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Pentamethylsilylamine

HCID 74965
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
18135-05-2
Standard SMILES
CN(C)[Si](C)(C)C
InChIKey
KAHVZNKZQFSBFW-UHFFFAOYSA-N
Molecular formula
C5H15NSi
Average molar mass
117.26 g/mol
Monoisotopic mass
117.09737601

Names & identifiers

Preferred name
Pentamethylsilylamine
IUPAC
N-methyl-N-trimethylsilylmethanamine
English name
N,N-Dimethyltrimethylsilylamine
Molecular formula
C5H15NSi
Molecular weight
117.26

Names & synonyms

2083-91-2N,N-DimethyltrimethylsilylamineN,N-DimethylaminotrimethylsilaneN-(Trimethylsilyl)dimethylaminePentamethylsilylamineSilanamine, pentamethyl-(Dimethylamino)trimethylsilaneTMSDMAN-methyl-N-trimethylsilylmethanamineSilanamine, N,N,1,1,1-pentamethyl-N,N,1,1,1-pentamethylsilanamineDimethylaminotrimethylsilane
Show more names
DK204CD5400pentamethyl-silanaminpentamethyl-SilanamineSilanamine,pentamethyl-
R5D6N5EJ26DTXSID7062168EINECS 218-222-3EINECS 242-020-4n,n-dimethyl-n-(trimethylsilyl)amineN,N-Dimethyl-1-(trimethylsilyl)amineN,N-DIMETHYL(TRIMETHYLSILYL)AMINEMethanamine, N-methyl-1-(trimethylsilyl)-

Database identifiers

CAS
18135-05-2、2083-91-2
PubChem CID
74965
DTXSID
DTXSID7062168
UNII
R5D6N5EJ26
EC Number
218-222-3
Nikkaji
J43.464G

Properties

Computed structural properties

Topological polar surface area
3.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
7
Formal charge
0
Complexity
53.6

Experimental & physicochemical properties

Chemical ClassesMetals -> Metalloid Compounds (Silicon)
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Physical DescriptionClear colorless liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
0 °C · <0°C
Boiling point
84 °C · 84 °C (lit.)
Density
0.732 g/mL · 0.732 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.397(lit.)
Flash point
3 °F · −3 °F
storage temp.
Flammables area
form
clear liquid
pka
10.77 · 10.77±0.70(Predicted)
Specific Gravity
0.74 · 0.74
color
Colorless to Light yellow

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P223, P231+P232, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 139 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 24-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34239

Dimethylaminotrimethylsilane: HSNO Approval: HSR004445 Approved with controls

Hazards SummaryCauses burns; Inhalation may cause corrosive injuries to upper respiratory tract; [Sigma-Aldrich MSDS] See Hexamethyldisilazane and Bis(dimethylamino)dimethylsilane.
Hazard Classes and CategoriesFlam. Liq. 2 (100%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F
1-10
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationSilanamine, N,N,1,1,1-pentamethyl-: ACTIVE
Applications · 1 item

UsesN,N-Dimethyltrimethylsilylamine was used in the synthesis of phosphoramidite. It was also employed as a reagent in the preparation of iminium salts and amides as well as for the silylation of polymers. A combination of N-(trimethylsilyl)dimethylamine and MeI was also effective to give p-methylbenzoic acid with a 85% yield based on 90% conversion from the corresponding Me ester. DETA has been treated with N-(trimethylsilyl)-dimethylamine to yield mono-, di- and tri- silylated derivatives

Upstream & downstream products

Upstream raw materials

DimethylamineHexamethyldisilazaneN,N,N',N'-TETRAMETHYLDIAMINOMETHANEChlorotrimethylsilane

Downstream products

Hexamethylphosphorous triamideDIMETHYLPHOSPHORAMIDOUS DICHLORIDEdimethylnitramineDIMETHYLDIFLUOROSILANETRIMETHYLSILYL TRIFLUOROACETATE

Suppliers

Related reactions

5 records
New reaction record
HRID 1237455 reaction equation
HRID 1237455As reactantTraining data from https://doi.org/10.1039/C8SC04228D (5/10)
HRID 1758576 reaction equation
HRID 1758576As reactantuspto-grants-1983_02
HRID 2116864 reaction equation
HRID 2116864As reactantuspto-grants-2008_10
HRID 2116866 reaction equation
HRID 2116866As reactantuspto-grants-2008_10
HRID 2285801 reaction equation
HRID 2285801As reactantuspto-grants-1982_04

Compound notes

Loading…

On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Water Solubility
Decomposition
Hydrolytic Sensitivity
7 · 7: reacts slowly with moisture/water
Sensitive
Moisture Sensitive
BRN
1731861 · 1731861
InChI
1S/C5H15NSi/c1-6(2)7(3,4)5/h1-5H3
InChIKey
KAHVZNKZQFSBFW-UHFFFAOYSA-N
SMILES
CN(C)[Si](C)(C)C
CAS DataBase Reference
2083 · 2083-91-2(CAS DataBase Reference)
FDA UNII
5 D6N5EJ26 · R5D6N5EJ26
NIST Chemistry Reference
Dimethylamino(trimethyl)silane(2083-91-2)
EPA Substance Registry System
Silanamine, pentamethyl- (2083-91-2)
UNSPSC Code
26111700 · 26111700
NACRES
22 · NA.22
Symbol(GHS)
2 · GHS02,GHS05
Signal word
Danger
Hazard statements
225 · H225-H260-H314
Precautionary statements
210 · P210-P223-P231+P232-P280-P303+P361+P353-P305+P351+P338
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes
F,C
Risk Statements
11 · 11-34
Safety Statements
16 · 16-26-36/37/39-45
RIDADR
2733 · UN 2733 3/PG 2
WGK Germany
3 · 3
F
1 · 1-10
TSCA
TSCA listed
HazardClass
3 · 3
PackingGroup
II
HS Code
29319090 · 29319090
Storage Class
4.3 · 4.3 - Hazardous materials which set free flammable gases upon contact with water
Hazard Classifications
1 Flam · Eye Dam. 1Flam. Liq. 2Skin Corr. 1BWater-react 1
REACH Registrations
Active
ridadr
UN 2733 3/PG 2
hs_code
29319090
risk_code
11-34
Signal word
Danger
Symbol(GHS)
GHS02,GHS05
hazard_code
F,C
safety_code
16-26-36/37/39-45
hazard_class
3
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
packing_group
II
Hazard statements
H225-H260-H314
REACH Registrations
Active
Hazard Classifications
Eye Dam. 1Flam. Liq. 2Skin Corr. 1BWater-react 1
Precautionary statements
P210-P223-P231+P232-P280-P303+P361+P353-P305+P351+P338
100 total
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