Dimethylthexylsilyl chloride (HCID 144239)

Names & identifiers

Preferred name: Dimethylthexylsilyl chloride
IUPAC: chloro-(2,3-dimethylbutan-2-yl)-dimethylsilane
English name: DIMETHYLTHEXYLSILYL CHLORIDE
Molecular formula: C8H19ClSi
Molecular weight: 178.78

Names & synonyms

67373-56-2Dimethylthexylsilyl chlorideThexyldimethylchlorosilaneDTXSID70217729RefChem:134385DTXCID70140220KIGALSBMRYYLFJ-UHFFFAOYSA-NChloro(dimethyl)thexylsilanechloro(2,3-dimethylbutan-2-yl)dimethylsilanechloro-(2,3-dimethylbutan-2-yl)-dimethylsilaneThexyldimethylsilyl chlorideChlorodimethyl(1,1,2-trimethylpropyl)silane

Show more names

TDSCLChloro(dimethyl)thexylsilane 95%TDSCIDK359ThexyldimethylsilylchloridChlorothexyldimethylsilanen-diMethylhexylchlorosilane

MFCD00012175dimethylthexylsilylchlorideDimethyl-thexylchlorosilanetds-clDimethyl-(2,3-dimethyl-2-butyl)chlorosilaneSilane, chlorodimethyl(1,1,2-trimethylpropyl)-chlorodimethylthexylsilanethexyl-dimethylchlorosilane

Database identifiers

CAS: 67373-56-2
PubChem CID: 144239
DTXSID: DTXSID70217729
EC Number: 629-449-6
Nikkaji: J364.546K

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 2
Heavy atoms: 10
Formal charge: 0
Complexity: 116

Experimental & physicochemical properties

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum

Physicochemical properties

Melting point: 15 °C · 15 °C
Boiling point: 55 · 55-56 °C10 mm Hg(lit.)
Density: 0.909 g/mL · 0.909 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.449(lit.)
Flash point: 125 °F · 125 °F
storage temp.: 2 · Sealed in dry,2-8°C
solubility: 2 Cl2 · sol in THF, DMF, CH2Cl2.
form: clear liquid
color: Colorless to Almost colorless
Specific Gravity: 0.911 · 0.911
Hydrolytic Sensitivity: 8 · 8: reacts rapidly with moisture, water, protic solvents
Sensitive: Moisture Sensitive
BRN: 3647960 · 3647960
InChI: 1S/C8H19ClSi/c1-7(2)8(3,4)10(5,6)9/h7H,1-6H3
InChIKey: KIGALSBMRYYLFJ-UHFFFAOYSA-N
SMILES: CC(C)C(C)(C)[Si](C)(C)Cl
CAS DataBase Reference: 67373 · 67373-56-2(CAS DataBase Reference)
UNSPSC Code: 12352001 · 12352001
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS05
Signal word: Danger
Hazard statements: 226 · H226-H314
Precautionary statements: 210 · P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 10 · 10-34-37
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 2986 · UN 2986 8/PG 2
WGK Germany: 3 · 3
F: 10 · 10-21
TSCA: No
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29319090 · 29319090
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 Skin · Flam. Liq. 3Skin Corr. 1B

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

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

Aggregated GHS information provided per 44 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationSilane, chlorodimethyl(1,1,2-trimethylpropyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

F: 10-21
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
tsca: No
ridadr: UN 2986 8/PG 2
hs_code: 29319090
risk_code: 10-34-37
Signal word: Danger
Symbol(GHS): GHS02,GHS05
hazard_code: C
safety_code: 26-36/37/39-45
hazard_class: 8
Storage Class: 3 - Flammable liquids
packing_group: II
Hazard statements: H226-H314
Hazard Classifications: Flam. Liq. 3Skin Corr. 1B
Precautionary statements: P210-P233-P240-P280-P303+P361+P353-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesProtecting reagent for alcohols and other functional groups. Employed in the synthesis of silicon naphthocyanine and cyclodextrin derivatives, which are useful as antitumor dyes and chiral stationary phases, respectively.

UsesSilylating reagent for the protection of 1 and 2 alcohols and N-silylation of amines and amides; used in the preparation of thexyldimethylsilyl triflate; formation of α-silyl hydrazones; formylation of polyfluoroalkyl halides. Thexyldimethylsilyl chloride (TDS-Cl) was first introduced as a more easily prepared alternative to the more commonly used t-butyldimethylsilyl chloride for the protection of alcohols.

Preparation methods · 1 item

PreparationTo a mixture of dimethylchlorosilane (10 mL, 92 mmol) and AlCl3 (0.680 g, 5 mmol) at 25°Cwas added 2,3-dimethyl-2-butene (11 mL, 91 mmol). After stirring for 4 h at ambient temperature, the mixture was filtered and distilled to yield 15.2 g of TDS-Cl (93%).