ChemicalBook > CAS DataBase List > (TRIMETHYLSILYL)DIAZOMETHANE

(TRIMETHYLSILYL)DIAZOMETHANE

Product Name
(TRIMETHYLSILYL)DIAZOMETHANE
CAS No.
18107-18-1
Chemical Name
(TRIMETHYLSILYL)DIAZOMETHANE
Synonyms
TMSCHN2;TMS-DIAZOMETHANE;(DIAZOMETHYL)TRIMETHYLSILANE;(trimethylsilyl)diazomethanesolution;2.0 M in hexanes;ACROS Organics™TriMethylsilyl)diazoMethan;iazomethyl(trimethyl)silane;(TRIMETHYLSILYL)DIAZOMETHANE;Diazo(trimethylsilyl)methane
CBNumber
CB9432840
Molecular Formula
C4H10N2Si
Formula Weight
114.22
MOL File
18107-18-1.mol
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(TRIMETHYLSILYL)DIAZOMETHANE Property

Boiling point:
96 °C
Density 
0.773 g/mL at 25 °C
refractive index 
1.4362
Flash point:
−31 °F
storage temp. 
Refrigerator
solubility 
Sol most organic solvents; insol H2O.
form 
Solution
color 
White
Water Solubility 
Immiscible with water. Miscible with organic solvents.
Sensitive 
Moisture & Light Sensitive
BRN 
1902903
Stability:
Shock Sensitive
CAS DataBase Reference
18107-18-1(CAS DataBase Reference)
EPA Substance Registry System
Silane, (diazomethyl)trimethyl- (18107-18-1)
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Safety

Hazard Codes 
F+,Xn,N,F,T,T+
Risk Statements 
12-19-22-66-67-65-62-51/53-48/20-38-11-23-39/26-26-45
Safety Statements 
9-16-29-33-36/37-61-62-45-28-53
RIDADR 
UN 1208 3/PG 2
WGK Germany 
3
10
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29270000
Hazardous Substances Data
18107-18-1(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H330Fatal if inhaled

H331Toxic if inhaled

H336May cause drowsiness or dizziness

H350May cause cancer

H361Suspected of damaging fertility or the unborn child

H370Causes damage to organs

H373May cause damage to organs through prolonged or repeated exposure

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
T1146
Product name
Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)
Packaging
10mL
Price
$105
Updated
2024/03/01
TCI Chemical
Product number
T1146
Product name
Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)
Packaging
25mL
Price
$210
Updated
2024/03/01
Alfa Aesar
Product number
H26744
Product name
(Trimethylsilyl)diazomethane, 2M in hexanes
Packaging
25ml
Price
$204
Updated
2021/12/16
Alfa Aesar
Product number
H26744
Product name
(Trimethylsilyl)diazomethane, 2M in hexanes
Packaging
5ml
Price
$62.2
Updated
2021/12/16
Sigma-Aldrich
Product number
527254
Product name
(Trimethylsilyl)diazomethane solution
Purity
2.0 M in diethyl ether
Packaging
1l
Price
$3240
Updated
2023/01/07
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(TRIMETHYLSILYL)DIAZOMETHANE Chemical Properties,Usage,Production

Chemical Properties

clear yellow solution

Physical properties

bp 96 °C/775 mmHg; nD/25 1.4362.2

Uses

Trimethylsilyldiazomethane is used as one-carbon homologation reagent; stable, safe substitute for diazomethane;participating in the synthesis reactions of insertion reactions;ketenylation reactions;preparation of homoallylic sulfides;pericyclic reactions;[C-N-N] 1,3-dipole for the preparation of azoles.

Uses

(Trimethylsilyl)diazomethane is used as an analyte in the determination of some phenolic organohalogens in human serum by GC-MS.

Uses

Reactant for preparation of: &bull Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity &bull Aigialomycin D analogues as protein kinase inhibitors for cancer treatment &bull Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction &bull Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates &bull Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity &bull Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach &bull Ent-kaurene derivatives as anti-inflammatory agents &bull Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint &bull Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors

Preparation

Trimethylsilyldiazomethane is prepared by the diazo-transfer reaction of trimethylsilylmethylmagnesium chloride with diphenyl phosphorazidate (DPPA) (eq 1).

General Description

(Trimethylsilyl)diazomethane is considered as a non-explosive substitute to diazomethane for the homologation of carbonyl derivatives, mainly ketones, via reactions such as Tiffeneau-Demjanov rearrangement.

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View Lastest Price from (TRIMETHYLSILYL)DIAZOMETHANE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
(Trimethylsilyl)diazomethane solution 2.0 M in diethyl ether 18107-18-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
(TRIMETHYLSILYL)DIAZOMETHANE 18107-18-1
Price
US $1.00/KG
Min. Order
1G
Purity
99%
Supply Ability
100kg
Release date
2018-08-12

18107-18-1, (TRIMETHYLSILYL)DIAZOMETHANERelated Search:


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  • ACROS Organics&trade
  • ca. 30% in Hexane, ca. 2mol/L)
  • 2.0 M in hexanes
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  • 18107-18-1
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  • Synthetic Reagents
  • C-X Bond Formation (Non-Halogen)
  • Si-(C)4 Compounds