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542-88-1

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Basic Information
CAS No.: 542-88-1
Name: BIS(CHLOROMETHYL)ETHER
Article Data: 61
Molecular Structure:
Molecular Structure of 542-88-1 (BIS(CHLOROMETHYL)ETHER)
Formula: C2H4 Cl2 O
Molecular Weight: 114.959
Synonyms: Ether,bis(chloromethyl) (6CI,7CI,8CI); Methane, oxybis[chloro- (9CI); BCME;Bis(chloromethyl) ether; Chloromethyl ether; Dichlorodimethyl ether;Monochloromethyl ether; Oxybis[chloromethane]; sym-Dichloromethyl ether; a,a'-Dichlorodimethyl ether
Density: 1.267g/cm3
Melting Point: 171℃
Boiling Point: 106°Cat760mmHg
Flash Point: 74.9°C
Hazard Symbols: A carcinogen. Toxic by ingestion. TLV: 0.001 ppm.
Risk Codes: R10; R36/37/38; R40; R26; R24; R22; R45
Safety: Confirmed human carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by inhalation, ingestion, and skin contact. Human systemic effects by inhalation: irritation of the conjunctiva, unspecified nasal and respiratory effects. Human mutation data reported. A dangerous fire hazard. When heated to decomposition it emits very toxic fumes of Cl. See also ETHERS.

Analytical Methods:

   

For occupational chemical analysis use OSHA: #10.

PSA: 9.23000
LogP: 1.39560
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Chemistry

Molecular Formula: C2H4Cl2O
Molar mass: 114.96 g/mol
EINECS: 208-832-8
Density: 1.609 g/cm3
Flash Point: 73 °C
Index of Refraction: 1.478
Boiling Point: 182.4 °C at 760 mmHg
Vapour Pressure: 1.1 mmHg at 25°C
Appearance: Colorless liquid
Solubility: With ethanol, ethyl ether immiscibility. With water down into Hydrogen chloride and Formaldehyde
Product categories of Bis(chloromethyl)ether (542-88-1): Organics;Pharmacetical
Structure of Bis(chloromethyl)ether (542-88-1):

XLogP3-AA: 1.5
H-Bond Donor: 0
H-Bond Acceptor: 1
Systematic Name: Dichloro-(dichloromethoxy)methane 
SMILES: ClC(Cl)OC(Cl)Cl 
InChI: InChI=1/C2H2Cl4O/c3-1(4)7-2(5)6/h1-2H 
InChIKey: HKYGSMOFSFOEIP-UHFFFAOYAJ 
Std. InChI: InChI=1S/C2H2Cl4O/c3-1(4)7-2(5)6/h1-2H 
Std. InChIKey: HKYGSMOFSFOEIP-UHFFFAOYSA-N

Uses

 Bis(chloromethyl)ether (542-88-1) has been used for the intermediate of  the drug Elimination tumor mustard , Eight nitrogen paraxylene ether , and Pairs of PAM ;and  is also the intermediate of Vitamin B2 (Synthesis of 3,4 - Dimethyl aniline raw materials).

Production

By chlorination of Paraformaldehyde .

Toxicity Data With Reference

1.    

otr-ham:kdy 80 µg/L

    BJCAAI    British Journal of Cancer. 37 (1978),873.
2.    

mma-sat 20 µg/plate

    BJCAAI    British Journal of Cancer. 37 (1978),873.
3.    

dns-hmn:fbr 160 µg/L

    TXCYAC    Toxicology. 21 (1981),151.
4.    

dns-mus-skn 360 µmol/kg/L

    CNREA8    Cancer Research. 33 (1973),769.
5.    

ihl-man TCLo:3 ppm:EYE

    TJSGA8    Tijdschrift Voor Sociale Geneeskunde. 51 (1973),596.
6.    

ihl-man LCLo:100 ppm/3M:PUL

    TJSGA8    Tijdschrift Voor Sociale Geneeskunde. 51 (1973),596.
7.    

orl-rat LD50:210 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.
8.    

ihl-rat LC50:7 ppm/7H

    AEHLAU    Archives of Environmental Health. 30 (1975),61.
9.    

ihl-mus LC50:25 mg/m3/6H

    AEHLAU    Archives of Environmental Health. 22 (1971),663.
10.    

skn-rbt LD50:280 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.
11.    

i

Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 1 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 7 (1987),p. 131.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 4 (1974),p. 231.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 4 (1974),p. 231.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Community Right-To-Know List. EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Safety Profile

Confirmed human carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by inhalation, ingestion, and skin contact. Human systemic effects by inhalation: irritation of the conjunctiva, unspecified nasal and respiratory effects. Human mutation data reported. A dangerous fire hazard. When heated to decomposition it emits very toxic fumes of Cl. See also ETHERS.
 

Hazard Codes: T+
Risk Statements:
10:  Flammable
22:  Harmful if swallowed
24:  Toxic in contact with skin
25:  Toxic if swallowed
26:  Very Toxic by inhalation
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
40:  Limited evidence of a carcinogenic effect
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
53:  Avoid exposure - obtain special instruction before use

Standards and Recommendations

OSHA PEL: OSHA: Cancer Suspect Agent
ACGIH TLV: TWA 0.001 ppm; Confirmed Human Carcinogen
DFG MAK: Human Carcinogen
DOT Classification:  6.1; Label: Poison

Analytical Methods

For occupational chemical analysis use OSHA: #10.

Specification

 Bis(chloromethyl)ether (542-88-1) also can be called Dichloromethyl ether ; Chloromethyl ether ; Dibutylene tetrafurfural  ; Oxybis(chloromethane) ; alpha,alpha-Dichloromethyl ether ;and Ether, bis(dichloromethyl) .