Benzenamine, 4,4'-methylenebis(2-chloro-

RTECS #

CY1050000

CAS #

101-14-4; 29371-14-0; 51065-07-7; 78642-65-6
See: NMAM or OSHA Methods

Updated

March 2019

Molecular Weight

267.17

Molecular Formula

C₁₃H₁₂Cl₂N₂

Synonyms

3,3'-Dichlor-4,4'-diaminodiphenylmethan (German)
3,3'-Dichloro-4,4'-diaminodifenilmetano (Italian)
3,3'-Dichloro-4,4'-diaminodiphenylmethane
4,4'-Diamino-3,3'-dichlorodiphenylmethane
4,4'-Methylene bis(2-chloroaniline)
4,4'-Methylene bis(2-chloroaniline) (ACGIH)
4,4'-Methylene(bis)-chloroaniline
4,4'-Methylenebis(2-chloroaniline)
4,4'-Methylenebis(o-chloroaniline)
4,4'-Methylenebis-2-chlorobenzenamine
4,4-Metilene-bis-O-cloroanilina (Italian)
Aniline, 4,4'-methylenebis(2-chloro-
Bis amine
Bis(3-chloro-4-aminophenyl)methane
Bis(4-amino-3-chlorophenyl)methane
Bis-amine A
Bisamine S
CL-Mda
Cuamine M
Cuamine MT
Curalin M
Curene 442
Cyanaset
Dacpm
Di(-4-amino-3-chlorophenyl)methane
Di-(4-amino-3-clorofenil)metano (Italian)
Diamet Kh
LD 813
MBOCA
Mboca
Methylene 4,4'-bis(o-chloroaniline)
Methylene-bis-orthochloroaniline
Millionate M
MOCA
p,p'-Methylenebis(alpha-chloroaniline)
p,p'-Methylenebis(o-chloroaniline)
Quodorole
RCRA waste number U158

Mutation Data and Reference

System Test	Route/Organism/Tissue	Dose	Reference
DNA Damage	/Bacillus subtilis	1 mg/disc	PMRSDJ 1,175,1981
DNA Damage	oral/mouse	600 mg/kg	MUREAV 440,1,1999
DNA Damage	lung/rat	31.2 µmol/L/20H	MUREAV 605,94,2006
DNA Damage	lung/human	3.9 µmol/L/20H	MUREAV 605,94,2006
DNA Damage	oral/rat	570 mg/kg	MUREAV 605,94,2006
DNA repair	/Escherichia coli	500 mg/L	PMRSDJ 1,195,1981
gene conversion and mitotic recombination	/Saccharomyes cerevisiae	100 mg/L	PMRSDJ 1,491,1981
micronucleus test	intraperitoneal/mouse	6400 µg/kg	PMRSDJ 1,686,1981
micronucleus test	lung/hamster	20 µmol/L/6H (-enzymatic activation step)	MUTAEX 26,709,2011
micronucleus test	lung/hamster	78 µmol/L/24H (-enzymatic activation step)	MUTAEX 26,709,2011
micronucleus test	lung/hamster	78 µmol/L/48H (-enzymatic activation step)	MUTAEX 26,709,2011
morphological transform	fibroblast/mouse	10 µg/L	JJIND8 67,1303,1981
morphological transform	embryo/rat	1 mg/L	JJIND8 67,1303,1981
morphological transform	embryo/hamster	2500 µg/L	AETODY 1,241,1980
morphological transform	kidney/hamster	80 µg/L	BJCAAI 37,873,1978
mutation in microorganisms	lymphocyte/mouse	5 mg/L (+enzymatic activation step)	EMMUEG 12(Suppl 13),103,1988
mutation in microorganisms	/Salmonella typhimurium	100 µg/plate (+enzymatic activation step)	PMRSDJ 1,261,1981
mutation in microorganisms	/Salmonella typhimurium	33 µg/plate (-enzymatic activation step)	ENMUDM 5(Suppl 1),3,1983
mutation in microorganisms	/Escherichia coli	100 µg/plate (+enzymatic activation step)	PMRSDJ 1,387,1981
mutation in microorganisms	/Salmonella typhimurium	100 mg/L/72H (+enzymatic activation step)	MUREAV 558,181,2004
phage inhibition capacity	/Escherichia coli	1 gm/L	PMRSDJ 1,224,1981
sex chromosome loss and nondisjunction	/Saccharomyes cerevisiae	50 mg/L	PMRSDJ 1,468,1981
sister chromatid exchange	ovary/hamster	500 µg/L	ENMUDM 7,1,1985
specific locus test	oral/Drosophila melanogaster	5 mmol/L/48H-continuous	MUREAV 211,279,1988
Unscheduled DNA Synthesis	liver/rat	10 µmol/L	MUREAV 204,683,1988
Unscheduled DNA Synthesis	liver/hamster	10 µmol/L	TXAPA9 58,231,1981
Unscheduled DNA Synthesis	liver/mouse	10 µmol/L	TXAPA9 58,231,1981
Unscheduled DNA Synthesis	liver/rabbit	10 µmol/L	CNREA8 43,3120,1983

