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CAS RN: 18107-18-1 | Product Number: T1146

Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)

Purity:

Synonyms:

TMS-Diazomethane (ca. 10% in Hexane, ca. 0.6mol/L)

Product Documents:

Size	Unit Price	Philadelphia, PA	Portland, OR	Japan*
10ML	$100.00	Contact Us	5	≥80
25ML	$199.00	Contact Us	10	16
100ML	$623.00	Contact Us	18	≥100

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General Information plus

Product Number	T1146
Molecular Formula / Molecular Weight	C₄H₁₀N₂Si = 114.22
Physical State (20 deg.C)	Liquid
Storage Temperature	Refrigerated (0-10°C)
Store Under Inert Gas	Store under inert gas
Condition to Avoid	Light Sensitive,Moisture Sensitive,Heat Sensitive
Packaging and Container	100ML-DualSeal Bottle (View image), 10ML-DualSeal Bottle (View image), 25ML-DualSeal Bottle (View image)
CAS RN	18107-18-1
Reaxys Registry Number	956593
PubChem Substance ID	87576934
MDL Number	MFCD00053946

Specifications & Properties plus

Safety & Regulations plus

GHS

Pictogram
Signal Word	Danger
Hazard Statements	H314 : Causes severe skin burns and eye damage. H361 : Suspected of damaging fertility or the unborn child. H372 : Causes damage to organs through prolonged or repeated exposure. H335 : May cause respiratory irritation. H336 : May cause drowsiness or dizziness. H304 : May be fatal if swallowed and enters airways. H401 : Toxic to aquatic life. H225 : Highly flammable liquid and vapor.
Precautionary Statements	P501 : Dispose of contents/ container to an approved waste disposal plant. P273 : Avoid release to the environment. P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray. P270 : Do not eat, drink or smoke when using this product. P202 : Do not handle until all safety precautions have been read and understood. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P201 : Obtain special instructions before use. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P308 + P313 : IF exposed or concerned: Get medical advice/ attention. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P310 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P403 + P233 : Store in a well-ventilated place. Keep container tightly closed. P403 + P235 : Store in a well-ventilated place. Keep cool. P405 : Store locked up.

Related Laws:

Transport Information:

UN Number (DOT-AIR)	UN2924
Class (DOT-AIR)	3/8
Packing Group (TCI-A)	II
HS Number	2931.90.9010

Applications & Literature plus

Application

TCI Practical Example: Methyl Esterification of Carboxylic Acid Using TMS Diazomethane

Used Chemicals

Boc-D-Ser(Bzl)-OH [B1863]
Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L) [T1146]
Diethyl ether
Methanol

Procedure: To a stirred solution of Boc-D-Ser(Bzl)-OH (596 mg, 2.02 mmol) in Et₂O/MeOH (7:2, 18 mL) was added TMS-diazomethane (0.6 mol/L hexane solution, 4.0 mL, 2.4 mmol) dropwise for 5 min at 0 °C and the mixture was stirred at the same temperature. After 2 h, TMS-diazomethane (0.4 mL, 0.24 mmol) was added and stirred for further 3 h. The reaction mixture was allowed to warm to room temperature and concentrated in vacuo to give Boc-D-Ser(Bzl)-OMe (625 mg, 100%) as a pale brown oil.

Experimenter’s Comments: The reaction mixture was monitored by TLC (ethyl acetate:hexane = 3:1, Rf = 0.52).
Nitrogen gas evolution was observed when TMS-diazomethane was added dropwise.

Analytical Data

Boc-D-Ser(Bzl)-OMe

¹H NMR (400 MHz, CDCl₃); δ 7.36-7.26 (m, 5H), 5.40 (brd, J = 8.8 Hz, 1 H), 4.55 (d, J = 12.0 Hz, 1H), 4.48 (d, J = 12.0 Hz, 1H), 4.42 (td, J = 3.4, 9.2 Hz, 1H), 3.87 (dd, J = 3.2, 9.6 Hz, 1H), 3.74 (s, 3H), 3.68 (dd, J = 3.2, 9.2 Hz, 1H), 1.45 (s, 9H).

¹³C NMR (101 MHz, CDCl₃); δ 171.13, 155.43, 137.49, 128.35 (2C), 127.76, 127.52 (2C), 79.92, 73.14, 69.88, 53.91, 52.39, 28.25 (3C).

Other References

New Methods and Reagents in Organic Synthesis. 14. A Simple Efficient Preparation of Methyl Esters with Trimethylsilyldiazomethane (TMSCHN₂) and Its Application to Gas Chromatographic Analysis of Fatty Acids
- N. Hashimoto, T. Aoyama, T. Shioiri, Chem. Pharm. Bull. 1981, 29, 1475.

Application

Safe Methyl Esterification Reagent

Typical Procedure: To a solution of fatty acid (0.10 mmol) in 20% methanolic benzene (1 mL) is added trimethylsilyldiazomethane (ca. 10% in hexane) (0.5 mL) and stirred. The mixture is left for 30 min at room temperature and used for a GC sample.

References

Application

An Application for the Synthesis of Natural Product

References

1)Total Synthesis of Norzoanthamine
- M. Miyashita, M. Sasaki, I. Hattori, M. Sakai, K. Tanino, Science 2004, 305, 495.
2)Synthetic Studies of the Zoanthamine Alkaloids: The Total Syntheses of Norzoanthamine and Zoanthamine
- F. Yoshimura, M. Sasaki, I. Hattori, K. Komatsu, M. Sakai, K. Tanino, M. Miyashita, Chem. Eur. J. 2009, 15, 6626.

PubMed Literature

Articles/Brochures

GC Derivatization Reagents

Silicon Compounds

Alkylating Reagents for Ester Synthesis

TCIMAIL

[TCI Practical Example] Methyl Esterification of Carboxylic Acid Using TMS-Diazomethane

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Appearance	Light yellow to Yellow clear liquid
Concentration(Neutralization titration)	10.0 to 11.0 w/w%

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CAS RN: 18107-18-1 | Product Number: T1146

Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)

Used Chemicals

Procedure

Experimenter’s Comments

Analytical Data

Other References

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CAS RN: 18107-18-1 | Product Number: T1146

Trimethylsilyldiazomethane (ca. 10% in Hexane, ca. 0.6mol/L)

Used Chemicals

Procedure

Experimenter’s Comments

Analytical Data

Other References

References

References

Articles/Brochures

Safety Data Sheet (SDS)

Specifications

C of A & Other Certificates

Sample C of A

Analytical Charts

Other Documents

Product Categories

Chemicals by Class

Chemistry

Analytical Chemistry

Life Science

Chemicals by Class

Chemistry

Analytical Chemistry

Life Science