of allyl acrylate

The invention discloses a new synthetic method of allyl acrylate. According to the method, an organic silicon monomer with functional groups is used, and the allyl acrylate is prepared under the soft reaction condition. The synthetic method of the allyl acrylate includes three steps that (1) acryloxytrimethylsilane is synthesized; (2) allyloxy silane is synthesized; and (3) the acryloxytrimethylsilane and the allyloxy silane are mixed. According to the raw materials used in a reaction, chlorine elements are fully converted into inorganic salt, low-boiling-point chloride like phosphorus trichloride is not used, and it is guaranteed that the chlorine elements are not contained in a prepared product; reaction conditions are soft, and the requirement for the equipment is not high; purification is easy, boiling points of all components are large in difference, and reduced pressure distillation separation is easy; water washing is not needed, and amplification is easy; and trifluoromethanesulfonic acid serves as a catalyst, the high acidity is achieved, and double bonds cannot be damaged.

In a method of manufacturing a condition anhyride silanolated

PROBLEM TO BE SOLVED: To provide a method capable of synthesizing silanol under an anhydrous condition and a mild condition, adapting to substrates having various substituents, and producing siloxanes freely at an excellent yield, while having high structure controllability.SOLUTION: By a hydrogen addition reaction in which benzyloxy-substituted silanes are used as a silanol precursor, and a metal in the group 9 or 10 on the periodic table or a metal compound is used as a catalyst, corresponding silanols can be produced safely and easily at a high yield under an anhydrous condition and a mild condition, and especially object silanols can be isolated easily by using a carbon-carrying catalyst.