Tumorigenic Data and References

Route/Organism	Dose	Effect	Reference
oral/rat	toxic dose: 27 gm/kg/79W- continuous	Tumorigenic: Equivocal tumorigenic agent by RTECS criteria Lung, Thorax, or Respiration: Tumors Liver: Tumors	NATWAY 58,578,1971
oral/rat	toxic dose: 27 gm/kg/78W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Liver: Tumors	TXAPA9 31,159,1975
oral/rat	toxic dose: 11 gm/kg/2Y- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Skin and Appendages: Tumors	JEPTDQ 2(1),149,1978
oral/rat	toxic dose: 8100 mg/kg/77W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Endocrine: Tumors	JEPTDQ 2(1),149,1978
oral/rat	toxic dose: 16 gm/kg/77W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Skin and Appendages: Tumors	JEPTDQ 2(1),149,1978
oral/rat	toxic dose: 27 gm/kg/65W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Skin and Appendages: Tumors	JEPTDQ 2(1),149,1978
oral/rat	toxic dose: 34 gm/kg/80W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Liver: Tumors	TXAPA9 31,159,1975
oral/rat	toxic dose: 21 gm/kg/60W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Skin and Appendages: Tumors	TXAPA9 31,159,1975
oral/rat	toxic dose: 24 gm/kg/57W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Liver: Tumors	TXAPA9 31,159,1975
oral/rat	lowest published toxic dose: 4050 mg/kg/77W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Skin and Appendages: Tumors	JEPTDQ 2(1),149,1978
subcutaneous/rat	lowest published toxic dose: 25 gm/kg/89W- continuous	Tumorigenic: Carcinogenic by RTECS criteria Lung, Thorax, or Respiration: Tumors Liver: Tumors	NATWAY 58,578,1971

Acute Toxicity Data and References

Route/Organism	Dose	Effect	Reference
intraperitoneal/mouse	lethal dose (50 percent kill): 64 mg/kg		PMRSDJ 1,682,1981
oral/guinea pig	lethal dose (50 percent kill): 400 mg/kg	Olfaction: Other olfaction effects Behavioral: Ataxia Lung, Thorax, or Respiration: Cyanosis	GISAAA 55(6),86,1990
oral/mouse	lowest published toxic dose: 83 mg/kg	Blood: Methemoglobinemia- Carboxhemoglobinemia	HPV076 -,-,2005
oral/mouse	lethal dose (50 percent kill): 640 mg/kg	Olfaction: Other olfaction effects Behavioral: Ataxia Lung, Thorax, or Respiration: Cyanosis	GISAAA 55(6),86,1990
oral/rat	lethal dose (50 percent kill): 1140 mg/kg		HPV076 -,-,2005
oral/rat	lethal dose (50 percent kill): 1140 mg/kg	Olfaction: Other olfaction effects Behavioral: Ataxia Lung, Thorax, or Respiration: Cyanosis	GISAAA 55(6),86,1990
skin/rabbit	lethal dose (50 percent kill): >5000 mg/kg		HPV076 -,-,2005
subcutaneous/rat	lethal dose (50 percent kill): >5 gm/kg		NATWAY 58,578,1971
unreported route/rat	lowest published lethal dose: 1 gm/kg	Behavioral: Muscle weakness Lung, Thorax, or Respiration: Cyanosis Kidney, Ureter, and Bladder: Urine volume increased	AIHAAP 32,802,1971

