CAS 18297-63-7 1,3-Bis(trimethylsilyl)urea (HCID 87562)

Names & identifiers

Preferred name: 1,3-Bis(trimethylsilyl)urea
IUPAC: 1,3-bis(trimethylsilyl)urea
English name: 1,3-Bis(trimethylsilyl)urea
Molecular formula: C7H20N2OSi2
Molecular weight: 204.42

Names & synonyms

1,3-Bis(trimethylsilyl)ureaN,N'-Bis(trimethylsilyl)ureaUrea, N,N'-bis(trimethylsilyl)-Urea, 1,3-bis(trimethylsilyl)-Urea, bis-TMSUrea, di-TMSUrea, 2TMS derivativeEINECS 242-177-9N,N'-Di(trimethylsilyl)ureaN1,N2-Bis(trimethylsilyl)ureaDTXSID7066358EC 242-177-9

Show more names

BSUUrea, TMSHexamethyldisilureaHexamethyldisiluronHexamethyl disilaureaBIS(TRIMETHYLSILYL)UREA1,3-Bis(trimethylsilyl)Hexamethyldisilazaneurea

Bis(trimethylsilyl) derivative of UreaRefChem:72529n,n'bis(trimethylsilyl)ureaN1,N2Bis(trimethylsilyl)ureaUrea, 1,3bis(trimethylsilyl)Urea, N,N'bis(trimethylsilyl)DTXCID0035823242-177-9

Database identifiers

CAS: 18297-63-7
PubChem CID: 87562
DTXSID: DTXSID7066358
UNII: HDY25992GZ
EC Number: 242-177-9
Nikkaji: J60.882C

Properties

Computed structural properties

Topological polar surface area: 41.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 151

Experimental & physicochemical properties

Chemical ClassesMetals -> Metalloid Compounds (Silicon)

Physical DescriptionSolid; [IUCLID] White or yellow solid; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 219 · 219-221 °C(lit.)
Boiling point: 222 °C · 222°C
Density: 0.887 · 0.887
vapor pressure: 0.002 · 0.002-1850Pa at 25℃
Flash point: 65 °C · 65°C
storage temp.: Inert atmosphere,Room Temperature
solubility: 100 mg/mL, · pyridine: soluble100mg/mL, clear to slightly hazy, colorless to light yellow
form: solid
pka: 16.51 · 16.51±0.46(Predicted)
color: White to Almost white
Water Solubility: Reacts with water.
Hydrolytic Sensitivity: 7 · 7: reacts slowly with moisture/water
Sensitive: Moisture Sensitive
BRN: 1937452 · 1937452
InChI: 1S/C7H20N2OSi2/c1-11(2,3)8-7(10)9-12(4,5)6/h1-6H3,(H2,8,9,10)
InChIKey: MASDFXZJIDNRTR-UHFFFAOYSA-N
SMILES: C[Si](C)(C)NC(=O)N[Si](C)(C)C
LogP: -2.11 · -2.11-2.72 at 20℃
CAS DataBase Reference: 18297 · 18297-63-7(CAS DataBase Reference)
NIST Chemistry Reference: Urea, n,n'-bis(trimethylsilyl)-(18297-63-7)
EPA Substance Registry System: N,N'-Bis(trimethylsilyl)urea (18297-63-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02
Signal word: Danger
Hazard statements: 228 · H228
Precautionary statements: 210 · P210
PPE: 3 · Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: F,Xn
Risk Statements: 11 · 11-36/37/38-20/21/22
Safety Statements: 14 · 14-16-24/25-36-26
RIDADR: 1325 · UN 1325 4.1/PG 2
WGK Germany: 3 · 3
F: 3 · 3-10-21
TSCA: TSCA listed
HS Code: 29310095 · 29310095
Storage Class: 4.1 B · 4.1B - Flammable solid hazardous materials
Hazard Classifications: 1 · Flam. Sol. 1
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H228 (91.1%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P280, and P370+P378 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: Urea, N,N'-bis(trimethylsilyl)-

Status: Active Update: 16-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/32791

Urea, N,N'-bis(trimethylsilyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryHighly flammable; Slowly decomposed by moist air; No mortality observed in lethal-concentration studies of rats at the highest achievable concentration; [IUCLID] Reacts with water; An irritant; [Alfa Aesar MSDS] See Urea.

Hazard Classes and CategoriesFlam. Sol. 1 (91.1%)

Toxicology

Toxicity DataLC50 (rat) > 2,200 mg/m3/4hr

Safety data

F: 3-10-21
PPE: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
tsca: TSCA listed
ridadr: UN 1325 4.1/PG 2
hs_code: 29310095
risk_code: 11-36/37/38-20/21/22
Signal word: Danger
Symbol(GHS): GHS02
hazard_code: F,Xn
safety_code: 14-16-24/25-36-26
Storage Class: 4.1B - Flammable solid hazardous materials
Hazard statements: H228
REACH Registrations: Active
Hazard Classifications: Flam. Sol. 1
Precautionary statements: P210

Chemistry & industry

Uses & manufacturing

UsesUsed as an on-site intermediate; [IUCLID]

General Manufacturing InformationUrea, N,N'-bis(trimethylsilyl)-: ACTIVE

Applications · 2 items

General DescriptionSilazane is any hydride of silicon and nitrogen having a straight or branched chain of silicon and nitrogen atoms joined by covalent bonds. By extension, the word is also used for any organic derivative of such compounds. They are analogous to siloxanes, with -NH- replacing -O-. Their individual name is dependent on the number of silicon atoms in the chemical structure. 1,3-Bis(trimethylsilyl)urea is an effective silylating agent. It is used in the pharmaceutical and in the chemical industry.

UsesN,N'-Bis(trimethylsilyl)urea is used as a reagent for the silylation of alcohols and carboxylic acids.