تری کلرواستونیتریل 25 گرمی کد A10565 ساخت شرکت آلفاایسر آلمان
CAS: 545-06-2 MDL: MFCD00001842  EINECS: 208-885-7
UN#:UN3276
Hazard Class:6.1
Packing Group:III
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Chemical Properties

Formula: C2Cl3N  Boiling point: 85-86°
Formula weight: 144.39  Density: 1.44
Melting point: -44° Refractive Index: 1.4410

Literature References

The combination with PPh3 is superior to the popular CCl4-PPh3 system for conversion of carboxylic acids to acyl chlorides: Tetrahedron Lett., 40, 5323 (1999). It also converts allylic alcohols to the corresponding chlorides: Russ. J. Org. Chem., 31, 1019 (1995).

In the presence of a base, e.g DBU, reacts with alcohols to form trichloroacetimidates, which are a useful means of protection, readily cleaved by TsOH/MeOH, DBU/MeOH or Zn/NH4Cl: Synlett, 753(1999). These imidates are activated towards displacement by nucleophiles. Glycosyl imidates, formed in the presence of a base such as K2CO3 or DBU, are widely applied as glycosyl donors in oligosaccharide synthesis. Reaction with the free OH of the glycosyl acceptor occurs under mild conditions, promoted by a Lewis acid, e.g. BF3 etherate or TMS-OTf, to form, respectively, either the ß- or ɑ-glycoside as the major product: Angew. Chem. Int. Ed., 25, 212 (1986). For reviews, see: Chem. Rev., 93, 1503 (1993); Adv. Carbohydr. Chem. Biochem., 50, 21 (1994); Contemp. Org. Synth., 3, 173 (1996). The imidates of allylic alcohols, prepared using NaH, or, more conveniently, KOH under phase-transfer conditions: Tetrahedron Lett., 37, 1481 (1996), undergo a [3,3]-sigmatropic rearrangement to derivatives of allylamines: J. Am. Chem. Soc., 96, 597 (1974); 98, 2901 (1976). For an example, see: Org. Synth. Coll., 6, 507 (1988). Review: Acc. Chem. Res., 13, 218 (1980):

Aromatic aldoximes are dehydrated to nitriles by a similar cyclic mechanism: J. Org. Chem., 38, 2241 (1973).

Reacts with hydrogen peroxide, to give, in situ, peroxytrichloroacetamidic acid, a reagent for the epoxidation of alkenes under essentially neutral conditions: J. Org. Chem., 48, 888 (1983).

For a review of the chemistry of trichloroacetonitrile, see: Heterocycles, 43, 1083 (1996).


Other References

Merck: 14,9628
Beilstein: 605572
UN#: UN3276
Harmonized Tariff Code:   2926.90

GHS Hazard and Precautionary Statements

Hazard Statements : H301-H311-H331-H411

Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled. Toxic to aquatic life with long lasting effects.

Precautionary Statements : P261-P301+P310-P361-P302+P352-P405-P501A

Avoid breathing dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Remove/Take off immediately all contaminated clothing. IF ON SKIN: Wash with plenty of soap and water. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

ToxicDangerous for the environment

Risk & Safety

Risk Phrases: 23/24/25-51/53
Toxic by inhalation, in contact with skin and if swallowed. Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.

Safety Phrases: 45-61
In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Avoid release to the environment. Refer to special instructions/Safety data sheets
Toxic Dangerous for the environment
TSCA: Yes
RTECS: AM2450000
 


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