Other Multiple Dose Data and References

Route/Organism	Dose	Effect	Reference
intraperitoneal/rat	lowest published toxic dose: 300 mg/kg/3D- intermittent	Behavioral: Food intake (animal) Endocrine: Other changes Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field	WDZAEK 7,30,1993

Reviews

Organization	Standard	Reference
American Conference of Governmental Industrial Hygienists (ACGIH)	Threshold Limit Value-time-weighted average 0.01 ppm (skin)	DTLVS* TLV/BEI,2013
American Conference of Governmental Industrial Hygienists (ACGIH)	Threshold Limit Value-Suspected human carcinogen	DTLVS* TLV/BEI,2013
International Agency for Research on Cancer (IARC)	Cancer Review:Animal Sufficient Evidence	IMEMDT 4,65,1974
International Agency for Research on Cancer (IARC)	Cancer Review:Animal Sufficient Evidence	IMEMDT 57,271,1993
International Agency for Research on Cancer (IARC)	Cancer Review:Animal Sufficient Evidence	IMEMDT 99,359,2010
International Agency for Research on Cancer (IARC)	Cancer Review:Animal Sufficient Evidence	IMEMDT 100F,80,2012
International Agency for Research on Cancer (IARC)	Cancer Review:Human Inadequate Evidence	IMSUDL 7,246,1987
International Agency for Research on Cancer (IARC)	Cancer Review:Human Inadequate Evidence	IMEMDT 57,271,1993
International Agency for Research on Cancer (IARC)	Cancer Review:Human Inadequate Evidence	IMEMDT 99,359,2010
International Agency for Research on Cancer (IARC)	Cancer Review:Human Inadequate Evidence	IMEMDT 100F,80,2012
International Agency for Research on Cancer (IARC)	Cancer Review:Group 2A	IMEMDT 57,271,1993
International Agency for Research on Cancer (IARC)	Cancer Review:Group 1	IMEMDT 100F,80,2012
International Agency for Research on Cancer (IARC)	Cancer Review:Group 1	IMEMDT 99,359,2010
TOXICOLOGY REVIEW		AIHAAP 39,496,1978
TOXICOLOGY REVIEW		TOLED5 134,39,2002
TOXICOLOGY REVIEW		MUREAV 543,201,2003
TOXICOLOGY REVIEW		FCTOD7 44,1699,2006
TOXICOLOGY REVIEW		MUREAV 584,1,2005
TOXICOLOGY REVIEW		BCLPT* 96,131,2005
TOXICOLOGY REVIEW		MUREAV 654,114,2008
TOXICOLOGY REVIEW		HUTOX* -,649,1996
TOXICOLOGY REVIEW		MUTAEX 23,271,2008
TOXICOLOGY REVIEW		MUREAV 741,32,2012
TOXICOLOGY REVIEW		MUREAV 762,37,2014
TOXICOLOGY REVIEW		MUREAV 768,27,2016
TOXICOLOGY REVIEW		MUTAEX 31,117,2016
TOXICOLOGY REVIEW		MUREAV 802,1,2016
TOXICOLOGY REVIEW		MUREAV 770,170,2016
TOXICOLOGY REVIEW		RTOPDW 55,43,2009
TOXICOLOGY REVIEW		RTOPDW 55,52,2009
TOXICOLOGY REVIEW		MUTAEX 33,179,2018

