D(+)-10-Camphorsulfonyl chloride

Synonym(s):(+)-Camphor-10-sulfonyl chloride;(1S)-Camphor-10-sulfonic acid chloride

CAS NO.：21286-54-4
Empirical Formula: C10H15ClO3S
Molecular Weight: 250.74
MDL number: MFCD00064156
EINECS: 244-314-8
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-28 16:27:48

D(+)-10-Camphorsulfonyl chloride Structural

What is D(+)-10-Camphorsulfonyl chloride?

Chemical properties

white to light yellow crystal powde

The Uses of D(+)-10-Camphorsulfonyl chloride

As a useful synthetic intermediate, D(+)-10-Camphorsulfonyl chloride can be used for asymmetric hydroxylation

The Uses of D(+)-10-Camphorsulfonyl chloride

A chiral derivative of Camphor.

What are the applications of Application

(1S)-(+)-10-Camphorsulfonyl Chloride is a chiral derivative of Camphor

Purification Methods

If free from OH bands in the IR, then recrystallise it from Et2O or pet ether; otherwise treat it with SOCl2 at 50o for 30minutes, evaporate, dry the residue over KOH in a vacuum and recrystallise it. The (±)-acid chloride has m 85o [Bartlett & Knox Org Synth 45 14 1965]. Itis characterised as the amide (prisms from EtOH) m 132o, [ ] 17 (+) and (-) 1.5o (EtOH). On repeated recrystallisation from EtOH the anilide has m 120.5-121o, [] 25 +76o (c 1, CHCl3). [Read & Storey J Chem Soc 2761 1930, Sutherland & Shriner J Am Chem Soc 58 62 1936, Halterman et al. J Am Chem Soc 109 8105 1987, Bartlet & Knox Org Synth 45 55 1945, Beilstein 11 IV 650.]

Properties of D(+)-10-Camphorsulfonyl chloride

Melting point:	67-68 °C
Boiling point:	349.4±15.0 °C(Predicted)
alpha	33 º (c=1, CHCl3 22 ºC)
Density	1.2078 (estimate)
refractive index	32 ° (C=1, CHCl3)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
solubility	Chloroform (Slightly), Ethyl Acetate (Slightly)
form	Crystalline Powder
color	Off-white to beige
optical activity	[α]22/D +33°, c = 1 in chloroform
Sensitive	Moisture Sensitive
BRN	3205974
CAS DataBase Reference	21286-54-4(CAS DataBase Reference)
NIST Chemistry Reference	(+)-Camphor-10-sulfonyl chloride(21286-54-4)

Safety information for D(+)-10-Camphorsulfonyl chloride

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05
GHS Hazard Statements	H314:Skin corrosion/irritation
Precautionary Statement Codes	P260:Do not breathe dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.