Standards and Regulations

Organization	Standard	Reference
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN check ACGIH TLV;
Occupational Exposure Limit IN SINGAPORE, VIETNAM check ACGIH TLV
Occupational Exposure Limit-AUSTRALIA	time-weighted average 0.02 ppm (0.22 mg/m³), Carcinogen, JUL2008
Occupational Exposure Limit-AUSTRIA	TRK-TMW 0.02 mg/m³;KZW 0.08 mg/m³, skin, 2007
Occupational Exposure Limit-BELGIUM	time-weighted average 0.01 ppm (0.11 mg/m³), Skin, Carcinogen, MAR2002
Occupational Exposure Limit-DENMARK	time-weighted average 0.01 ppm (0.11 mg/m³), skin, carc, MAY2011
Occupational Exposure Limit-FINLAND	time-weighted average 0.01 ppm (0.11 mg/m³), skin, NOV2011
Occupational Exposure Limit-FRANCE	VME 0.02 ppm (0.22 mg/m³), C2 Carcinogen, FEB2006
Occupational Exposure Limit-ICELAND	time-weighted average 0.01 ppm (0.11 mg/m³), carc, skin, NOV2011
Occupational Exposure Limit-JAPAN	Occupational Exposure Limit 0.005 mg/m³, skin, 2A carc, MAY2012
Occupational Exposure Limit-KOREA	time-weighted average 0.02 ppm (0.22 mg/m³), skin, 2006
Occupational Exposure Limit-MEXICO	time-weighted average 0.02 ppm (0.22 mg/m³) (skin), 2004
Occupational Exposure Limit-NEW ZEALAND	time-weighted average 0.005 mg/m³, skin, JAN2002
Occupational Exposure Limit-PERU	time-weighted average 0.01 ppm (0.1 mg/m³), JUL2005
Occupational Exposure Limit-SWEDEN	Group B Carcinogen, JUN2005
Occupational Exposure Limit-SWITZERLAND	MAK-week 0.02 mg/m³, carc 2, skin, JAN2011
Occupational Exposure Limit-THE NETHERLANDS	MAC-TGG 0.02 mg/m³, 2003
Occupational Exposure Limit-UNITED KINGDOM	time-weighted average 0.005 mg/m³, skin, OCT2007

NIOSH Documentation and Surveillance

Organization	Standard	Reference
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO MOCA-air	10H Carcinogen time-weighted average 0.003 mg/m³ (Sk)	NIOSH* DHHS #92-100,1992
National Occupational Exposure Survey 1983	Hazard Code 83341; Number of Industries 1; Total Number of Facilities 4; Number of Occupations 1; Total Number of Employees Exposed 114
National Occupational Hazard Survey 1974	Hazard Code 83341; Number of Industries 15; Total Number of Facilities 376; Number of Occupations 13; Total Number of Employees Exposed 2094

Status in Federal Agencies

Organization	Reference
ATSDR TOXICOLOGY PROFILE (NTIS** PB/95/100186/AS)
EPA GENETOX PROGRAM 1988, Positive/dose response: Cell transform.-BALB/c-3T3
EPA GENETOX PROGRAM 1988, Positive: Carcinogenicity-mouse/rat
EPA GENETOX PROGRAM 1988, Positive: Cell transform.-RLV F344 rat embryo
EPA GENETOX PROGRAM 1988, Positive: Cell transform.-SA7/SHE; Mammalian micronucleus
EPA GENETOX PROGRAM 1988, Positive: Histidine reversion-Ames test
EPA TSCA Section 8(b) CHEMICAL INVENTORY
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
NIOSH Analytical Method, 1994: MBOCA in urine, 8302
NTP 14th Report on Carcinogens,2016:Reasonably anticipated to be human carcinogen
On EPA IRIS database
OSHA ANALYTICAL METHOD #24
OSHA ANALYTICAL METHOD #ID-71

Page last reviewed: November 16, 2018

Content source: National Institute for Occupational Safety and Health